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Gleason's, Peekskill, NY

Gleason's

4.6
4.6
55 Reviews
$30 and under
Italian

Gleason's uses fresh and local ingredients in a casual fun atmosphere. A full service restaurant that aims to cultivate the perfect night out. Specializing in artisan pizza and hand-crafted cocktails, Gleason's has a wide range of choices to satisfy all. Gluten free options are available. Gleason's has taken all precautions during the Pandemic to keep your dining experience safe including installing an Ion Charged filter that removes bacteria and viruses from the air. Additionally, while the weather permits, enjoy outdoor dining equipped with patio heaters to keep you warm.

Make a reservation

2 people

May 2022
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Additional information

  • Dining style

    Casual Dining

  • Cuisines

    Italian, Pizza Bar, Cocktail Bar

  • Hours of operation

    Lunch Sat 12:00 pm–4:00 pm Dinner Tue–Sat 4:00 pm–9:00 pm Sun 3:00 pm–8:00 pm

  • Phone number

    (914) 402-1950

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Dress code

    Casual Dress

  • Executive chef

    Sturgess Spanos

  • Private party facilities

    Gleason's hosts many kinds of Private events. At this time we are following all Covid restrictions which keeps the total number under 50 people for an event. If interested please email us at gleasonsevents@gmail.com

  • Neighborhood

    Peekskill

  • Cross street

    Between S. Division Street; Union Ave.

  • Parking details

    Ample Parking on Street. Three Public Parking areas throughout Downtown Peekskill

  • Additional

    Bar/Lounge, Beer, Cocktails, Delivery, Full Bar, Gender Neutral Restroom, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Takeout, Wheelchair Access, Wine

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Menu

Appetizers

  • Caesar Salad$8.00

    Baby Romaine, creamy caesar dressing, croutons, Parmesan

    • Mixed Green Salad$6.00

      Baby heirloom cherry tomatoes, pickled carrots, balsamic dressing

      • Beet & Arugula Salad$13.00

        Roasted beets, arugula, goat cheese, fennel, pumpkin seeds, lemon vinaigrette

        • Summer Salad$13.00

          Romaine, kale, sugar snap peas, corn, cherry tomatoes, garbanzo beans, fennel. scallions, ricotta salata, lemon vinaigrette

          • Gleason's Meatballs$12.00

            Beef, veal and pork with marinara, melted mozzarella and fontina

            • Mac & Cheese$10.00

              Creamy cheddar and fontina sauce, toasted bread crumbs

              • Crispy Chicken Wings$14.00

                Choice of Sweet Chili or Buffalo, pickled carrots, blue cheese dressing

                • Cheesy Bread$8.00

                  Basil garlic pesto, Parmesan, mozzarella, marinara sauce

                  • Soup of the Day$5.00

                    Signature Pizzas

                    • Margherita$15.00

                      Roasted tomatoes, basil pesto, fresh mozzarella

                      • For Cheese!$16.00

                        Parmigiano-Reggiano, fontina, ricotta, mozzarella and fresh herbs

                        • Sanctuary$17.00

                          Basil pesto, topped with a spinach salad of olives, roasted red peppers, pickled red onion & ricotta salata

                          • Summer$17.00

                            Olive oil base, pepperoni, artichoke hearts, black olives, fresh mozzarella, arugula

                            • Sausage and Rabe$18.00

                              Pork sausage, broccoli rabe, Parmesan

                              • Flammkuchen$18.00

                                Creme fraiche base, bacon, Parmesan, red onions

                                • California$18.00

                                  Olive oil base, artichoke hearts, crumbled goat cheese, red pepper, shredded mozzarella

                                  • Hot-Cha-Cha$17.00

                                    Red base, crispy chicken, cherry peppers, caramelized onions, shredded mozzarella

                                    Build Your Own Pizza

                                    • Red, White or Olive Oil Base Plus One Cheese$13.00

                                      Fresh Mozzarella, Shredded Mozzarella, Fontina, Parmesan, Goat Cheese, or Cheddar

                                      Toppings

                                      choose your toppings:

                                      • Topping #1$2.00

                                        Basil Pesto, Pickled Jalapeno, Baby Arugula, Caramelized Onion, Roasted Peppers, Baby Spinach, Pickled Red Onion, Roasted Tomato, Olives

                                        • Topping #2$3.00

                                          Artichokes, Mushrooms, Breaded Eggplant, Crispy Chicken, Cherry Peppers, Pepperoni, Roasted Garlic

                                          • Topping #3$4.00

                                            Gleason's Meatballs, Proscuitto, Broccoli Rabe, Sausage

                                            Mains

                                            • Eggplant Parm$19.00

                                              Breaded eggplant, marinara, mozzarella, spaghetti

                                              • Wedge$18.00
                                            • Pasta & Meatballs$19.00

                                              Marinara, mozzarella, Parmesan, spaghetti

                                              • Wedge$18.00
                                            • Chicken Parm$20.00

                                              Chicken cutlet, marinara, mozzarella, Parmesan, spaghetti

                                              • Wedge$18.00
                                            • Pasta of the Day$12.00

                                              Penne with Crispy Chicken: Choice of Vodka or Alfredo Sauce

                                              Sides

                                              • Crispy Potato Wedges$6.00

                                                Parmesan, Herbs, Extra Virgin Olive Oil

                                                • Seasonal Vegetable$5.00

                                                  • Broccoli Rabe$8.00

                                                    • Soup$5.00

                                                      Kids

                                                      • Kids Pizza$10.00

                                                        Marinara and shredded mozzarella

                                                        • Kids Pasta$8.00

                                                          Gemelli pasta with choice of marinara, butter, or cheese sauce

                                                          • Kids Chicken$10.00

                                                            Breaded chicken cutlet or grilled chicken, side vegetable of the day

                                                            • Kids Meatball Sandwich$10.00

                                                              Side of crispy potato wedges

                                                              Last updated: February 1, 2022

                                                              What 55 people are saying

                                                              Overall ratings and reviews

                                                              Reviews can only be made by diners who have eaten at this restaurant

                                                              4.6
                                                              4.6 based on recent ratings
                                                              • 4.5Food
                                                              • 4.5Service
                                                              • 4.1Ambience
                                                              • 4.4Value

                                                              NoiseModerate

                                                              Loved For

                                                              • Westchester / Hudson Valley

                                                                Best Value

                                                              • Westchester / Hudson Valley

                                                                Great for Lunch

                                                              • Westchester / Hudson Valley

                                                                Italian

                                                              Sort by

                                                              Filters

                                                              1. j

                                                                james

                                                                New York Area

                                                                3 reviews

                                                                4.0

                                                                3 reviews

                                                                Dined on May 14, 2022

                                                                overall4food4service5ambience4

                                                                Went to Gleasons before show at Paramount Theater. We ordered grilled salmon and chicken parmigiana. Both nicely prepared. The chicken parm was abundant and could easily feed two people. Excellent wait staff. And a glass of house Pinot noir for $7 was a great deal. Good dining experience.

                                                              2. M

                                                                Mikey

                                                                New England

                                                                87 reviews

                                                                vip
                                                                4.0

                                                                87 reviews

                                                                Dined on May 11, 2022

                                                                overall4food4service5ambience2

                                                                Fun and relaxed atmosphere with surprisingly good food. It feels like a run down neighborhood bar - so set expectations low for decor - but it’s fun and relaxed and welcoming

                                                              3. i

                                                                irenes

                                                                1 review

                                                                1.0

                                                                1 review

                                                                Dined on May 10, 2022

                                                                overall1food1service2ambience2

                                                                I gave this 3 tries, first two food was good, second time, not the same....will not go back

                                                              4. a

                                                                annemarieg

                                                                New York Area

                                                                19 reviews

                                                                5.0

                                                                19 reviews

                                                                Dined on April 29, 2022

                                                                overall5food5service5ambience5

                                                                Great staff and service!! Very accommodating! Prix fixe menu is a great value! Pizzas were delish and large!

                                                              5. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                3 reviews

                                                                4.0

                                                                3 reviews

                                                                Dined on April 23, 2022

                                                                overall4food5service3ambience3

                                                                Before theatre dinner

                                                              6. P

                                                                Phoebz11

                                                                Detroit

                                                                5 reviews

                                                                vip
                                                                3.0

                                                                5 reviews

                                                                Dined on April 8, 2022

                                                                overall3food3service1ambience2

                                                                I'd like to return when they are less crowded, be seated at a proper table, where we won't be forgotten, and they are able to serve the entire meal in a timely fashion, under an hour.

                                                              7. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                1 review

                                                                vip
                                                                5.0

                                                                1 review

                                                                Dined on March 19, 2022

                                                                overall5food5service5ambience4

                                                                Excellent food and service.

                                                              8. D

                                                                Delish

                                                                New York Area

                                                                22 reviews

                                                                vip
                                                                5.0

                                                                22 reviews

                                                                Dined on March 6, 2022

                                                                overall5food5service5ambience4

                                                                As always, the food and service are excellent. Beer selection is solid too. Servers knowledgeable and friendly.

                                                              9. TG

                                                                TaraG

                                                                New England

                                                                2 reviews

                                                                5.0

                                                                2 reviews

                                                                Dined on March 5, 2022

                                                                overall5food5service5ambience5

                                                                Great food and great service, Carolyn was our waitress and she couldn't have been better

                                                              10. LM

                                                                LMKC

                                                                New York Area

                                                                4 reviews

                                                                vip
                                                                5.0

                                                                4 reviews

                                                                Dined on February 20, 2022

                                                                overall5food5service5ambience5

                                                                Gleason’s is one of our favorite restaurants. We eat there quite frequently and it never disappoints. The food is great as well as the friendly service. We love it there.

                                                              11. F

                                                                Fleety

                                                                New York Area

                                                                2 reviews

                                                                5.0

                                                                2 reviews

                                                                Dined on February 11, 2022

                                                                overall5food5service5ambience5

                                                                Ate dinner here before going to see the FABBA show ate the Paramount. Service was great tailored their specials for a quick dinner, but also had regular menu as well. Food was very good!

                                                              12. LM

                                                                LMKC

                                                                New York Area

                                                                5 reviews

                                                                vip
                                                                5.0

                                                                5 reviews

                                                                Dined on January 22, 2022

                                                                overall5food5service5ambience5

                                                                The food is always great and the service is friendly and attentive. My weekly spot!

                                                              13. M

                                                                Megan

                                                                New York Area

                                                                1 review

                                                                5.0

                                                                1 review

                                                                Dined on January 1, 2022

                                                                overall5food5service5ambience5

                                                                The food was great. The wings were amazing. Good service and not too busy when we were there.

                                                              14. J

                                                                Jules

                                                                New York Area

                                                                1 review

                                                                5.0

                                                                1 review

                                                                Dined on December 31, 2021

                                                                overall5food5service5ambience4

                                                                Great place to eat dinner. Good beer, great cocktails and soup and pizza. Nice place to relax . Love the staff.

                                                              15. F

                                                                Fleety

                                                                New York Area

                                                                3 reviews

                                                                5.0

                                                                3 reviews

                                                                Dined on December 18, 2021

                                                                overall5food5service5ambience5

                                                                Very good pizza and specials. Service was very good!

                                                              16. PF

                                                                PaulF

                                                                New York Area

                                                                4 reviews

                                                                5.0

                                                                4 reviews

                                                                Dined on November 20, 2021

                                                                overall5food5service5ambience5

                                                                Went with he family before a show at the Paramount. The food was fantastic, service was great, atmosphere was fun, and the cocktails were amazing. Everyone loved everything they ordered. Just a great place.

                                                              17. RD

                                                                RocD

                                                                New York Area

                                                                2 reviews

                                                                4.0

                                                                2 reviews

                                                                Dined on November 13, 2021

                                                                overall4food5service4ambience3

                                                                I really want to give this place 5 stars but...I CANT GET OVER THE $7.00 CREDIT CARD CHARGE ON OUR BILL! They automatically add a 3% credit card fee to your bill, ridiculous! We had a table of four and had some hefty drinks and the food was very good. The place is on the smaller side which we have no issues with but again, the 3% credit card fee...RIDICULOUS!

                                                              18. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                10 reviews

                                                                vip
                                                                5.0

                                                                10 reviews

                                                                Dined on November 6, 2021

                                                                overall5food5service5ambience5

                                                                A well run dining establishment!

                                                              19. A

                                                                Arthur

                                                                New York Area

                                                                5 reviews

                                                                1.0

                                                                5 reviews

                                                                Dined on November 6, 2021

                                                                overall1food5service1ambience3

                                                                We chose Gleason Pub for a casual dining experience and excellent menu. We arrived 30 minutes early, many tables were available and we were escorted to our table promptly. Unfortunately the next table were two young couples with infants in strollers making access to our table difficult. Because many tables were empty we asked to be moved but were denied due to “reservations “. The table with the babies had to move both strollers into the center aisle so we could access our table. Anyone moving thru the restaurant had to pass these strollers. The table with the babies were graciously accommodating. At the end of our meals numerous tables remained empty. Why the rigidity by the female bartender? The hostess took direction from the poor management style of that female bartender. Gleason lost points for this reason

                                                              20. HW

                                                                HollyW

                                                                1 review

                                                                5.0

                                                                1 review

                                                                Dined on November 5, 2021

                                                                overall5food4service5ambience4

                                                                Cozy room, lovely staff and delish food… what more can I say? Except that the Penne Vodka was yummy and vegetarian!! Thanks for that!! Fun place to go if you are seeing a show at the Paramount, and I will be back!

                                                              21. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                1 review

                                                                vip
                                                                1.0

                                                                1 review

                                                                Dined on October 22, 2021

                                                                overall1food1service1ambience1

                                                                We sat for an hour before we got our appetizer and then had to cancel our dinner because we had a show to go to. We left hungry.

                                                              22. k

                                                                kevink

                                                                1 review

                                                                2.0

                                                                1 review

                                                                Dined on October 22, 2021

                                                                overall2food3service1ambience2

                                                                We were the first ones seated and others that came in after us were served before us and we asked3 times where our meals were

                                                              23. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                6 reviews

                                                                4.0

                                                                6 reviews

                                                                Dined on October 19, 2021

                                                                overall4food4service4ambience3

                                                                Overall a pretty decent meal. Calamari was a bit overdone. Prosciutto and fig appetizer was not bad, but some very chewy pieces of ham. Pizzas were good. Had the Hot Cha Cha. Chicken Parm was crunchy and tender. Sauce needs a little work. A little pricey, but was a business expense. Would recommend.

                                                              24. RS

                                                                RobertS

                                                                New York Area

                                                                14 reviews

                                                                5.0

                                                                14 reviews

                                                                Dined on October 16, 2021

                                                                overall5food5service5ambience5

                                                                Neighborhood gem. Small place with great food and service at reasonable prices. Will definitely be back.

                                                              25. BT

                                                                BarbaraT

                                                                New York Area

                                                                3 reviews

                                                                4.0

                                                                3 reviews

                                                                Dined on October 15, 2021

                                                                overall4food4service4ambience2

                                                                Very good food. Nice wait staff. VERY noisy due to large party and also service was extremely slow.

                                                              26. j

                                                                johns

                                                                Tampa

                                                                1 review

                                                                5.0

                                                                1 review

                                                                Dined on October 15, 2021

                                                                overall5food5service5ambience5

                                                                Nice place everyone was very friendly service was great food was very good will be there again

                                                              27. LM

                                                                LMKC

                                                                New York Area

                                                                5 reviews

                                                                vip
                                                                5.0

                                                                5 reviews

                                                                Dined on October 9, 2021

                                                                overall5food5service5ambience5

                                                                One of our favorite places to eat. The food and service are great.

                                                              28. CM

                                                                ChristineM

                                                                New York Area

                                                                4 reviews

                                                                5.0

                                                                4 reviews

                                                                Dined on October 8, 2021

                                                                overall5food5service5ambience5

                                                                The small plates and pizza specials were delicious! The Blood Orange Pop cocktail was so yummy. The service was great. Despite being crowded, the food arrived quickly and piping hot. I will definitely return.

                                                              29. D

                                                                Delish

                                                                New York Area

                                                                22 reviews

                                                                vip
                                                                4.0

                                                                22 reviews

                                                                Dined on October 1, 2021

                                                                overall4food4service5ambience4

                                                                As usual, great, friendly service and top notch creative pizzas!

                                                              30. SS

                                                                StephenS

                                                                Washington DC

                                                                27 reviews

                                                                vip
                                                                2.0

                                                                27 reviews

                                                                Dined on September 22, 2021

                                                                overall2food2service4ambience2

                                                                Very disappointed in the Pizza. If you are looking for thin crust Pizza this is not the place. The Pizza they serve is average at best. The waitress told us these are individual pizzas but they could have easily served two.

                                                              31. DS

                                                                DeborahS

                                                                New York Area

                                                                7 reviews

                                                                5.0

                                                                7 reviews

                                                                Dined on September 18, 2021

                                                                overall5food5service5ambience5

                                                                We were so happy we chose Gleason's on their 8th anniversary. We had a blast playing all the games. Food and people were fantastic!

                                                              32. AH

                                                                AshH

                                                                Chicago

                                                                7 reviews

                                                                5.0

                                                                7 reviews

                                                                Dined on September 9, 2021

                                                                overall5food5service5ambience4

                                                                We really enjoyed dining at Gleasons! We were in town for a family member's celebration of life and it had been a while since being Peekskill. I found this restaurant on yelp due to it's fantastic reviews and that it was. We very much enjoyed our dinner and the delicious drinks! We had Motz sticks, macaroni and cheese and the beet salad as an app. Typically, I don't like Motz stick but these were delightful and huge. Then for dinner we have the leek and mushroom pizza (SO GOOD) and another one I can't remember the name. The service was also on point and I would def return next time we travel back. And don't forget to get a fabulous drink because the martinis were so smooth and refreshing. Thank you Gleason's for great food and your delightful staff!

                                                              33. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                7 reviews

                                                                4.0

                                                                7 reviews

                                                                Dined on August 9, 2021

                                                                overall4food4service5ambience5

                                                                Food was good I had penne with the extra crispy chicken( would be better if the chicken was seasoned or just grilled ) and my wife had pasta with garlic sauce and grilled chicken (really good). We also had a small Caesar salad that was really good, just a little heavy on the dressing. Nice drink selection and friendly staff. They don’t follow any Covid protocols, just incase its a thing you’re concerned about. No mask on staff no gloves and definitely no hand cleaning in between bussing tables.

                                                              34. MS

                                                                MikeS

                                                                1 review

                                                                5.0

                                                                1 review

                                                                Dined on August 8, 2021

                                                                overall5food5service5ambience5

                                                                A great place to go when you want quality food that is reasonably priced with large portions, and handcrafted cocktails that offer a unique take and twist.

                                                              35. TV

                                                                TerryVT

                                                                New York Area

                                                                8 reviews

                                                                4.0

                                                                8 reviews

                                                                Dined on July 28, 2021

                                                                overall4food4service4ambience4

                                                                Quiet outdoor dining on the sidewalk. Catching up with a friend and never felt rushed.

                                                              36. MA

                                                                MelanieA

                                                                Philadelphia

                                                                1 review

                                                                4.0

                                                                1 review

                                                                Dined on July 11, 2021

                                                                overall4food5service3ambience4

                                                                I highly recommend the penne alla vodka! It is outstanding. We had to wait a long time for our food, but it was delicious.

                                                              37. PB

                                                                PamB

                                                                New England

                                                                4 reviews

                                                                vip
                                                                4.0

                                                                4 reviews

                                                                Dined on July 10, 2021

                                                                overall4food5service4ambience3

                                                                Great pizza!

                                                              38. OT

                                                                OpenTable Diner

                                                                New York Area

                                                                3 reviews

                                                                5.0

                                                                3 reviews

                                                                Dined on July 2, 2021

                                                                overall5food5service5ambience5

                                                                The food was great and the service was excellent. Had a great time.

                                                              39. OT

                                                                OpenTable Diner

                                                                Los Angeles

                                                                24 reviews

                                                                vip
                                                                4.0

                                                                24 reviews

                                                                Dined on July 1, 2021

                                                                overall4food4service4ambience4

                                                                We had a nice family meal at Gleasons. Would recommend

                                                              40. M

                                                                Margaret

                                                                New York Area

                                                                4 reviews

                                                                4.0

                                                                4 reviews

                                                                Dined on June 25, 2021

                                                                overall4food4service5ambience3

                                                                Came to Gleason's on a Friday night - I was glad we booked a reservation because there was a large party there as well, taking up almost half of the restaurant. They were a bit loud, it reminded us of being at a restaurant in the city. At first, the service was slow due to the large party but it sped up towards the end of the night. Our waiter was very charming and attentive, and the food was quite good! Absolutely loved the cocktails. 4 out of 5 stars, would definitely come back!

                                                              Safety precautions

                                                              • Cleaning & sanitizing

                                                                • Surfaces sanitized between seatings
                                                                • Digital, disposable or sanitized menu provided
                                                                • Sealed or wrapped utensils used
                                                                • Common areas deep-cleaned daily
                                                                • Sanitizer or wipes provided for customers
                                                                • Contactless payment available
                                                              • Physical distancing

                                                                • Limited number of seated diners
                                                                • Distancing maintained in common areas
                                                                • Extra space between tables
                                                              • Protective equipment

                                                                • Waitstaff wear masks
                                                                • Diners must wear masks unless eating or drinking
                                                              • Screening

                                                                • Sick staff prohibited in the workplace

                                                              FAQs

                                                              You can order delivery directly from Gleason's using the Order Online button. Gleason's also offers takeout which you can order by calling the restaurant at (914) 402-1950.

                                                              Gleason's is rated 4.6 stars by 55 OpenTable diners.

                                                              Gleason's does offer gift cards which you can purchase here.

                                                              Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

                                                              Make a reservation

                                                              2 people

                                                              May 2022
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                                                              Google Map for Gleason's

                                                              911 South St Peekskill, NY 10566

                                                              Additional information

                                                              • Cross street

                                                                Between S. Division Street; Union Ave.

                                                              • Neighborhood

                                                                Peekskill

                                                              • Hours of operation

                                                                Lunch Sat 12:00 pm–4:00 pm Dinner Tue–Sat 4:00 pm–9:00 pm Sun 3:00 pm–8:00 pm

                                                              • Cuisines

                                                                Italian, Pizza Bar, Cocktail Bar

                                                              • Dining style

                                                                Casual Dining

                                                              • Dress code

                                                                Casual Dress

                                                              • Parking details

                                                                Ample Parking on Street. Three Public Parking areas throughout Downtown Peekskill

                                                              • Payment options

                                                                AMEX, Discover, MasterCard, Visa

                                                              • Executive chef

                                                                Sturgess Spanos

                                                              • Additional

                                                                Bar/Lounge, Beer, Cocktails, Delivery, Full Bar, Gender Neutral Restroom, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Takeout, Wheelchair Access, Wine

                                                              • Phone number

                                                                (914) 402-1950

                                                              • Private party facilities

                                                                Gleason's hosts many kinds of Private events. At this time we are following all Covid restrictions which keeps the total number under 50 people for an event. If interested please email us at gleasonsevents@gmail.com

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