Gleason's

Name: Gleason's
Address: 23 South Division Street, Peekskill, NY, United States, 10566
Telephone: (914) 402-1950
Price range: $30 and under
Rating: 4

4 (195)

$30 and under

Italian

23 South Division Street, Peekskill, NY 10566

Make a reservation

2 people

Jun 14, 2025

7:00 PM

Booked 7 times today

About this restaurant

Lively
Neighborhood gem
Good for groups

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 a stage for weeknight entertainment. We host a variety of events including live music, comedy, and interactive theater.

Additional information

Dining style
Casual Dining
Price
$30 and under
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
Website
https://www.gleasonspeekskill.com/
Payment options
AMEX, Discover, Mastercard, Visa
Dress code
Casual Dress
Executive chef
Sturgess Spanos
Catering
Gleason's offers several off-premise catering options. Please email us at pizza@gleasonspeekskill.com for more information.
Private party facilities
Gleason's hosts many kinds of Private and Semi-Private events. If interested in more information please email us at pizza@gleasonspeekskill.com
Delivery & takeout
Order direct

Location
23 South Division Street, Peekskill, NY 10566
Neighborhood
Peekskill
Cross street
On S. Division Street; between South Street and Brown Street
Parking details
Ample Parking on Street. Three Public Parking areas throughout Downtown Peekskill
Additional
Bar/Lounge, Beer, Cocktails, Dancing, Delivery, Entertainment, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Takeout, Weekend Brunch, Wheelchair Access, Wine

Gift card

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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

What 195 people are saying

Gleason's reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

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

4.0

4.0 based on recent ratings

3.8Food
4.0Service
4.0Ambience
3.9Value

Noise • Moderate

Review summary

AI-generated from verified diner reviews

Gleason's offers a lively atmosphere with "great food" and "excellent live music," making it ideal for a night out. While some patrons note slow service and noise issues, others praise its "local feel," "attentive staff," and proximity to the Paramount. The venue is perfect for music lovers and social gatherings.

195 Reviews

R
Robert
New York City1 review
4.0
Dined on June 6, 2025
1. Overall 4
2. Food 3
3. Service 2
4. Ambience 4
We've been there several times in the past. We always had a good time. This time, we waited a long time for our server to come and take our drink order. The food was not as good as it had been in the past. We waited a while for our server to return with the check to pay. We wanted to leave, so we went to the front to pay. When we went to pay. The person there asked, "Any dessert?" Why would that ask that if we were already leaving? We still like the place and plan to return. This past visit was just weird.
Is this helpful?
S
Stephanie
New York State1 review
4.0
Dined on June 6, 2025
1. Overall 4
2. Food 2
3. Service 3
4. Ambience 5
I've never had a bad experience there! .....but if you want Honest.....the OVERLOAD of peppercorn gravy was waaaayyyy too much,....I found myself scrapping it off to get to the steak! .....It's not really a complaint so much as a suggestion. It was just too overwhelming for that beautiful steak ! Again, I've never had a bad experience with Gleasons :)
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C
Cynthia J
New York City7 reviews
5.0
Dined on June 6, 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Another great meal. The food is always good and the staff are professional and attentive.
Is this helpful?
J
Jennifer
Key West / Florida Keys2 reviews
1.0
Dined on May 31, 2025
1. Overall 1
2. Food 1
3. Service 1
4. Ambience 1
Deeply disappointed. Kitchen backed up. Bar backed up. We waited an hour and a half to get our entrees. Food was way too salty. The restaurant was loaded with people going to concert. They clearly were not prepared. Don’t pick this restaurant just because it’s next to the Paramount. Not worth it.
1 person found this helpful
T
Tom
New York City1 review
2.0
Dined on May 30, 2025
1. Overall 2
2. Food 3
3. Service 2
4. Ambience 3
Food was okay and the service was slow. The band started about 9 and was so loud we had to leave, two blocks away you could still hear them.
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M
Michael
Palm Springs / Palm Desert Cities1 review
5.0
Dined on May 25, 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Gleasons is great. Love it. Great food. Local feel.
Is this helpful?
S
Susan
New York City66 reviews
4.0
Dined on April 17, 2025
1. Overall 4
2. Food 4
3. Service 4
4. Ambience 4
Appetizers were very good! We shared wings and the glazed Brussels sprouts were excellent! The burgers were very good as well!
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P
Peggy
Palm Springs / Palm Desert Cities4 reviews
3.0
Dined on April 12, 2025
1. Overall 3
2. Food 3
3. Service 3
4. Ambience 3
It was convenient to the paramount. Food was ok a little pricey.
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E
Eric
New York City3 reviews
5.0
Dined on April 10, 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Terrific place and very close to Paramount theater
Is this helpful?
S
Sara
New York City7 reviews
2.0
Dined on March 30, 2025
1. Overall 2
2. Food 1
3. Service 3
4. Ambience 3
Do not order pizza. Gleason’s pizzas were excellent when they were in their original space. What I and my dining partner received was a disgrace. Limp, tasteless crust and minimal cheese and toppings. The server offered to get us new one after about 15 minutes but we declined. Didn’t have any confidence that there would be a significant improvement on something so subpar. Truly disappointed, I live in Peekskill and I will not be going there again.
1 person found this helpful

FAQs

Gleason's offers takeout which you can order by calling the restaurant at (914) 402-1950.

Gleason's is rated 4 stars by 195 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

Jun 14, 2025

7:00 PM

Booked 7 times today

23 South Division Street, Peekskill, NY 10566

Additional information

Cross street
On S. Division Street; between South Street and Brown Street
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
Price
$30 and under
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, Dancing, Delivery, Entertainment, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Takeout, Weekend Brunch, Wheelchair Access, Wine
Delivery & takeout
Order direct

Website
https://www.gleasonspeekskill.com/
Phone number
(914) 402-1950
Catering
Gleason's offers several off-premise catering options. Please email us at pizza@gleasonspeekskill.com for more information.
Private party facilities
Gleason's hosts many kinds of Private and Semi-Private events. If interested in more information please email us at pizza@gleasonspeekskill.com

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card

Gleason's

Make a reservation

About this restaurant

Additional information

Gift card

Appetizers

Caesar Salad$8.00

Mixed Green Salad$6.00

Beet & Arugula Salad$13.00

Summer Salad$13.00

Gleason's Meatballs$12.00

Mac & Cheese$10.00

Crispy Chicken Wings$14.00

Cheesy Bread$8.00

Soup of the Day$5.00

Signature Pizzas

Margherita$15.00

For Cheese!$16.00

Sanctuary$17.00

Summer$17.00

Sausage and Rabe$18.00

Flammkuchen$18.00

California$18.00

Hot-Cha-Cha$17.00

Build Your Own Pizza

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

Toppings

Topping #1$2.00

Topping #2$3.00

Topping #3$4.00

Mains

Eggplant Parm$19.00

Pasta & Meatballs$19.00

Chicken Parm$20.00

Pasta of the Day$12.00

Sides

Crispy Potato Wedges$6.00

Seasonal Vegetable$5.00

Broccoli Rabe$8.00

Soup$5.00

Kids

Kids Pizza$10.00

Kids Pasta$8.00

Kids Chicken$10.00

Kids Meatball Sandwich$10.00

Overall ratings and reviews

Review summary

FAQs

Does Gleason's offer delivery through OpenTable or takeout?

How is Gleason's restaurant rated?

Does Gleason's offer gift cards?

Is Gleason's currently accepting reservations?

Make a reservation

Additional information

Gift card