Nearby points of interest

  1. Distance: 0.43mi
  2. Distance: 0.52mi
  3. Distance: 0.52mi
  4. Distance: 0.54mi
  1. Distance: 0.43mi
  2. Distance: 0.52mi
  3. Distance: 0.52mi
  4. Distance: 0.54mi

Nearby points of interest

  1. Distance: 0.43mi
  2. Distance: 0.52mi
  3. Distance: 0.52mi
  4. Distance: 0.54mi
  1. Distance: 0.43mi
  2. Distance: 0.52mi
  3. Distance: 0.52mi
  4. Distance: 0.54mi

About Dexter's - Winter Park

In business since 1984. A local and established casual hangout that takes food and wine very seriously. Enjoy over 30 wines by the glass or bottle, full bar, excellent service, and award winning Sunday brunch (peoples choice). Enjoy a simple build your own sandwich or a carefully prepared entree, everything is made fresh when you order it. Choose from the main menu or one of the cafe menu inserts that takes advantage of ingredients that are in season. These inserts and winelists change every other month, so there is always something new and different to enjoy ! The cuisine fuses many different culinary styles, there is something for everyone. The sidewalk cafe is popular as it is located on an old cobblestone street in an eclectic neighborhood. Wine List pricing is very fair and makes for a nicer bottle to enjoy. Check insert menus for organics and local farm raised fruit, vegetables and meats

558 W New England Ave Ste 100
Suite 100
Winter Park, FL 37289
View Larger Map

Dining Style:
Casual Elegant

Cuisines:
Contemporary American, Café, International

Hours of Operation:
Hours: Mon-Wed: 11am-10pm - Thur-Fri: 11am–12am - Sat: 10am–12am - Sun: 10am-10pm

Dress Code:
Casual Dress

Price Range:
$30 and under

Payment Options
AMEX, Diners Club, Discover, MasterCard, Visa

Phone Number:
(407) 629-1150

Website:
http://www.dextersorlando.com/

Entertainment:
Thursday night is a 12 piece horn driven dance band (Earth, wind and fire, Chicago, Stevie wonder Tower of Power)

Friday night - is Rock and Roll/Covers/Dancing

Saturday night - is Rock and Roll/Covers/Dancing

Catering:
Please contact Adrian @ 407-629-1150 to book your event. he will talk to you and customize to fit your needs and budget.

Parking Details:
Plenty of parking with Two public lots free of charge and a 250 space parking garage, covered, free, well lit.

Public Transit:
5 minutes from Winter Park train station (light rail)
Buse route also stop very close to us.

Executive Chef:
James David Smith

Additional:
Bar Dining, Beer, Cafe, Cocktails, Counter Seating, Dancing, Full Bar, High Tea, Non-Smoking, Private Room, View, Weekend Brunch, Wheelchair Access, Wine

Specials

Instantly increase your points with dining rewards

Specials

Instantly increase your points with dining rewards

See availability for bonus point tables

Details
Sun 11:00AM - 11:30AM 2:30PM - 5:45PM 9:00PM - 11:45PM

Tue - Fri 11:00AM - 11:30AM 2:30PM - 3:45PM 4:00PM - 5:45PM 9:00PM - 11:45PM

Sat 11:00AM - 11:30AM 2:30PM - 5:45PM 9:00PM - 11:45PM

Send a Gift Card

Buy now and send it instantly by email, or print a card to give in person.

Dexter's - Winter Park Ratings and Reviews

5
4
3
2
1

4.3

Overall Rating

based on recent ratings
food

4.2

service

4.5

ambience

4.2

value

4.2

Noise

Moderate

90% would recommend it to a friend

Live Music (10)
Bar Seating (8)
Great for Lunch (8)
See All
Good for a Date (7)
Casual (7)
Great for Brunch (6)
Good for Birthdays (5)
Fit for Foodies (5)
Good for Groups (5)
Good for Anniversaries (4)
Comfort Food (4)
Creative Cuisine (4)
Fun (4)
Happy Hour (4)
Neighborhood Gem (4)
Kid-friendly (4)
Business Meals (3)
Handcrafted Cocktails (3)
Hot Spot (3)
Late-night Find (3)
Sunday Lunch (3)
Good Vegetarian Options (3)
Worth the Drive (2)
Authentic (2)
Healthy (2)
Great for Outdoor Dining (2)
Pre/post Theatre (2)
Romantic (2)
Seasonal (2)
Special Occasion (2)
Tasting Menu (2)
Cozy (2)
Afternoon Coffee (1)
Disabled Access (1)
Local Ingredients (1)
Notable Wine List (1)
People Watching (1)
Quick Bite (1)
Quiet Conversation (1)
Vibrant Bar Scene (1)
Sort by
S
154 reviews
Loading Reviews ...

vip
 (San Antonio)·Dined 3 days ago

Great food. Friendly service. Neighborhood gem. Definitely going to visit again.

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
·Dined on January 3, 2018

Outstanding experience. Hosted 20 people for a birthday party and it was fantastic. Live music, dancing, food, and drinks. Wonderful.

Tags: Good Vegetarian Options, Seasonal, Good for Birthdays, Hot Spot, Comfort Food, Special Occasion, Great for Lunch, Healthy, Handcrafted Cocktails, Live Music, Happy Hour, Kid-friendly, People Watching, Disabled Access, Casual, Neighborhood Gem, Good for Anniversaries, Good for Groups, Good for a Date, Fun, Authentic, Creative Cuisine, Bar Seating, Vibrant Bar Scene, Worth the Drive
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

vip
 (Orlando)·Dined on January 3, 2018

Great server- Michael!

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

vip
 (Orlando)·Dined on January 3, 2018

Everything was wonderful except for the time it took for our food to arrive. We were there on a work day but perhaps they didn't think we were on a time constraint. It took over 20 mins from the time we placed our order for our food to arrive and they were not busy at 1:30 pm. Just make sure you have time to enjoy the meal. If you're on an hour work lunch, go somewhere else that can provide faster service.

Tags: Fit for Foodies
Was this review useful to you?Yes·No·
food3
ambience5
service2
value5

 
 (San Francisco)·Dined on December 30, 2017

I have a good time.

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on December 24, 2017

Great meal

Was this review useful to you?Yes·No·
food4
ambience4
service5
value4

 
·Dined on December 21, 2017

Great variety of well prepared menu options. Nice atmosphere with available artwork on the walls for sale. Located in newly developed Hannibal Square a few blocks off Park Ave.

The Garlic Fries have a bit more garlic than I personally prefer and I will substitute a salad for them on the next trip. Will definitely return.

Tags: Fun, Authentic, Late-night Find, Great for Outdoor Dining, Great for Lunch, Pre/post Theatre, Fit for Foodies
Was this review useful to you?Yes·No·
food4
ambience4
service5
value5

 
 (Orlando)·Dined on December 18, 2017

Graduation dinner

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

vip
 (Raleigh)·Dined on December 18, 2017

Outstanding meal here - we were well taken care of and food was great. We will return!

Was this review useful to you?Yes·No·
food5
ambience5
service5

 
·Dined on December 17, 2017

It is was a birthday

Was this review useful to you?Yes·No·
food4
ambience4
service4
value4

 
·Dined on December 17, 2017

Even though we made early reservations, our seats were HORRIBLE. It was in a corner near a register and a stack of baby chairs. If I went there again I would make sure not to have the same seats. If I were Dexter's I'd give up those few extra seats.
The service was very good and some food was better than others. I used to go to Dexter's' a lot, we even named our dog Dexter. I need to go back again and give it another chance.

Tags: Bar Seating
Was this review useful to you?Yes·No·
food3
ambience3
service4
value3

 
 (Miami)·Dined on November 25, 2017

Grouper was terrible.

Was this review useful to you?Yes·No·
food1
ambience2
service4
value1

vip
 (New York Area)·Dined on November 8, 2017

Lunch service was OK, but the food was not. Plus it took a long time to get the order which was blamed on a big take out order -- this, when there were NO other customers in the place. The food was actually rather horrible. Not even up to diner, or fast food, standards. And after all of this, they didnt check me in so I'd get my points, causing a week of frustration trying to get credited.

Avoid

Was this review useful to you?Yes·No·
food1
ambience2
service2
value1

 
·Dined on November 7, 2017

Been there many times over many years and have always been happy with this restaurant.

Tags: Late-night Find, Good for Anniversaries, Casual
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on November 5, 2017

Typically a great dinning experience. Great entertainment on the weekends. Food is always tasty. A little pricey, but there's no cover charge for the entertainment.

Was this review useful to you?Yes·No·
food4
ambience4
service3

 
·Dined on October 26, 2017

Friendly atmosphere. Great service. Great value. Great location.

Tags: Great for Outdoor Dining, Good for Groups, Good for a Date, Happy Hour, Live Music, Casual
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
·Dined on October 25, 2017

We have eaten at Dexter's many times. Love Sunday's brunch, dinners and lunch. Good place to meet up with friends. Also, the option of reservation and table arrangements.

Tags: Creative Cuisine, Great for Lunch, Great for Brunch, Live Music
Was this review useful to you?Yes·No·
food5
ambience4
service5
value5

 
 (Miami)·Dined on October 13, 2017

This was our first time there. We checked in during happy hour and the drinks were fine. The food was very good and we enjoyed the cream brulet. We would go back there again when we come back to visit Winter Park.

Was this review useful to you?Yes·No·
food5
ambience5
service5

 
 (Orlando)·Dined on October 10, 2017

Great food and service at this restraint. Recommended

Tags: Good Vegetarian Options, Business Meals, Comfort Food, Notable Wine List
Was this review useful to you?Yes·No·
food4
ambience4
service4
value4

 
 (Orlando)·Dined on October 6, 2017

Dexter’s has an environment of happy, positive energy along with excellent service, friendly staff and a diverse menu. We always enjoy having a meal here and look forward to coming back soon!

Tags: Hot Spot, Creative Cuisine, Comfort Food, Live Music, Quiet Conversation
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on October 5, 2017

Took my friend to lunch and my recommendation came through for me.
This restaurant delivered on all levels. My guest was amazed by the food quality and quantity. He finished everything on the plate, something unexpected for him.
We had a very enjoyable lunch.
Thanks to the quality and consistency of this fun little casual restaurant.

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on October 2, 2017

Wonderful food! Nice large portion that still wasn’t overkill. I had a very enjoyable lunch. Service was quick and friendly. Going to take a friend there for lunch on Thursday. So, yes, I would and I am recommending this restaurant to friends. And you!

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on September 5, 2017

Good food. although the menu didn't mention that the crab cakes were going to be quite spicy. We had to send them back and get something else. The waiter brought out my burger and said he wanted to get it to me while it was still hot instead of waiting for the sweet potato fries to be ready. Not sure why the kitchen couldn't get them both hot and ready at the same time. I don't particularly like to eat my hamburger and then my fries.

The waiter was responsive and I have no complaints about him.

Tags: Neighborhood Gem
Was this review useful to you?Yes·No·
food3
ambience4
service4
value5

vip
 (Tampa)·Dined on August 31, 2017

Nothing special here. Much better happy hours offerings from other restaurants in the area. Food was also just ok. Probably won't come back.

Was this review useful to you?Yes·No·
food4
ambience3
service5
value3

 
·Dined on August 29, 2017

Was a special date and I had made the reservations describing what table I would like and that it was a special occasion! All our dates are:) But, we walked in and the hostess immediately greeted us and took us to the PERFECT table. Great service and food plus the Happy Hour bar prices make Dexter's one of the wonderful places to go in Winter Park!

Tags: Live Music, Great Beer, Late-night Find, Quick Bite, Bar Seating, Worth the Drive, Paleo Friendly, Cozy, Authentic, Quiet Conversation, Good for Groups, Notable Wine List, Live Sports, Neighborhood Gem, Romantic, Happy Hour, Good for a Date
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on August 20, 2017

A local favorite! Always good food! Fun atmosphere. I would recommend this place!

Tags: Great for Lunch, Sunday Lunch
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on August 13, 2017

Never dissapoints!!! We love the daily specials. As a family of 8 we can always count on a table and great service. Our go to place for Sunday damily dinner.

Tags: Kid-friendly, Comfort Food, Great for Lunch, Great for Outdoor Dining, Great for Brunch, Neighborhood Gem, Fit for Foodies, Good for Groups, Sunday Lunch
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
·Dined on August 13, 2017

I love Dexter's. Never disappointed. Went for Sunday Brunch with friends and others perfect. Yes it is loud but when it is that good, you must share!! Will be back many more times.

Tags: Neighborhood Gem, Sunday Lunch, Great for Lunch, Good for a Date
Was this review useful to you?Yes·No·
food5
ambience4
service5
value5

 
 (Orlando)·Dined on August 1, 2017

Great place to meet friends for drinks and food.

Was this review useful to you?Yes·No·
food4
ambience4
service5
value5

 
 (Orlando)·Dined on July 16, 2017

It's always a great time here at Decter's for brunch. Although there is no endless mimosas deal, there is a double mimosa for $6 and that's not bad at all!

Tags: Sunday Lunch, Fun, Healthy, Neighborhood Gem, Quick Bite, Good Vegetarian Options
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Tampa)·Dined on July 9, 2017

The service was great, but the food was just ok. The salmon tacos were my favorite. If you are a foodie, it's a bit underwhelming. Nonetheless, we had a nice time.

Tags: Casual, Cozy
Was this review useful to you?Yes·No·
food3
ambience4
service5
value4

 
 (Orlando)·Dined on July 3, 2017

We went for a birthday dinner on July 3. This was a Monday 1/2 off everything on menu day. Food was adequate - not great. One fish was adequate - other dish was dry (same fish) Monday's are definitely a good value in terms of quantity - I wouldn't recommend going to Dexters for a special occasion. Now diners may think that since the bill is half they only need tip on half..but seriously folks if you getting a good deal - tip the wait staff for what would have been full amount! And dexters doesn't hesitate to remind you of this - which is fine. As a final - they did not offer any birthday dessert for our celeratee - thought that was a huge miss. So no, I live close and have tried this locale 3 times. Too many better choices for food in winter park!

Tags: Live Music, Happy Hour
Was this review useful to you?Yes·No·
food2
ambience4
service3
value3

 
 (Orlando)·Dined on July 3, 2017

Our service was good, but I was disappointed in the menu. They used to have better stuff. However, for the Monday evening prices, I really can't complain. We'll be back another Monday night.

Was this review useful to you?Yes·No·
food3
ambience4
service5
value5

 
·Dined on June 26, 2017

Great experience as always. Food was half off with great drink prices. I also like the bands they get. All in all a great place!

Tags: Live Music, Good for a Date, Casual, Fun, Worth the Drive, Hot Spot, Quick Bite
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Tampa)·Dined on June 20, 2017

Had a great lunch with a group of friends. Quick service and great wait staff.

Tags: Casual, Worth the Drive, Comfort Food, Good for Groups, Great for Lunch
Was this review useful to you?Yes·No·
food5
ambience4
service4
value5

 
 (New York Area)·Dined on May 21, 2017

Another great visit to Dexter's- this time for brunch for the first time. We enjoyed the shrimp and grits especially.

Tags: Casual, Great for Brunch
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Orlando)·Dined on May 20, 2017

I made reservations on line for 9:00 pm. I arrived early (8:20 pm) and they told me I will be seated in about 10 minutes. After asking them 2 times when will I have a table I left with my date at 9:40 pm to go sit at another place and eat. I was not happy with the service and will hesitate at going back. I don't feel I was treated right!!!

Tags: People Watching
Was this review useful to you?Yes·No·
food1
ambience3
service1
value3

 
 (Orlando)·Dined on May 14, 2017

Everything was delicious! We had a very enjoyable relaxing dinner visiting with family!

Tags: Happy Hour, Sunday Lunch, Healthy, Casual, Fun, Paleo Friendly, Kid-friendly, People Watching, Creative Cuisine, Afternoon Coffee, Great for Lunch, Disabled Access, Good for Groups, Handcrafted Cocktails, Great for Brunch, Authentic, Good for Birthdays, Special Occasion, Good for a Date, Quick Bite, Great for Outdoor Dining, Quiet Conversation, Live Music, Business Meals, Gluten Free Options, Fit for Foodies
Was this review useful to you?Yes·No·
food5
ambience5
service4
value5

 
 (Orlando)·Dined on April 21, 2017

Normally you can't go wrong with Dexter's, but tonight was an exception. Service started out great, but went wrong after our server went home for the night. Maybe they aren't used to having a live band, but when we moved closer, it seemed as if everyone was fine for the night. Servers were just milling around, were on their phones & were ignoring the remaining patrons. We were there celebrating my 50th & had to send one of our party to the bar in order to get service. Very unprofessional!

Another minor issue was that the appetizer list was heavy on seafood based options. Normally this isn't an issue, but one of our party had a seafood allergy. They ordered the street tacos & while good, were light on filling & pricey for the serving size.

Tags: Neighborhood Gem, Creative Cuisine, Live Music, Vibrant Bar Scene, Great for Lunch, People Watching, Fun, Happy Hour
Was this review useful to you?Yes·No·
food3
ambience4
service2
value3

vip
 (Orlando)·Dined on April 15, 2017

This was like my fifth trip to Dexter's in the past two years and I have to say, it was pretty disappointing. I ordered the dinner salad and told them that I was gluten-free, but it came with a stack of pita bread on the top. They were quick to solve this problem, but when they brought my new salad, the black olives we're starting to turn bad. I ordered the dirty Dexter martini which was supposed to have jumbo olives stuffed with blue cheese and instead they were regular green olives stuffed with nothing. I hope that it was just an off day and not a new trend.

Was this review useful to you?Yes·No·
food3
ambience4
service4
value3

Report this review as inappropriate?

If you believe this review should be removed from OpenTable, please let us know and someone will investigate.