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Dexter's in Winter Park

Certificate of Excellence
€€ - €€€
American, Bar
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558 W New England Ave, Winter Park, FL 32789-4256
+1 407-629-1150
11:00 - 22:00
Closed now
See all hours
Sun 10:00 - 22:00
Mon - Thu 11:00 - 22:00
Fri 11:00 - 00:00
Sat 10:00 - 00:00
More Info
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199 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 192: English reviews
Oxford, MD
Level Contributor
34 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 21 helpful votes
1 of 5 bubbles Reviewed yesterday NEW via mobile

We were appalled at the uncleared tables around us, and the unswept floors, while the staff seemed more interested in socializing among themselves. Food was great, but would have enjoyed a sparkling clean atmosphere.

Thank Pats4U
Winter Garden, Florida
Level Contributor
10 reviews
9 restaurant reviews
1 of 5 bubbles Reviewed 4 days ago NEW via mobile

We were disappointed in the cleanliness of the restaurant and the food was average. Not what I expected in Winter Park.

Thank yazinskijm
Colorado Springs, Colorado
Level Contributor
12 reviews
8 restaurant reviews
4 of 5 bubbles Reviewed 4 weeks ago

The only thing higher than my expectations was our server! Our food was excellent and reasonably priced, wonderful selections and the establishment is on spot bistro. The uptown french dip one of the best I 've had. Truffle Fries are to die for!! Our only disappointment was our server who had no idea what the daily specials were and when... More 

Thank mysticfogg
Level Contributor
21 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 15 February 2017 via mobile

Our food was delicious (lamb burger and French Dip roast beef), the staff very hospitable AND they offer a discount for Winter Park Playhouse patrons. Dexters is a nice complement to our date day at the theater

Thank Ecubed3
Level Contributor
50 reviews
24 restaurant reviews
common_n_restaurant_reviews_1bd8 19 helpful votes
5 of 5 bubbles Reviewed 10 February 2017 via mobile

Dexters was great. My friend & I walked in looking at seating at the bar. There were only singles seats but room where another chair could be. The bartender was attentive to see us looking & came over & pulled another chair. We didn't try the food but the drinks were good. I think they were called Caribbean Paradise. The... More 

Thank cmorgan50
Level Contributor
16 reviews
15 restaurant reviews
2 of 5 bubbles Reviewed 21 January 2017

Although they share a menu, they clearly have an inferior kitchen to the one in Lake Mary. Mediterranean Pasta Toss was way too oily and overcooked. Others at the table, who had also dined with us a few days earlier in Lake Mary, concurred. Too much oil, too much sauce or dressing, overcooked. Nice staff and lively bar, but they... More 

Thank Sunni232
Daytona Beach, Florida
Level Contributor
25 reviews
15 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 4 January 2017 via mobile

The food was delicious and the atmosphere is really cool. I highly recommend this restaurant to anyone who is looking for good food in Orlando.

Thank Brandon J
Level Contributor
97 reviews
65 restaurant reviews
common_n_restaurant_reviews_1bd8 28 helpful votes
5 of 5 bubbles Reviewed 27 December 2016 via mobile

Wow what a great restaurant. The menu is fair priced. With diverse choices. They do have gluten free choices. I had the Smith Salmon salad. Salmon was seared to perfection. The blend of cranberries, mandarins and pecans atop the a bed of field greens. Very nice salad.

1 Thank Blahblahteacher
Orlando, Florida
Level Contributor
202 reviews
119 restaurant reviews
common_n_restaurant_reviews_1bd8 25 helpful votes
4 of 5 bubbles Reviewed 11 December 2016 via mobile

Nestled in downtown Winter Park , Dexters has indoor and outdoor seating . I love the sandwiches and salads . I also love the sweet potato fries. The service is very good .

Thank laj2e7
Winter Park, Florida
Level Contributor
8 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 bubbles Reviewed 10 December 2016 via mobile

Good food Heard a great band that covered the Beatles and other British bands Food is ok. Drinks are overpriced

1 Thank John I

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Restaurant Details

Rating summary
  • Food
    4 of 5 bubbles
    4 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    3.5 of 5 bubbles
Average prices
American, Bar
Drinks, Brunch, Lunch, Dinner, After-hours
Restaurant features
Takeout, Seating, Waitstaff, Parking Available, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations, Television, Full Bar, Outdoor Seating, Free Wifi
Good for
Bar Scene, Groups, Local cuisine, Business meetings, Child-friendly, Kids
Open Hours
10:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 00:00
10:00 - 00:00
Location and Contact Information
  • Address: 558 W New England Ave, Winter Park, FL 32789-4256
  • Location: United States  >  Florida (FL)  >  Central Florida  >  Winter Park
  • Phone Number: +1 407-629-1150
With four locations in the Central Florida area, Dexter's is a favorite for wine and food enthusiasts. Dexter's offers signature dishes with a seasonally changing Café Menu. Our menu items are unique and inspired by our Chefs at all of our locations. Having started out as a wine bar, Dexter's is known for having an extensive wine list that is always reasonably priced. Each Dexter's location has it's own personality and there is something for everyone that visits our stores. From live music and wine pairing dinners to happy hours and a brunch that was voted best in Central Florida, Dexter's is the place to enjoy great food, drinks and atmosphere.

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Dexter's in Winter Park and other visitors
1 question
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Questions? Get answers from Dexter's in Winter Park staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?