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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
Open 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
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203 Reviews from our TripAdvisor Community

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Time of year
Showing 196: English reviews
Level Contributor
10 reviews
9 restaurant reviews
Reviewed 2 weeks ago via mobile

Ate here on a Sunday brunch, mimosa are a steal! Usually get pineapple mimosa. Love the HoT Mess. The lamb burger was okay. The egg Benedict bread was burnt, I didn't touch it. Great service by Dillon

Thank Ria N
Orlando, Florida
Level Contributor
41 reviews
33 restaurant reviews
common_n_restaurant_reviews_1bd8 25 helpful votes
Reviewed 3 weeks ago

Dexter's has a great selection of sandwiches and light dish meals. I have eaten there for lunch and dinner and both are delicious. It does get busy at lunch time and on weekends but it's worth the wait.

Thank Patrick P
Oviedo, Florida
Level Contributor
275 reviews
152 restaurant reviews
common_n_restaurant_reviews_1bd8 110 helpful votes
Reviewed 3 weeks ago via mobile

We visited here for the very first time tonite- it will not be our last, for sure. Relaxed atmosphere, not pretentious- unusual for this community. We would not have changed anything. I had the French dip with truffle fries - it was loaded with meat and the au jus had so much flavor. Our server, Evan, was attentive but not... More 

Thank wadleyfla
Level Contributor
4 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
Reviewed 4 weeks ago via mobile

Good food and fun night with family. I had filet of beef. It was huge and cooked perfectly! Delicious mojitos! We asked to be seated away from live band which was accommodated.

Thank Karen M
Oxford, MD
Level Contributor
34 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 21 helpful votes
Reviewed 22 March 2017 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
Reviewed 20 March 2017 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
14 reviews
10 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
Reviewed 22 February 2017

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
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
Reviewed 11 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
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

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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
Groups, Business meetings, Child-friendly, Bar Scene, 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
Four locations conveniently located in Winter Park, Windermere, Thornton Park, and Lake Mary. Since 1984 Dexter's chefs have used only the freshest and locally sourced ingredients to prepare our creative cuisine. For wine enthusiasts you'll find our selection of wines from around the world to be extensive and very reasonably priced.

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?