When you plan to eat outside in Winter Park, you’re choosing delectable menus, beautiful sights, and gorgeous Florida weather. Located north of Orlando, the city of Winter Park is a quaint and charming locale, perfect for days of adventure and romantic date nights. We're sharing Winter Park restaurants that have great outdoor dining – including some faithful favorites and hidden gems you may not know about.
Full of museums, upscale boutiques, lovely neighborhoods, and nature trails, Winter Park makes a great choice for dining al fresco. It's such a great date destination especially a lovely afternoon on Park Avenue.
And if you want a broader look at places all around check out 75 Restaurants with Outdoor Dining Around Orlando.
Updated August 2024 by Meghan Roth.
Places to Eat Outside in Winter Park
1. 310 Park South
301 East Pine St., Winter Park
(407) 373-0310, https://310restaurant.com/
Cafe-style seating and an award-winning New American menu make for a great lunch, dinner, or brunch at 310 Park South, established in 1999.
2. ABO Winter Park
358 N. Park Ave. B, Winter Park
(407) 636-7021, https://atlanticbeerandoyster.com/
Oysters and craft beer are what’s on tap at ABO. Enjoy weeknight Happy Hour specials and delicious seafood and shareable through dinner. This Winter Park restaurant is totally date-worthy if you're looking for casual and fun.
The pretty courtyard is a must-see.
3. Armando’s
463 West New England Ave., Winter Park
(407) 951-8930, https://www.armandosorlando.com/
The Winter Park location of this small Italian eatery provides authentic cuisine, which can be served on several different covered patio locations.
4. Barnie’s Coffee and Tea
118 S. Park Ave., Winter Park
(407) 629-0042, https://www.barniescoffee.com/pages/our-cafe
Visit the Barnie’s flagship location in Winter Park for your next coffee or brunch date. Get your caffeine fix with a specialty coffee and try something delicious from the menu, then enjoy at your leisure in the private courtyard. This iconic Winter Park restaurant has a new and fresh look!
5. blu on the avenue
326 Park Avenue South, Winter Park
(407) 960-3778, https://bluontheavenue.com/
Fresh, made-to-order sushi, seafood, brunch, salads, sandwiches and cocktails. Everything is made from scratch.
6. Boca
358 North Park Ave., Winter Park
(407) 636-7022, https://bocakbm.com/
Sidewalk seating and open windows lend an industrial vibe to Boca’s fresh, seasonal creations. Lunch, dinner, and weekend brunch, served up with craft cocktails and seasonal spirits.
RELATED: The Best Brunch in Orlando
7. Bosphorus
108 S. Park Ave., Winter Park
(407) 644-8609, https://www.bosphorousrestaurant.com/
Come on in for the flavors of authentic Turkish cuisine. Only the freshest ingredients will complement your meal, enjoyed inside or out.
8. Braccia Ristorante
153 E. Morse Ave., Winter Park
(407) 636-9918, https://bracciaristorante.com/
Cozy curbside seating makes for the perfect backdrop to this full Italian restaurant. Crispy pizzas, risottos, pastas, and chef specials, along with an extensive wine list.
9. Briarpatch
252 Park Avenue N., Winter Park
(407) 628-8651, https://www.thebriarpatchrestaurant.com/
This cozy restaurant is a Winter Park icon. Briarpatch whips fresh ingredients into delicious Florida flavors, with breakfast, lunch, brunch, and cocktails. Don’t miss out on the house-made desserts and pastries!
10. Cocina 214
151 E. Welbourne Ave., Winter Park
(407) 790-7997, https://cocina214.com/
Winning awards for Best Brunch, Best Power Lunch, Best Overall, and Best Mexican Restaurant, Cocina 214 is the real deal. Head to their patio for craft margs and delicious Tex-Mex interpretations.
11. Farm & Haus
526 S Park Ave, Winter Park, FL 32789
407-790-4371, https://www.instagram.com/farmandhausorlando/
This local spot has adorable cafe seating on the sidewalk. Farm & Haus got their start at East End Market and feels right at home on Park Avenue.
12. The Glass Knife
276 S. Orlando Ave, Winter Park
(407) 500-CAKE, https://theglassknife.com/
Breakfast, lunch, and weekend brunch! Traditional breakfast favorites, quiches and salads, and delicious donuts, desserts, and pastries. Coffee, wine, beer, and mimosas are also available.
RELATED: Mind Blowing Desserts in Orlando
13. Hamilton’s Kitchen
300 E. New England Ave., Winter Park
(407) 998-8089, https://thealfondinn.com/hamiltons-kitchen/the-restaurant/
Who doesn’t love daily brunch? Come inside the Alfond Inn for locally-sourced, modern Southern offerings, served morning through late night. The outdoor courtyard is large and lovely with live music on weekends.
14. Hillstone Restaurant
215 S. Orlando Ave., Winter Park
(407) 740-4005, https://hillstonerestaurant.com/locations/winterpark/
Dress to impress at this gorgeous space, situated on the banks of Lake Killarney, with a stunning sunset view. One of the most beautiful places in Orlando, you and your date can enjoy an intimate experience, with thoughtful chef specialties and an extensive wine list
15. Hunger Street Tacos
2103 W. Fairbanks Ave., Winter Park
(321) 444-6270, https://hungerstreettacos.com/winterpark/
A wife’s “taco cravings” were the driving force behind this flagship location, with its all outdoor seating. Order online for fresh tacos, quesadillas and sides, made from the best ingredients and a whole lot of love.
READ MORE: Taco Spots that Will Impress Your Date
16. Las Carretas Mexican Restaurant
4030 N. Goldenrod Rd., Winter Park
(407) 335-4916, https://www.lascarretasmexicanrest.com/about
Delicious and authentic Mexican fare, prepared with only the freshest ingredients. Order your favorites outside on the patio for an intimate dining experience you won’t forget.
17. Mynt Fine Indian Cuisine
535 W. New England Ave., Winter Park
(407) 636-7055, https://www.myntorlando.com/
Spark your senses with the flavors of authentic Indian cuisine. Enjoy vegetarian specialties, alongside curries, tandoori specialties, and so much more. The covered outdoor patio is the perfect setting for your meal.
18. Pepe’s Cantina
433 W. New England Ave., Winter Park
(321) 972-4881, https://www.pepescantina.com/
Bringing the best of Tex-Mex right to you. Tableside guacamole, authentic flavors, craft margaritas and cocktails, and brunch.
19. Prato
124 N. Park Ave., Winter Park
(407) 262-0050, https://www.prato-wp.com/
You can’t go wrong with an Italian date night, set at the warm and rustic Prato. Experience a multi-course menu experience with seasonal ingredients and specials.
20. Tabla Indian
216 N. Park Ave., Winter Park
(321) 422-0321, https://www.tablacuisine.com/location/winter-park-indian-restaurant
Dive into award-winning Indian selections at this globally inspired restaurant. Bar bites are available for Happy Hour.
21. The Ravenous Pig
565 W. Fairbanks Ave., Winter Park
(407) 628-2333, https://www.theravenouspig.com/
Come out for an American Gastropub experience with outdoor seating. Modern cuisine, craft cocktails, and small-batch beer.
22. Rocco’s Italian Grille/Bar
400 Orlando Ave., Winter Park
(407) 644-7770, https://roccositaliangrille.com/
The private courtyard is a lovely, romantic space to enjoy authentic Italian specialties and live music on select nights. Although it is located on a busy road, this Winter Park restaurant is a hidden gem.
23. Rome’s Flavors
124 E. Morse Blvd. Winter Park
(407) 951-8039, https://www.romesflavours.com/
Savor the Italian flavors with an authentic menu of baked goods, pizzas, homemade pasta, and a rotating wine list.
24. Sixty Vines
110 Orlando Ave. Suite 12, Winter Park
(407) 410-8005, https://sixtyvines.com
Head to the small patio at 60 Vines, to check out the 60 different rotating wines on tap. You’ll also be able to indulge in a full menu, offering everything from boards and shared plates to sandwiches and mains.
25. Bulla Gastrobar
110 S. Orlando Ave., Winter Park
(321) 214-6120, https://bullagastrobar.com/menus/winter-park/
A lovely curbside patio is the perfect setting for tapas-style dining, Happy Hour and weekend brunch.
26. Tibby’s New Orleans Kitchen
2203 Aloma Ave., Winter Park
(407) 672-5753, https://tibbys.com/
Cajun and Creole specialties with seasonal and regional flair. Enjoy your favorite New Orleans dishes and cocktails inside or out.
27. The Imperial Winter Park
136 S. Park Avenue, Winter Park (previously The Parkview)
imperialwinebar.com
*The Imperial is relocating to the former home of The Parkview and is hoping for an October opening date.
This wine bar is The Imperial's third location in Central Florida; the others are located in Sanford and Ivanhoe Village. A furniture store by day and wine bar by night, the menu includes wines, beers, cocktails, and a food menu of bar snacks and lighter fare.