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.
Places to Eat Outside in Winter Park
526 S. Park Avenue, Winter Parkgrappolocucina.com/
Tucked cozyly along South Park Avenue, Grappolo Cucina Italiana will open soon with a romantic Italian atmosphere that is sure to be irresistible. For the ultimate al fresco experience, there will be a few cafe style tables outside once Grappolo opens its doors. After all, what could be more Italiano than nibbling on fresh pasta while dining outside on the avenue?
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.
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.
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.
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.
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.
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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.
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.
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!
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.
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.
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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.
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. Outdoor seating is limited and the full menu is not usually offered outside.
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
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
348 N Park Avenue, Winter Parkgarpandfuss.com
Technically, Garp & Fuss does not have outdoor seating, but the incredible sunroom seating makes you feel like you're dining outside, without dealing with the weather. So if it is a bit too hot, too cold, or a little rainy no problem – you can still enjoy an outdoor dining atmosphere in the cozy solarium-style dining room. Garp & Fuss offers Tuesday-Friday from 4-6pm with upscale neighborhood vibes.