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Throughout the bustling streets of Winter Park, you’ll stumble upon some of the perfect places to stop and stay awhile. The quaint and charming shopping street known as Park Avenue lies in the heart of this city, packed with delicious food, coffee stops, boutiques, plant shops, and plenty more.
The abundance of delicious restaurants on Park Avenue only adds to its charm. Take a stroll down the brick streets and sidewalks and have a seat at some of the best restaurants in Winter Park!
A little pizza, a little pasta, and a little wine – what more could you ask for in an afternoon? Luckily, Prato is here to deliver the desirable trio! This gorgeous restaurant features floor-to-ceiling, window-paned doors and offers year-round patio seating perfect for enjoying some fresh air and good company.
Our perfect Prato plate begins with a serving of Prato Meatballs, serves up a delicious wood-fired pizza as the main event, and ends with a classic dessert – tiramisu. Pop in for happy hour specials on drinks every Monday through Friday, from 4PM–6PM.
Hours & Location
Monday | 5:30PM–10PM
Tuesday | 5:30PM–10PM
Wednesday | 11:30AM–3PM, 5:30PM–11PM
Thursday | 11:30AM–3PM, 5:30PM–11PM
Friday | 11:30AM–3PM, 5:30PM–11PM
Saturday |11:30AM–3PM, 5:30PM–11PM
Sunday | 11:30AM–3PM, 5:30PM–10PM
Garp & Fuss gastropub is certainly a hidden gem nestled down a cozy alley of Winter Park. The big blue doors welcome guests with a quiet, quaint dining space serving unique “American fusion” dishes.
Enjoy a little something to share with your whole party like their Mangia! or, for a little crunch, their Poke Lettuce Wraps. And for cocktails, you can’t go wrong with Da Pink Cadillac martini!
Hours & Location
Monday | CLOSED
Tuesday | 4PM–11PM
Wednesday | 4PM–11PM
Thursday | 4PM–11PM
Friday | 4PM–12AM
Saturday | 11AM–12AM
Sunday | 11AM–9PM
Wine and cheese? Yes, please! At The Wine Room in Winter Park, explore and taste wines from all over the world when you purchase a refillable Tasting Card! Once you find your favorite vino, you can use their self-pour wine dispensers to enjoy a full glass.
The Wine Room also has small plates and specialty cheese pairings, making it the perfect stop before dinner or a show on date night.
Hours & Location
Monday | 2PM–12AM
Tuesday | 2PM–12AM
Wednesday | 2PM–12AM
Thursday | 2PM–12AM
Friday | 11AM–12:30AM
Saturday | 11AM–12:30AM
Sunday | 12PM–11PM
Sixty Vines Winter Park is a great place for brunch, happy hour, or a great girls’ night out. And what better to pair with their huge selection of wines than some snacks and cheeses?
Indulge in some savory fig and prosciutto pizzas, short rib pasta, and so much more! Of course, no meal is ever complete without dessert. Stick around to try their deviled affogato or basque cheesecake.
Hours & Location
Monday | 11AM-10PM
Tuesday | 11AM-10PM
Wednesday | 11AM-10PM
Thursday | 11AM-10PM
Friday | 11AM-10PM
Saturday | 11AM-11PM
Sunday | 11AM-9PM
A fairly new addition to Park Avenue is Tabla Restaurant! What do they bring to the table (pun intended), you ask? Amazing Indian favorites! Load up on all the goods like Tandoori chicken, lamb kebabs, and paneer tikka. But, if you’re not totally in the mood for Indian, Tabla also has Chinese and Thai dishes like red or green curry, basil fried rice, and General Tso’s chicken.
While their meals are all totally delicious, the real star of the show has to be the Naan starter. With flavors like garlic, cream cheese, or butter naan, it’s hard to choose just one!
Hours & Location
Monday | 11:30AM–3PM, 4PM–9PM
Tuesday | 11:30AM–3PM, 4PM–9PM
Wednesday | 11:30AM–3PM, 4PM–9PM
Thursday | 11:30AM–3PM 4PM–10PM
Friday | 11:30AM–3PM, 4PM–10PM
Saturday | 11:30AM–10PM
Sunday | 11:30–9PM
Fresh, farm-to-table dishes are an absolute specialty at Boca! Crafted using only local ingredients, their menu features some of the tastiest food around right from our beautiful city of Orlando. Boca’s mission is to provide fresh, local, seasonal, and sustainable food to everybody.
Hours & Location
Monday | 11AM–10PM
Tuesday | 11AM–10PM
Wednesday | 11AM–10PM
Thursday | 11AM–10PM
Friday | 11AM–10PM
Saturday | 9:30AM–11PM
Sunday | 9:30AM–10PM
With its iconic yellow awnings, The Briarpatch is certainly a Park Avenue staple. Specializing in weekend brunch and amazing desserts, you’ll want to take the whole crew for something sweet or savory to start off your weekend in Winter Park. Have a taste of their Lemon Raspberry Pancakes, Brioche French Toast, or Savory Truffle Fried Eggs.
Hours & Location
Monday | 7AM–4PM
Tuesday | 7AM–4PM
Wednesday | 7AM–4PM
Thursday | 7AM–4PM
Friday | 7AM–4PM
Saturday | 7AM–5PM
Sunday | 7AM–5PM
The Ravenous Pig is an absolute must-do when visiting Winter Park! Located on Fairbanks Avenue, this gastropub offers traditional pub tastings like burgers and sandwiches, in addition to elevated entrees with their raw bar! Enjoy options like grilled octopus, or beef tartar and bone marrow.
Right next to the main restaurant, you’ll find the Ravenous Pig Brewing Co. This craft brewery offers delicious pairings you can enjoy in the outdoor beer garden. It’s the perfect place for a day drink and some snacks with your favorite crew!
Hours & Location
Monday | CLOSED
Tuesday | 4PM–10PM
Wednesday | 4PM–10PM
Thursday | 4PM–10PM
Friday | 4PM–11PM
Saturday | 11AM–11PM
Sunday | 11AM–7PM
Looking for that comfort of classic southern cooking? The Coop is a Winter Park neighborhood favorite serving up homestyle favorites like fried chicken, shrimp and grits, and Mississippi mud pies! From the team that brought you 4Rivers, you just know that everything on the menu is sure to be delicious!
Available for breakfast, lunch, and dinner, you can find favorites like eggs Benedict, chicken and waffles, mom’s meatloaf, fried catfish, and plenty of other southern favorites. The team behind 4Rivers and the COOP are proud to give back to the Orlando community, which means you’ll always leave with a happy heart and a full belly.
Hours & Location
Monday | 8AM–8PM
Tuesday | 8AM–8PM
Wednesday | 8AM–8PM
Thursday | 8AM–8PM
Friday | 8AM–8PM
Saturday | 8AM–8PM
Sunday | 8AM–2PM
Enjoy an upscale steakhouse in the heart of Winter Park at the BoVine Steakhouse! Here, you can chow down on the classics – filet mignon, ribeye, or strip steak – or you can check out their other scrumptious specialties – veal chop, lamb rack, or Chilean sea bass. The perfect excuse to get all dressed up with somewhere to go lies at BoVine Steakhouse!
Hours & Location
Monday | 4PM–10PM
Tuesday | 4PM–10PM
Wednesday | 4PM–10PM
Thursday | 4PM–10PM
Friday | 4PM–10PM
Saturday | 12PM–10PM
Sunday | 12PM–10PM
Winter Park is sure to deliver an unforgettable day with your favorite company.
Whether you’re popping by for a new ‘fit at your favorite boutiques, stopping for a cocktail and appetizers at your favorite bar, or dining in for lunch or dinner at one of the best restaurants in Winter Park, it’s hard to have a day that’s less than perfect. What’s your favorite Park Avenue storefront? Tell us all about it on Facebook at Stuff To Do in Orlando!
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