Best Happy Hours in Winter Park, FL (2026): 8 Local Picks

Looking for the best happy hours in Winter Park? This list covers Park Avenue patios, oyster bars and tapas spots with afternoon and evening deals. Bulla runs a daily 4 to 7 PM happy hour, Blu on the Avenue adds a late-night session, and Atlantic Beer & Oyster pairs local drafts with oysters.

8 picks · Updated October 2026

1
Bulla Gastrobar Winter Park

Restaurant
The 4 to 7 PM happy hour runs every day, so it fits weekends too. Order croquetas and patatas bravas with sangria on the wrap-around patio.
- Happy hour
- Mediterranean
- Cocktails
- Brunch
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2
Atlantic Beer & Oyster

Restaurant in Park Avenue
Oysters and local draft beer in a garden courtyard off Park Avenue are a natural happy hour pairing. Try one of the house-infused bourbons.
- Happy hour
- Seafood
- Burgers
- Cocktails
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3
Blu on the Avenue

Restaurant in Park Avenue
Blu runs both an afternoon and a late-night happy hour on Park Avenue, with oysters on the happy hour menu, so you have two chances to catch it.
- Happy hour
- Seafood
- Sushi
- Sandwiches
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4
Prato

Restaurant in Park Avenue
A long bar and year-round patio on North Park Avenue, with a weekday late-afternoon happy hour before the dinner crowd arrives.
- Happy hour
- Italian
- Outdoor seating
- Dinner
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5
The Chapman

Restaurant in Park Avenue
The Chapman is a Park Avenue restaurant in Winter Park serving brunch, lunch and dinner. Its menu highlights prime steaks, Florida seafood, fresh pasta, salads and cheeses built around local produce, with craft cocktails and wine.
- Happy hour
- Steakhouse
- Seafood
- Italian
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6
Tibby's New Orleans Kitchen

Restaurant
Tibby's New Orleans Kitchen is a family-owned restaurant founded by New Orleans natives, with its Winter Park location on Aloma Avenue and others in Altamonte Springs and Brandon.
- Happy hour
- Southern
- Seafood
- Cocktails
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7
Pannullo's Italian Restaurant

Restaurant in Park Avenue, $$
Weekday happy hour appetizers and sangria pitchers at sidewalk tables facing Central Park make this an easy, casual choice for a group on Park Avenue.
- Happy hour
- Italian
- Pizza
- Lunch
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8
BoVine Steakhouse

Restaurant in Park Avenue
A Park Avenue steakhouse and wine bar with happy hour and late hours, useful when you want sushi or a glass of wine in a polished room.
- Happy hour
- Steakhouse
- Seafood
- Sushi
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Where to go for happy hour in Winter Park

Park Avenue is the main stretch. Prato's long bar, The Chapman's Chase Lounge, Blu on the Avenue, BoVine and Pannullo's are all within a short walk, and Atlantic Beer & Oyster sits in a garden courtyard just off the avenue. That makes it easy to start at one and move to another for dinner.

Off the avenue, Bulla in Lakeside Crossing has the most generous schedule, running every day from 4 to 7 PM, and Tibby's on Aloma Avenue adds New Orleans cocktails and live music. Several Park Avenue happy hours run on weekdays only, so check the day before you go.

Tips for Winter Park happy hours

Arrive early on Fridays, when bar seats and patio tables go fast. Parking on Park Avenue is limited, so use a public lot or garage nearby. In summer, the shaded courtyard at Atlantic Beer & Oyster and Prato's patio are more comfortable once the sun starts to drop.

About this list

Every place here is a locally run business in Orange County with its own website, which we checked for hours, menus and contact details. We leave national chains off our best-of lists and favor places with a clear specialty.

This page covers 8 happy hour spots in Winter Park. You'll find them in Park Avenue.

What comes up again and again on their menus and websites: Happy hour, Sushi, Catering and Prime steaks.

About Winter Park

Winter Park sits just north of Orlando and is known for Park Avenue, Rollins College, its chain of lakes and brick streets. The city has a dense cluster of independent restaurants, boutiques, salons and professional offices.

Frequently asked questions

What is the best happy hour in Winter Park?

Bulla Gastrobar's daily 4 to 7 PM happy hour is a strong pick for tapas and sangria on a patio. Atlantic Beer & Oyster off Park Avenue is ideal for oysters and local draft beer, and Blu on the Avenue runs both afternoon and late-night happy hours with oysters on the menu.

Which Winter Park happy hours run on weekends?

Bulla Gastrobar's happy hour runs every day, including weekends, from 4 to 7 PM. Many Park Avenue spots, including Pannullo's and Prato, run their happy hours on weekdays. Blu on the Avenue's late-night happy hour is another option. Schedules change, so confirm times before you head out.

Is there a late-night happy hour in Winter Park?

Yes. Blu on the Avenue on Park Avenue runs a late-night happy hour in addition to its afternoon session, which makes it a good stop after dinner. BoVine Steakhouse also stays open late with a full bar and wine bar if you want to keep the evening going.