Best Happy Hours in Winter Park, FL
The Winter Park happy hours page lists 43 bars and restaurants: 6 with happy hour specials and 40 with full menus with prices. Deals start around $3 drafts, and our #1 pick is Tibby's New Orleans Kitchen (happy hour Daily 4pm-6pm). The 6 below count down from #6 to #1, each with its happy hour window, the deal, and a link to the full menu.
The Top 6 Happy Hours in Winter Park, counting down to #1
Ranked by a confirmed happy hour window, menu depth, and Google rating. Every pick links to the venue's full menu on DiscoverHappyHours.


4. Umi Japanese Restaurant

3. Hunger Street Tacos
2. Fleming's Prime Steakhouse & Wine Bar - Orlando/Winter Park
#1 pick1. Tibby's New Orleans Kitchen
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Start FreeHappy Hours by Cuisine in Winter Park
Frequently Asked Questions
What time does happy hour start in Winter Park?
Most happy hours in Winter Park start between 3 PM and 5 PM. Some restaurants offer daily specials while others focus on weekday-only deals. Check individual listings for exact times.
Where are the cheapest drinks in Winter Park?
Many bars in Winter Park offer $3-$5 beers and $5-$8 cocktails during happy hour. Browse every Winter Park happy hour to compare prices and find the best deals near you.
Does Winter Park have food specials during happy hour?
Yes — 1 out of 6 restaurants in Winter Park offer food specials during happy hour, including discounted appetizers, tacos, and small plates.
What are the best happy hours in Winter Park right now?
Our top picks include Bolay, Fleming's Prime Steakhouse & Wine Bar - Orlando/Winter Park, Hunger Street Tacos. See the full list above for all 6 happy hours in Winter Park.
Which Winter Park happy hours publish their menu with prices?
40 Winter Park venues on DiscoverHappyHours have a full menu with prices. From this list: Tibby's New Orleans Kitchen (51 priced items), Fleming's Prime Steakhouse & Wine Bar - Orlando/Winter Park (120 priced items), Hunger Street Tacos (36 priced items). Open any venue page for the happy hour, food and drinks menus.