Restaurant guide · 4 picks · Updated August 2026

Best Restaurant Happy Hours in Winter Haven, FL

Winter Haven, FL has 4 restaurant spots with happy hour specials on the Winter Haven happy hours page, part of 36 Winter Haven menus with prices. Our #1 restaurant pick is Duke's Brewhouse (happy hour Monday-Friday 3pm-7pm), and deals start around $2.50 at Duke's Brewhouse. The 4 below count down from #4 to #1, each with its happy hour window, the deal, and a link to the full menu.

Restaurant spots

Happy hours

Menus with prices

Food deals

The 4 Best Restaurant Happy Hours in Winter Haven, 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. Cains Snowballs

Restaurant

590 AVE C SE

64 items

See Cains Snowballs menu →See the menu →

Restaurant

3. Outback Steakhouse-Winter Haven

Restaurant

170 Cypress Gardens Blvd.

18 items, 11 with prices

Down Under Trio$13.99Sweet BBQ Kookaburra Wings$17.29Buffalo Ranch Kookaburra Wings$17.29

See Outback Steakhouse-Winter Haven menu →See the menu →

2. Thai Haven

Restaurant

309 West Central Ave

83 items, 46 with prices

Thai Spring Rolls$6Fresh Healthy Rolls$6Chicken Satay$12

See Thai Haven menu →See the menu →

#1 pick

1. Duke's Brewhouse

Restaurant

1708 6 St Se

Happy hour

Monday-Friday · 3pm-7pm

Drinks

Domestic Drafts $2.50; Wells $1 off; Wine $1 off

96 items, 69 with prices

Domestic Drafts$2.50Domestic Drafts$2.50Mozzarella Sticks$9.99

See Duke's Brewhouse menu →See the menu →

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Happy Hours by Cuisine in Winter Haven

American(2)Japanese(1)Mexican(1)

Frequently Asked Questions

Where are the best restaurant happy hours in Winter Haven?

We found 4 restaurant restaurants with happy hour specials in Winter Haven. Top picks include Duke's Brewhouse, Outback Steakhouse-Winter Haven, Thai Haven.

What kind of restaurant food specials are available during happy hour?

Restaurant restaurants in Winter Haven typically offer discounted appetizers, tacos, small plates, and specialty items during happy hour, often at 30-50% off regular prices.

What time is happy hour at restaurant restaurants in Winter Haven?

Most restaurant restaurants in Winter Haven run happy hour between 3 PM and 7 PM on weekdays. Some offer daily or weekend specials too.

Which Winter Haven happy hours publish their menu with prices?

36 Winter Haven venues on DiscoverHappyHours have a full menu with prices. From this list: Duke's Brewhouse (69 priced items), Thai Haven (46 priced items). Open any venue page for the happy hour, food and drinks menus.