Italian guide · 8 picks · Updated August 2026

Best Italian Happy Hours in Winter Haven, FL

Winter Haven, FL has 8 italian spots with happy hour specials on the Winter Haven happy hours page, part of 36 Winter Haven menus with prices. Our #1 italian pick is Brothers N.Y. Style Pizzeria, and deals start around $5 at Carrabba's Italian Grill. The 8 below count down from #8 to #1, each with its happy hour window, the deal, and a link to the full menu.

Italian spots

Happy hours

Menus with prices

Food deals

The 8 Best Italian 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.

8. Cicis Pizza

3.8 (1,141)Pizza Restaurant

347 Cypress Gardens Blvd Ste 500

Food

Monday - Friday Join Now > Piezilla® Try our biggest pizza ever with 64 slices

See Cicis Pizza menu →See the menu →

Italian Restaurant

7. Olive Garden Italian Restaurant

4.4 (4,882)Italian Restaurant

405 Cypress Gardens Blvd

See Olive Garden Italian Restaurant menu →See the menu →

J. Burns' Pizza Shop in Winter Haven, FL

6. J. Burns' Pizza Shop

4.5 (491)Pizza Restaurant

5535 Cypress Gardens Blvd Ste 160

See J. Burns' Pizza Shop menu →See the menu →

5. Bistro Pizza

4.5 (539)Pizza Restaurant

326 W Central Ave

See Bistro Pizza menu →See the menu →

4. Arabellas

4.7 (1,244)Italian Restaurant

346 W Central Ave

See Arabellas menu →See the menu →

Carrabba's Italian Grill in Winter Haven, FL

3. Carrabba's Italian Grill

4.4 (2,752)Italian Restaurant

910 3rd St SW

Drinks

From 4 PM, Starting at $5, Until 6 PM Daily

3 items, 3 with prices

Select Items For Only$5Classic Red Sangria Blood Orange Margarita$5Bonizio Rosso Bonizio Bianco$5

See Carrabba's Italian Grill menu →See the menu →

2. MJ's Pizza & Wings

4.5 (715)Pizza Restaurant

3062 Cypress Gardens Rd

3 items, 3 with prices

Beef Gyro$9.03Meatball Parmesan$11.94Greek Salad$10.44

See MJ's Pizza & Wings menu →See the menu →

Pizza Restaurant

1. Brothers N.Y. Style Pizzeria

4.4 (647)Pizza Restaurant

1107 3rd St SW #3

52 items, 52 with prices

BLT Pizza$21.99Brothers Supreme Pizza$28.99Buffalo Chicken Pizza$19.99

See Brothers N.Y. Style Pizzeria menu →See the menu →

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Happy Hours by Cuisine in Winter Haven

Restaurant(4)American(2)Japanese(1)Mexican(1)

Frequently Asked Questions

Where are the best italian happy hours in Winter Haven?

We found 8 italian restaurants with happy hour specials in Winter Haven. Top picks include Arabellas, Bistro Pizza, J. Burns' Pizza Shop.

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

Italian 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 italian restaurants in Winter Haven?

Most italian 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: Brothers N.Y. Style Pizzeria (52 priced items). Open any venue page for the happy hour, food and drinks menus.