City guide · 10 picks · Updated August 2026

Best Happy Hours in Holiday, FL

The Holiday happy hours page lists 11 bars and restaurants: 17 with happy hour specials and 11 with full menus with prices. Deals start around $3 drafts, and our #1 pick is The Stockyard (happy hour Thu-Sat 7 PM - 2 AM). The ten below count down from #10 to #1, each with its happy hour window, the deal, and a link to the full menu.

Venues

Happy hours

Menus with prices

Food deals

The Top 10 Happy Hours in Holiday, 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.

Restaurant

10. The Greeks

4.4 (298)Restaurant

1542 US-19

See The Greeks menu →See the menu →

9. April's DD Saloon

4.4 (236)Bar

1838 US-19

See April's DD Saloon menu →See the menu →

Pub

8. The Proper Pint

4.5 (555)Pub

1144 US-19 ALT

See The Proper Pint menu →See the menu →

Miss Vicki's On The River in Holiday, FL

7. Miss Vicki's On The River

4.5 (2,487)Bar & Grill

1029 Baillies Bluff Road

See Miss Vicki's On The River menu →See the menu →

Sandwich Shop

6. Charleys Cheesesteaks

4.6 (1,550)Sandwich Shop

1802 US-19

See Charleys Cheesesteaks menu →See the menu →

Restaurant

5. Anclote River Grill

5 (309)Restaurant

3325 US-19

See Anclote River Grill menu →See the menu →

Lounge Bar

4. Orbit 19

4.5 (560)Lounge Bar

1542 US-19

6 items, 6 with prices

Beer specials$4.25Import Bottles$6House liqour$4.50

See Orbit 19 menu →See the menu →

3. Smashyo Burgers

4.9 (957)Restaurant

5448 Flora Ave

37 items, 1 with prices

There's a$25

See Smashyo Burgers menu →See the menu →

2. Tico's Wood Fired Pizza

5 (25)Pizza Restaurant

1415 US-19

12 items, 12 with prices

Hot Honey Pepperoni$17Meat Lover$18Veggie$18

See Tico's Wood Fired Pizza menu →See the menu →

#1 pick

1. The Stockyard

4.4 (679)Bar

1916 US-19

Happy hour

Thu-Sat · 7 PM - 2 AM

Food

Tuesday-Saturday at 7:30PM, with Tampa Bay’s BEST Line Dance Instructor; Thursday- Saturday All Classes Begin At 7:30PM; Thursday-Saturday 7PM-2AM EMAIL info@stockyardlive

See The Stockyard menu →See the menu →

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Happy Hours by Cuisine in Holiday

Bar(5)Restaurant(4)Italian(4)Other(1)Japanese(1)Chinese(1)Pub(1)

Frequently Asked Questions

What time does happy hour start in Holiday?

Most happy hours in Holiday 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 Holiday?

Many bars in Holiday offer $3-$5 beers and $5-$8 cocktails during happy hour. Browse every Holiday happy hour to compare prices and find the best deals near you.

Does Holiday have food specials during happy hour?

Yes — 2 out of 17 restaurants in Holiday offer food specials during happy hour, including discounted appetizers, tacos, and small plates.

What are the best happy hours in Holiday right now?

Our top picks include Tico's Wood Fired Pizza, Anclote River Grill, Smashyo Burgers. See the full list above for all 17 happy hours in Holiday.