City guide · 10 picks · Updated August 2026

Best Happy Hours in Winter Springs, FL

The Winter Springs happy hours page lists 18 bars and restaurants: 35 with happy hour specials and 14 with full menus with prices. Deals start around $3 drafts, and our #1 pick is Ristorante Positano Authentic Italian. 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 Winter Springs, 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.

Greek Restaurant

10. Corfu Greek Restaurant

4.8 (519)Greek Restaurant

124 W State Rd 434

See Corfu Greek Restaurant menu →See the menu →

9. Greek Eatery

4.8 (692)Greek Restaurant

1188 E State Rd 434

See Greek Eatery menu →See the menu →

THE DOUGH SHOW - WINTER SPRINGS in Winter Springs, FL

8. THE DOUGH SHOW - WINTER SPRINGS

4.8 (149)Middle Eastern Restaurant

701 E State Rd 434

See THE DOUGH SHOW - WINTER SPRINGS menu →See the menu →

Agave Azul Winter Springs in Winter Springs, FL

7. Agave Azul Winter Springs

4.8 (6,870)Mexican Restaurant

5248 Red Bug Lake Rd

See Agave Azul Winter Springs menu →See the menu →

Sushi Delight and Bowl in Winter Springs, FL

6. Sushi Delight and Bowl

4.8 (162)Thai Restaurant

1172 Tree Swallow Dr

See Sushi Delight and Bowl menu →See the menu →

5. Taqueria Las Cazuelas - Winter Springs

4.8 (105)Restaurant

162 W State Rd 434

See Taqueria Las Cazuelas - Winter Springs menu →See the menu →

Tea House

4. Water To a Tea

4.9 (151)Tea House

158 Tuskawilla Rd #1316

See Water To a Tea menu →See the menu →

Sandwich Shop

3. Munchie Shack

4.9 (178)Sandwich Shop

147 W State Rd 434

See Munchie Shack menu →See the menu →

Acai Republic Winter Springs in Winter Springs, FL

2. Acai Republic Winter Springs

4.9 (182)AçAí Shop

160 Tuskawilla Rd Suite 1207

See Acai Republic Winter Springs menu →See the menu →

Ristorante Positano Authentic Italian in Winter Springs, FL

#1 pick

1. Ristorante Positano Authentic Italian

4.8 (254)Italian Restaurant

1168 Tree Swallow Dr

3 items, 3 with prices

Cuoppo Di Calamari Fried calamari$15.60Mozarella Sticks Fried mozzarella sticks$11.45Garlic Knots$5.20

See Ristorante Positano Authentic Italian menu →See the menu →

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Happy Hours by Cuisine in Winter Springs

Restaurant(12)Italian(5)Bar(5)Other(4)Mexican(2)European(2)Chinese(2)Asian(1)

Frequently Asked Questions

What time does happy hour start in Winter Springs?

Most happy hours in Winter Springs 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 Springs?

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

Does Winter Springs have food specials during happy hour?

Yes — 3 out of 35 restaurants in Winter Springs offer food specials during happy hour, including discounted appetizers, tacos, and small plates.

What are the best happy hours in Winter Springs right now?

Our top picks include Acai Republic Winter Springs, Munchie Shack, Water To a Tea. See the full list above for all 35 happy hours in Winter Springs.