Winter Park happy hours & drink specials

Happy Hour

480 N Wine Bar

480 N Orlando Ave Ste 133, Winter Park, FL 32789

Tue-Fri · 5-7 PM

• House wines — $8
• House sparkling — $8
• Spritzes and wine cocktails — $3 off

Official source checked · 2026-09-25

Happy Hour

AVA MediterrAegean Winter Park

290 S Park Ave, Winter Park, FL 32789

Sun-Thu · 5-7 PM

• Taste of the Cyclades · three-bite assortment — $20
• Sommelier's selected red, rosé or white wine — $10
• Stratos — $10

Official source checked · 2026-09-25

Happy Hour

The Axe Trap - The Trap

2600 Lee Rd, Winter Park, FL 32789

Tue-Fri · 4-6 PM

• Signature cocktails — $10
• Wine — $8
• Beer — $2 off

Official source checked · 2026-09-25

Happy Hour

Bar Italia Winterpark

480 N Orlando Ave C-108, Winter Park, FL 32789

Mon · 11 AM-10 PM

• Limoncello Margarita — $9
• Old World Italia — $9
• Moscow Mule — $9

Official source checked · 2026-09-25

Happy Hour

Boca Winter Park

358 N Park Ave, Winter Park, FL 32789

Mon-Fri · 3-6 PM

• Zucchini fries — $7
• Ahi tuna crisps — $7
• Brussels sprouts — $7

Official source checked · 2026-09-25

Happy Hour

Bosphorous Turkish Cuisine - Winter Park

108 S Park Ave, Winter Park, FL 32789

Daily - 3-6 PM

• Signature cocktails — 50% off
• Wine by the glass — 50% off
• Most spirits — 50% off

Official source checked · 2026-10-04

Happy Hour

Bulla Gastrobar Winter Park

110 S Orlando Ave #7, Winter Park, FL 32789

Daily · 4-7 PM

• Bottled beers and pinta drafts — $3 off
• House specialty cocktails — $10
• House liquors — $9

Official source checked · 2026-09-25

Happy Hour

Cafe-Boutique PIANO

558 W New England Ave #135, Winter Park, FL 32789

Mon-Fri · noon-7 PM

• Selected beer — $2
• House wine — $6
• Marinated olives — $5

Official source checked · 2026-09-25

Happy Hour

The Chapman

500 S Park Ave, Winter Park, FL 32789

Mon-Fri · 3-6 PM

• Select spirits — $8
• Select wines — $9
• Grind & Vine burger and wine pairing — $32 / bundle

Official source checked · 2026-09-25

Happy Hour

Cocina 214

Mon–Fri · 3–6:30 PM

• Draft beer — Ask venue
• Well drinks — Ask venue
• House margaritas — Ask venue

Conflicting sources · 2026-09-23

Happy Hour

Corner Chophouse

558 W New England Ave, Winter Park, FL 32789

Mon-Sat · 4-6 PM

• Martini — $10
• Manhattan — $10
• Old Fashioned — $10

Official source checked · 2026-09-25

Happy Hour

The Courtesy

1288 N Orange Ave, Winter Park, FL 32789

Tue-Fri · 4-6 PM

• Happy-hour drinks — Ask venue
• Happy-hour food — Ask venue

Official source checked · 2026-09-25

Happy Hour

Fiddlers Green Irish Pub & Eatery

544 W Fairbanks Ave, Winter Park, FL 32789

Mon-Fri · 4-7 PM

• Happy-hour drink selections — Ask venue

Official source checked · 2026-09-25

Happy Hour

Forward Slash Distillery & Blending House

650 S Capen Ave, Winter Park, FL 32789

Mon-Fri · 4-6:30 PM

• Happy-hour selection — Ask venue

Official source checked · 2026-09-25

Happy Hour

Garp & Fuss

348 N Park Ave #5, Winter Park, FL 32789

Tue-Fri · 4-7 PM

• Select wine — $5
• Select beer — $5
• Old Fashioned — $6

Official source checked · 2026-09-25

Happy Hour

Grappolo Cucina Italiana

526 S Park Ave, Winter Park, FL 32789

Weekdays · exact hours need confirmation

• Misty Sauvignon Blanc · 6 oz — $8
• Campet Chardonnay · 6 oz — $8
• Mon Amour rosé · 6 oz — $6

Partially confirmed · 2026-09-25

Happy Hour

The Hangry Bison - Winter Park

480 N Orlando Ave Ste 130, Winter Park, FL 32789

Mon-Fri · 3-6 PM

• Hangry Hour drinks — From $5

Official source checked · 2026-09-25

Happy Hour

Pannullo's Italian Restaurant

216 S Park Ave, Winter Park, FL 32789

Mon-Thu · 3-6 PM

• Select appetizers — $7
• House wines — $6
• Draft beers — $5

Official source checked · 2026-09-25

Happy Hour

Pepe's Cantina Winter Park

433 W New England Ave A, Winter Park, FL 32789

Mon-Fri · 11:30 AM-5 PM

• House margarita — rocks or frozen — $6.25
• House-made red sangria — on the rocks — $6.25
• Sol & Amigos Mexican-style lager — $6.25

Official source checked · 2026-09-25

Happy Hour

Prato

124 N Park Ave, Winter Park, FL 32789

Mon-Fri - 3-6 PM

• Select cocktails — $10
• Select wines — $8
• Select beers — Discounted; amount not supplied

Venue confirmed · 2026-10-12

Happy Hour

The Ravenous Pig

565 W Fairbanks Ave, Winter Park, FL 32789

Tue-Fri - 4-6 PM

• 3 Cheese Plate — $12
• Mushroom & Swiss Beignets — $13
• Smoked Cheese Dip — $7

Venue confirmed · 2026-10-09

Happy Hour

Sixty Vines Winter Park

110 S Orlando Ave #12, Winter Park, FL 32789

Mon–Fri · 3–6 PM

• Select 5 oz wine pours — $3 off
• Specialty cocktails and Wheatley espresso martini — $3 off
• Brews — $3 off

Official source checked · 2026-09-30

Happy Hour

Spatz

1025 W Fairbanks Ave, Winter Park, FL 32789

Daily · 11 AM-7 PM

• Happy-hour drink selections — Ask venue

Official source checked · 2026-09-25

Happy Hour

Superica Winter Park

415 S Orlando Ave Ste 211, Winter Park, FL 32789

Mon-Fri · 3-6 PM

• Classic chili con queso — $6
• Nachos (4) — $5
• Taquitos de pollo (2) — $6

Venue confirmed · 2026-10-15

Happy Hour

Thirsty Gator

3040 N Goldenrod Rd, Winter Park, FL 32792

Mon-Fri · 11 AM-6 PM

• Regular domestic bottled beers — $2.75

Official source checked · 2026-09-25

Happy Hour

Tommy Bahama Marlin Bar - Winter Park

438 N Orlando Ave, Winter Park, FL 32789

Daily · 3-5 PM

• All shareables — $4 off
• All-American Burger — single — $10
• Blackened mahi mahi taco — $6

Official source checked · 2026-09-25

Happy Hour

The Wine Room on Park Avenue

270 S Park Ave, Winter Park, FL 32789

Mon-Fri · 4-6 PM

• House red or white wine — $5
• House rosé or Champagne — $5
• Mimosa — $5

Official source checked · 2026-09-25