Best Cocktail Happy Hours in Winter Park
Explore 27 cocktail happy hours in Winter Park, Orlando. Find the best cocktail specials and deals in the neighborhood.
Quick Facts
- Happy Hours
- 27
- Category
- Cocktail
- Neighborhood
- Winter Park
- Updated
- March 2026
Winter Park
Corner Chophouse (Weekend)
Mon
Tue
Wed
Thu
Fri
Sat
Sun
2:30 PM – 4 PM
Cocktail
"Espresso Martini"
Martini
"Old Fashioned"
+2 more
Winter Park
Thai Place Winter Park
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Sake
Wine
+1 more
Winter Park
$6
Tommy Bahama Marlin Bar
$6 Select Beers
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Margarita
Martini
+5 more
Winter Park
$3 Off
Bulla
$3 Off Bottled Beers & Pinta Drafts
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 7 PM
Beer
Bubbly
Cocktail
Martini
+9 more
Winter Park
$9
Chayote
$9 Amy's Sangria
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 7 PM
Bubbly
Cocktail
"Old Fashioned"
Paloma
+8 more
Winter Park
Fleming’s Winter Park
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Beer
Cocktail
Wine
Apps
+1 more
Winter Park
$8
Ruth’s Chris Winter Park
$8 Truffle Fries
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Beer
Cocktail
Cosmopolitan
"Whiskey Sour"
+5 more
Winter Park
$4
Tibby’s Winter Park
$4 Premium Well Liquors
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Beer
Cocktail
Well
Wine
Winter Park
$10
AVA Mediterraegean
$10 Wine
Mon
Tue
Wed
Thu
Fri
Sat
Sun
5 PM – 7 PM
Cocktail
Mule
Wine
Apps
+1 more
Winter Park
$5
Perla’s Pizza (Friday)
$5 Miller High Life & $5 shots
Mon
Tue
Wed
Thu
Fri
Sat
Sun
12 AM – 1 AM
Cocktail
Martini
Spritz
Apps
+1 more
Winter Park
$2 Off
Bar Italia Winter Park (All Day Monday)
$2 Off All Birra (Beer)
Mon
Tue
Wed
Thu
Fri
Sat
Sun
11 AM – 10 PM
Beer
Bubbly
Cocktail
Margarita
+9 more
Winter Park
$2 Off
Bar Italia Winter Park
$2 Off All Birra (Beer)
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Bubbly
Cocktail
Margarita
+9 more
Winter Park
$5
Bar Louie Winter Park
$5 Shots
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Martini
Well
+7 more
Winter Park
$3
Black Bean Deli Winter Park
$3 Empanada
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Spritz
Wine
+3 more
Winter Park
Boca Winter Park
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Martini
Wine
+5 more
Winter Park
$5
Perla’s Pizza
$5 Miller High Life & $5 shots
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Cocktail
Martini
Spritz
Apps
+1 more
Winter Park
$5.99
P.F. Chang’s Winter Park
$5.99 Select Beer
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
Wine
Apps
Winter Park
$4
Prato
$4 Pabst Blue Ribbon Tall Boy
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Bubbly
Cocktail
Negroni
+1 more
Winter Park
Sixty Vines Winter Park
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cocktail
"Espresso Martini"
Wine
+1 more
Winter Park
Corner Chophouse
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Cocktail
"Espresso Martini"
Martini
"Old Fashioned"
+2 more
Winter Park
$2 Off
forward slash
$2 Off All Pours
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6:30 PM
Cocktail
Well
Winter Park
$8
Garp and Fuss
$8 Espresso Martini
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 7 PM
Beer
Cocktail
"Espresso Martini"
"Old Fashioned"
+3 more
Winter Park
The Courtesy
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Beer
Cocktail
Daiquiri
Margarita
+8 more
Winter Park
$9
The Ravenous Pig
$9 Duck Tenderloin Skewer
Mon
Tue
Wed
Thu
Fri
Sat
Sun
4 PM – 6 PM
Beer
Bubbly
Cocktail
Daiquiri
+10 more
No happy hours found
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Frequently Asked Questions
How many Cocktail happy hours are in Winter Park?
There are currently 27 happy hours featuring Cocktail specials in Winter Park, Orlando.
What time do Cocktail happy hours start in Winter Park?
Most Cocktail happy hours in Winter Park run during typical happy hour windows, generally between 3 PM and 7 PM. Check individual listings for exact times.
Are there other drink specials in Winter Park?
Yes! Winter Park has happy hours featuring many drink categories. Check the cross-links below to explore beer, wine, cocktail, and other drink specials in the neighborhood.