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.
Happy Hours
27
Category
Cocktail
Neighborhood
Winter Park
Updated
June 2026
Winter Park
Boca Winter Park
Mon – Fri
·
2 PM – 6 PM
Beer
Cocktail
Martini
+6
Winter Park
Bar Italia Winter Park
Tue – Fri
·
3 PM – 6 PM
$2 Off All Birra (Beer)
Beer
Bubbly
Cocktail
+10
Winter Park
Bar Louie Winter Park
Mon – Fri
·
3 PM – 6 PM
$4.50 Drafts
Beer
Cocktail
Martini
+8
Winter Park
Black Bean Deli Winter Park
Mon – Thu
·
3 PM – 6 PM
$3 Empanada
Beer
Cocktail
Spritz
+4
Winter Park
Perla’s Pizza
Mon – Fri
·
3 PM – 6 PM
$5 Miller High Life & $5 shots
Cocktail
Martini
Spritz
+2
Winter Park
P.F. Chang’s Winter Park
Mon – Fri
·
3 PM – 6 PM
$5.99 Select Beer
Beer
Cocktail
Wine
+1
Winter Park
Prato
Mon – Fri
·
3 PM – 6 PM
$4 Pabst Blue Ribbon Tall Boy
Beer
Bubbly
Cocktail
+2
Winter Park
Sixty Vines Winter Park
Mon – Fri
·
3 PM – 6 PM
Beer
Cocktail
"Espresso Martini"
+2
Winter Park
Thai Place Winter Park
Everyday
·
3 PM – 6 PM
Beer
Cocktail
Sake
+2
Winter Park
Tommy Bahama Marlin Bar
Everyday
·
3 PM – 6 PM
$6 Select Beers
Beer
Cocktail
Margarita
+6
Winter Park
Bulla
Everyday
·
4 PM – 7 PM
$6 CAFÉ BOMBÓN
Beer
Bubbly
Cocktail
+10
Winter Park
Corner Chophouse
Mon – Fri
·
4 PM – 6 PM
Cocktail
"Espresso Martini"
Martini
+3
Winter Park
Fleming’s Winter Park
Everyday
·
4 PM – 6 PM
Beer
Cocktail
Wine
+2
Winter Park
Garp and Fuss
Tue – Fri
·
4 PM – 7 PM
$8 Espresso Martini
Beer
Cocktail
"Espresso Martini"
+4
Winter Park
The Courtesy
Tue – Fri
·
4 PM – 6 PM
$5 Modelo
Beer
Cocktail
Daiquiri
+9
Winter Park
The Ravenous Pig
Tue – Fri
·
4 PM – 6 PM
$4 Cole Slaw
Beer
Bubbly
Cocktail
+11
Winter Park
The Trap
Tue – Sat
·
4 PM – 6 PM
$2 Off Beer & Seltzers
Beer
Cocktail
Seltzer
+1
Winter Park
Tibby’s Winter Park
Everyday
·
4 PM – 6 PM
$4 Premium Well Liquors
Beer
Cocktail
Well
+1
Winter Park
Ruth’s Chris Winter Park
Everyday
·
4:30 PM – 6:30 PM
$10.00 NARRATIVE, CHARDONNAY, CALIFORNIA
Beer
Cocktail
Cosmopolitan
+6
Winter Park
AVA Mediterraegean
Mon – Thu, Sun
·
5 PM – 7 PM
$10 Wine
Cocktail
Mule
Wine
+2
Winter Park
Perla’s Pizza (Late Monday and Tuesday)
Mon, Tue
·
10 PM – 11 PM
$5 Miller High Life & $5 shots
Cocktail
Martini
Spritz
+2
Winter Park
Perla’s Pizza (Friday)
Fri
·
12 AM – 1 AM
$5 Miller High Life & $5 shots
Cocktail
Martini
Spritz
+2
Winter Park
Bar Italia Winter Park (All Day Monday)
Mon
·
11 AM – 10 PM
$2 Off All Birra (Beer)
Beer
Bubbly
Cocktail
+10
Winter Park
Corner Chophouse (Weekend)
Sat – Sun
·
2:30 PM – 4 PM
Cocktail
"Espresso Martini"
Martini
+3
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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.