Best Old Fashioned Happy Hours in Winter Park
Explore 9 old fashioned happy hours in Winter Park, Orlando. Find the best old fashioned specials and deals in the neighborhood.
Quick Facts
- Happy Hours
- 9
- Category
- Old Fashioned
- 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
$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
$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
The Hangry Bison Winter Park
$5 JIM BEAM BLACK
Mon
Tue
Wed
Thu
Fri
Sat
Sun
3 PM – 6 PM
Beer
Cosmopolitan
Mule
"Old Fashioned"
+6 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
$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
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Frequently Asked Questions
How many Old Fashioned happy hours are in Winter Park?
There are currently 9 happy hours featuring Old Fashioned specials in Winter Park, Orlando.
What time do Old Fashioned happy hours start in Winter Park?
Most Old Fashioned 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.