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.
Happy Hours
9
Category
Old Fashioned
Neighborhood
Winter Park
Updated
June 2026
Winter Park
Active Now
Garp and Fuss
Tue – Fri
·
4 PM – 7 PM
$8 Espresso Martini
Beer
Cocktail
"Espresso Martini"
+4
Winter Park
Bar Italia Winter Park
Tue – Fri
·
3 PM – 6 PM
$2 Off All Birra (Beer)
Beer
Bubbly
Cocktail
+10
Winter Park
The Hangry Bison Winter Park
Mon – Fri
·
3 PM – 6 PM
$5 JIM BEAM BLACK
Beer
Cosmopolitan
Mule
+7
Winter Park
Corner Chophouse
Mon – Fri
·
4 PM – 6 PM
Cocktail
"Espresso Martini"
Martini
+3
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
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
Winter Park
Chayote
Wed – Sun
·
4 PM – 7 PM
$9 Amy's Sangria
Bubbly
Cocktail
"Old Fashioned"
+9
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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.