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Monday Happy Hours in Winter Park

Explore 34 monday happy hours in Winter Park, Orlando. Find the best monday drink specials and food deals in the neighborhood.

Happy Hours 34 Day Monday Neighborhood Winter Park Updated June 2026

Pepe’s Cantina Winter Park
Winter Park

Pepe’s Cantina Winter Park

Mon – Fri · 11:30 AM – 5 PM
$6.25 House Margaritas
Beer Margarita Sangria +3
Abo
Winter Park

Abo

Mon – Fri · 2 PM – 6 PM
$5 Selected Drafts
Beer Wine Apps +4
Boca Winter Park
Winter Park

Boca Winter Park

Mon – Fri · 2 PM – 6 PM
Beer Cocktail Martini +6
Agave Azul Winter Park
Winter Park

Agave Azul Winter Park

Mon – Fri · 3 PM – 6 PM
$9 Selected Antojitos
Beer Margarita Wine +5
Armando’s Winter Park
Winter Park

Armando’s Winter Park

Mon – Fri · 3 PM – 7 PM
$3-$5 Domestic Beers
Beer Well Wine
Bar Louie Winter Park
Winter Park

Bar Louie Winter Park

Mon – Fri · 3 PM – 6 PM
$4.50 Drafts
Beer Cocktail Martini +8
Black Bean Deli Winter Park
Winter Park

Black Bean Deli Winter Park

Mon – Thu · 3 PM – 6 PM
$3 Empanada
Beer Cocktail Spritz +4
Chuy’s Winter Park
Winter Park

Chuy’s Winter Park

Mon – Fri · 3 PM – 6 PM
$1 Off House Margaritas
Beer Margarita Martini +4
Cocina 214
Winter Park

Cocina 214

Mon – Fri · 3 PM – 6:30 PM
$4 Bottled Beer
Beer Margarita Well +5
Grappolo
Winter Park

Grappolo

Mon – Fri · 3 PM – 6 PM
Wine
Pannullo’s
Winter Park

Pannullo’s

Mon – Thu · 3 PM – 6 PM
$4.00 Wells
Beer Wine Apps
Perla’s Pizza
Winter Park

Perla’s Pizza

Mon – Fri · 3 PM – 6 PM
$5 Miller High Life & $5 shots
Cocktail Martini Spritz +2
P.F. Chang’s Winter Park
Winter Park

P.F. Chang’s Winter Park

Mon – Fri · 3 PM – 6 PM
$5.99 Select Beer
Beer Cocktail Wine +1
Prato
Winter Park

Prato

Mon – Fri · 3 PM – 6 PM
$4 Pabst Blue Ribbon Tall Boy
Beer Bubbly Cocktail +2
Sixty Vines Winter Park
Winter Park

Sixty Vines Winter Park

Mon – Fri · 3 PM – 6 PM
Beer Cocktail "Espresso Martini" +2
Thai Place Winter Park
Winter Park

Thai Place Winter Park

Everyday · 3 PM – 6 PM
Beer Cocktail Sake +2
The Hangry Bison Winter Park
Winter Park

The Hangry Bison Winter Park

Mon – Fri · 3 PM – 6 PM
$5 JIM BEAM BLACK
Beer Cosmopolitan Mule +7
Tommy Bahama Marlin Bar
Winter Park

Tommy Bahama Marlin Bar

Everyday · 3 PM – 6 PM
$6 Select Beers
Beer Cocktail Margarita +6
Bovine Steakhouse
Winter Park

Bovine Steakhouse

Everyday · 4 PM – 6 PM
$7.00 Happy Hour Cocktails
Well Wine Apps +4
Bulla
Winter Park

Bulla

Everyday · 4 PM – 7 PM
$6 CAFÉ BOMBÓN
Beer Bubbly Cocktail +10
Cafe-Boutique PIANO
Winter Park

Cafe-Boutique PIANO

Mon – Fri · 4 PM – 7 PM
$2 Selected Beer
Beer Wine Apps +2
Corner Chophouse
Winter Park

Corner Chophouse

Mon – Fri · 4 PM – 6 PM
Cocktail "Espresso Martini" Martini +3
Fiddler’s Green Irish Pub
Winter Park

Fiddler’s Green Irish Pub

Mon – Fri · 4 PM – 7 PM
Beer Shot Wine
Fleming’s Winter Park
Winter Park

Fleming’s Winter Park

Everyday · 4 PM – 6 PM
Beer Cocktail Wine +2

Frequently Asked Questions

How many Monday happy hours are in Winter Park?
There are currently 34 happy hours available on Mondays in Winter Park, Orlando.
What time do Monday happy hours start in Winter Park?
Most Monday happy hours in Winter Park start between 3 PM and 5 PM. Check individual listings above for exact times.
Are there other days with happy hours in Winter Park?
Yes! Winter Park has happy hours on multiple days of the week. Check the cross-links below to explore other days in the neighborhood.

More Days in Winter Park

Tuesday 41 Wednesday 43 Thursday 43 Friday 38 Saturday 12 Sunday 13

Monday Happy Hours in Other Neighborhoods

International Drive 31 Doctor Phillips 23 Lake Eola 13 Lake Mary 13 Kissimmee 13 Mills 12 UCF and Alafaya 12 Downtown Orlando 12 Disney Springs 10 Semoran 9 Altamonte 8 Oviedo 8 Sanford 7 Lake Nona 7 Maitland 7 Longwood 6 Winter Garden 6 Hunter's Creek 6 Metro West 5 Ivanhoe 5 Lake Buena Vista 4 Millenia 4 Celebration 4 Florida Mall 4 Colonial 4 Vineland 4 SODO 3 Milk District 3