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Holiday events in Winter Garden, FL

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Fall Artisan Market, Food Truck Event & more
Fri, Nov 7, 4:00 PM
Diamond Square · Viera Regional Park
Fall Artisan Market, Food Truck Event & more
Fri, Nov 7, 4:00 PM
Diamond Square · Viera Regional Park
Christmas Brunch Sip & Shop
Sat, Dec 6, 11:00 AM
Shady Hills · Strong Tower Vineyard & Winery
Christmas Brunch Sip & Shop
Sat, Dec 6, 11:00 AM
Shady Hills · Strong Tower Vineyard & Winery
5th Annual Howl-O-Ween Pet Costume Party
Sun, Oct 19, 1:00 PM
Coastal Landing · 13120 Cortez Blvd
5th Annual Howl-O-Ween Pet Costume Party
Sun, Oct 19, 1:00 PM
Coastal Landing · 13120 Cortez Blvd
10.22.25 Halloween Paint and Sip at Growing Together Plant Company
Wed, Oct 22, 7:00 PM
New Port Richey · Growing Together Plant Co.
10.22.25 Halloween Paint and Sip at Growing Together Plant Company
Wed, Oct 22, 7:00 PM
New Port Richey · Growing Together Plant Co.
11.17.25 Baby It's Cold Outside Porch Leaner at Dented Keg
Mon, Nov 17, 7:00 PM
New Port Richey · Dented Keg Ale Works
11.17.25 Baby It's Cold Outside Porch Leaner at Dented Keg
Mon, Nov 17, 7:00 PM
New Port Richey · Dented Keg Ale Works
Santa's Wonderland Festival
Fri, Dec 12, 5:00 PM + 2 more
Wimauma · 5408 FL-674
Santa's Wonderland Festival
Fri, Dec 12, 5:00 PM + 2 more
Wimauma · 5408 FL-674
Keech or Treat - Neighborhood Fest
Fri, Oct 17, 5:00 PM
Central City · Halifax Health Keech Pediatric Neighborhood Care
Keech or Treat - Neighborhood Fest
Fri, Oct 17, 5:00 PM
Central City · Halifax Health Keech Pediatric Neighborhood Care
Wiener Dog Derby at Tampa Bay Downs Oktoberfest
Sun, Oct 26, 1:00 PM
Tampa Downs · Tampa Bay Downs
Wiener Dog Derby at Tampa Bay Downs Oktoberfest
Sun, Oct 26, 1:00 PM
Tampa Downs · Tampa Bay Downs
Navidad Latin Fest
Sat, Dec 6, 11:00 AM
West Ocala · Southeastern Livestock Pavilion SELP
Navidad Latin Fest
Sat, Dec 6, 11:00 AM
West Ocala · Southeastern Livestock Pavilion SELP
Selling quickly
PMA Annual Holiday Sale
Sat, Nov 15, 3:30 PM + 30 more
Willow Bend · Premier Martial Arts Land O'Lakes
Selling quickly
PMA Annual Holiday Sale
Sat, Nov 15, 3:30 PM + 30 more
Willow Bend · Premier Martial Arts Land O'Lakes
Haunted House
Sat, Oct 25, 6:00 PM + 1 more
West Ocala · 2601 NE 3rd Ave
Haunted House
Sat, Oct 25, 6:00 PM + 1 more
West Ocala · 2601 NE 3rd Ave
Ocala Holiday Market & Food Festival!
Sun, Dec 7, 11:00 AM
West Ocala · Southeastern Livestock Pavilion SELP
Ocala Holiday Market & Food Festival!
Sun, Dec 7, 11:00 AM
West Ocala · Southeastern Livestock Pavilion SELP
Glow Before You Go Pre-Holiday Party
Thu, Oct 23, 5:30 PM
Central City · Total Anti-Aging and Wellness
Glow Before You Go Pre-Holiday Party
Thu, Oct 23, 5:30 PM
Central City · Total Anti-Aging and Wellness
Yappy Hour Halloween Market
Today at 5:00 PM
Devonwood · In the Loop Brewing
Yappy Hour Halloween Market
Today at 5:00 PM
Devonwood · In the Loop Brewing
Sandal Key Fall Festival
Sat, Oct 18, 10:00 AM
Warner Heights · 10318 Whitehurst St
Sandal Key Fall Festival
Sat, Oct 18, 10:00 AM
Warner Heights · 10318 Whitehurst St
Just added!
Harvestfest Trunk or Treat @ Calvary Chapel Tampa
Fri, Oct 31, 6:00 PM
Lake Forest · 17538 Livingston Ave
Just added!
Harvestfest Trunk or Treat @ Calvary Chapel Tampa
Fri, Oct 31, 6:00 PM
Lake Forest · 17538 Livingston Ave
2025 Watermelon Swim Annual Fall Festival
Sat, Oct 18, 4:00 PM
Crystal Acres · Watermelon Swim Lutz
2025 Watermelon Swim Annual Fall Festival
Sat, Oct 18, 4:00 PM
Crystal Acres · Watermelon Swim Lutz
Halloween Costume Party!
Sat, Oct 25, 8:00 PM
Allendale · Moon Mountain
Halloween Costume Party!
Sat, Oct 25, 8:00 PM
Allendale · Moon Mountain
Trunk or Treat
Thu, Oct 30, 3:00 PM
Gold Coast · 3910 Riga Blvd
Trunk or Treat
Thu, Oct 30, 3:00 PM
Gold Coast · 3910 Riga Blvd

Trends in Winter Garden

Explore more trends

Frequently asked questions about Winter Garden

What are the best events to attend?

According to Eventbrite, the best events are:

Fall Artisan Market, Food Truck Event & more

Christmas Brunch Sip & Shop

5th Annual Howl-O-Ween Pet Costume Party

10.22.25 Halloween Paint and Sip at Growing Together Plant Company

Which events are currently trending in Winter Garden?

The trending searches this month in Winter Garden are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Yappy Hour Halloween Market

Keech or Treat - Neighborhood Fest

Sandal Key Fall Festival

2025 Watermelon Swim Annual Fall Festival

Fall Artisan Market, Food Truck Event & more

Fall Artisan Market, Food Truck Event & more

Christmas Brunch Sip & Shop

Christmas Brunch Sip & Shop

5th Annual Howl-O-Ween Pet Costume Party

5th Annual Howl-O-Ween Pet Costume Party

10.22.25 Halloween Paint and Sip at Growing Together Plant Company

10.22.25 Halloween Paint and Sip at Growing Together Plant Company

11.17.25 Baby It's Cold Outside Porch Leaner at Dented Keg

11.17.25 Baby It's Cold Outside Porch Leaner at Dented Keg

Santa's Wonderland Festival

Santa's Wonderland Festival

Keech or Treat - Neighborhood Fest

Keech or Treat - Neighborhood Fest

Wiener Dog Derby at Tampa Bay Downs Oktoberfest

Wiener Dog Derby at Tampa Bay Downs Oktoberfest

Navidad Latin Fest

Navidad Latin Fest

PMA Annual Holiday Sale

PMA Annual Holiday Sale

Haunted House

Haunted House

Ocala Holiday Market & Food Festival!

Ocala Holiday Market & Food Festival!

Glow Before You Go Pre-Holiday Party

Glow Before You Go Pre-Holiday Party

Yappy Hour Halloween Market

Yappy Hour Halloween Market

Sandal Key Fall Festival

Sandal Key Fall Festival

Harvestfest Trunk or Treat @ Calvary Chapel Tampa

Harvestfest Trunk or Treat @ Calvary Chapel Tampa

2025 Watermelon Swim Annual Fall Festival

2025 Watermelon Swim Annual Fall Festival

Halloween Costume Party!

Halloween Costume Party!

Trunk or Treat

Trunk or Treat

Things to do around Winter Garden

Trends in Winter Garden

1. Halloween

2. Fall festival

3. Autumn

4. Orlando

5. Community baby shower

6. Trunk or treat

7. Events happening today near me

8. Job fairs

9. Free kids

10. Trivia

11. Overlook hamlin

12. Cookie decorating