Festivals in Windermere

Search for something you love or check out popular events in your area.

Seniors Health Fair in Clermont , FL
Sat, Nov 15, 10:00 AM
Clermont · 2757 Citrus Tower Blvd suite 101
Seniors Health Fair in Clermont , FL
Sat, Nov 15, 10:00 AM
Clermont · 2757 Citrus Tower Blvd suite 101
Nearly full
Free Community Event for Kids! Meet Bluey and Bingo Live
Thu, Nov 20, 4:00 PM
Kissimmee · 1515 Michigan Ave
Nearly full
Free Community Event for Kids! Meet Bluey and Bingo Live
Thu, Nov 20, 4:00 PM
Kissimmee · 1515 Michigan Ave
Sales end soon
Getdown Downtown
Friday at 6:00 PM
Maitland · 1776 Independence Ln
Sales end soon
Getdown Downtown
Friday at 6:00 PM
Maitland · 1776 Independence Ln
Harvest Fest Market
Sun, Nov 23, 1:00 PM
Winter Park · Redeemer Lutheran Church
Harvest Fest Market
Sun, Nov 23, 1:00 PM
Winter Park · Redeemer Lutheran Church
FOODEESFEST Orlando, Florida
Fri, Feb 20, 1:00 PM
Orlando · Dezerland Park Orlando
FOODEESFEST Orlando, Florida
Fri, Feb 20, 1:00 PM
Orlando · Dezerland Park Orlando
3rd Annual “Blues On The Hilltop” Music Festival
Sat, Nov 15, 12:00 PM
Brooksville · Sparacia Witherell Family Winery & Vineyards
3rd Annual “Blues On The Hilltop” Music Festival
Sat, Nov 15, 12:00 PM
Brooksville · Sparacia Witherell Family Winery & Vineyards
Sales end soon
13th annual craft Beer and Blues Festival
Saturday at 5:00 PM
Casselberry · Lake Concord Park
Sales end soon
13th annual craft Beer and Blues Festival
Saturday at 5:00 PM
Casselberry · Lake Concord Park
Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st
Sat, Feb 28, 11:00 AM
Windermere · Town Hall 520 Main St Windermere Florida 34786
Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st
Sat, Feb 28, 11:00 AM
Windermere · Town Hall 520 Main St Windermere Florida 34786
Solorzano's x Dip Detroit hot honey fest
Sat, Nov 15, 5:00 PM
Orlando · 5145 City St
Solorzano's x Dip Detroit hot honey fest
Sat, Nov 15, 5:00 PM
Orlando · 5145 City St
Sales end soon
REAL SWAMP FEST
Saturday at 12:00 PM
Orlando · 4400 N Powers Dr
Sales end soon
REAL SWAMP FEST
Saturday at 12:00 PM
Orlando · 4400 N Powers Dr
Sales end soon
Weekly Sunday Food Trucks & Artisan Market at Dellagio Town Center
Sunday at 10:00 AM + 7 more
Orlando · Dellagio Town Center
Sales end soon
Weekly Sunday Food Trucks & Artisan Market at Dellagio Town Center
Sunday at 10:00 AM + 7 more
Orlando · Dellagio Town Center
12th Annual It's Just Yoga Health & Fitness Festival
Sun, Mar 1, 10:00 AM
Orlando · Lake Eola Park
12th Annual It's Just Yoga Health & Fitness Festival
Sun, Mar 1, 10:00 AM
Orlando · Lake Eola Park
Sales end soon
GROWvember Fall Plant Sale
Friday at 2:00 PM + 1 more
Winter Park · Mead Botanical Garden
Sales end soon
GROWvember Fall Plant Sale
Friday at 2:00 PM + 1 more
Winter Park · Mead Botanical Garden
Sales end soon
Family Fall Festival: Shine Bright
Saturday at 4:00 PM
Kissimmee · Iglesia del Nazareno Casa de Vida
Sales end soon
Family Fall Festival: Shine Bright
Saturday at 4:00 PM
Kissimmee · Iglesia del Nazareno Casa de Vida
Just added!
Pine Hills Beautification Day
Sat, Nov 15, 8:00 AM
Pine Hills · 2800 Belco Dr
Just added!
Pine Hills Beautification Day
Sat, Nov 15, 8:00 AM
Pine Hills · 2800 Belco Dr
Navidad en el Pueblo
Sat, Nov 29, 10:00 AM
Orlando · Nona Adventure Park
Navidad en el Pueblo
Sat, Nov 29, 10:00 AM
Orlando · Nona Adventure Park
24th Annual MLK Celebration Unity Heritage Festival
Sun, Jan 18, 11:00 AM
Winter Park · Winter Park Community Center
24th Annual MLK Celebration Unity Heritage Festival
Sun, Jan 18, 11:00 AM
Winter Park · Winter Park Community Center
Sales end soon
Pumpkin Explosion
Friday at 5:30 PM
Longwood · 135 W Pine Ave
Sales end soon
Pumpkin Explosion
Friday at 5:30 PM
Longwood · 135 W Pine Ave

Trends in Windermere

Explore more trends

Frequently asked questions about Windermere

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Seniors Health Fair in Clermont , FL

Free Community Event for Kids! Meet Bluey and Bingo Live

Harvest Fest Market

FOODEESFEST Orlando, Florida

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

pumpkin patch

senior living

new years eve parties

comedy shows

Which festival events are coming up?

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

GROWvember Fall Plant Sale

Pumpkin Explosion

Getdown Downtown

REAL SWAMP FEST

Seniors Health Fair in Clermont , FL

Seniors Health Fair in Clermont , FL

Free Community Event for Kids! Meet Bluey and Bingo Live

Free Community Event for Kids! Meet Bluey and Bingo Live

Getdown Downtown

Getdown Downtown

Harvest Fest Market

Harvest Fest Market

FOODEESFEST Orlando, Florida

FOODEESFEST Orlando, Florida

3rd Annual “Blues On The Hilltop” Music Festival

3rd Annual “Blues On The Hilltop” Music Festival

13th annual craft Beer and Blues Festival

13th annual craft Beer and Blues Festival

Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st

Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st

Solorzano's x Dip Detroit hot honey fest

Solorzano's x Dip Detroit hot honey fest

REAL SWAMP FEST

REAL SWAMP FEST

Weekly Sunday Food Trucks & Artisan Market at Dellagio Town Center

Weekly Sunday Food Trucks & Artisan Market at Dellagio Town Center

12th Annual It's Just Yoga Health & Fitness Festival

12th Annual It's Just Yoga Health & Fitness Festival

GROWvember Fall Plant Sale

GROWvember Fall Plant Sale

Family Fall Festival: Shine Bright

Family Fall Festival: Shine Bright

Pine Hills Beautification Day

Pine Hills Beautification Day

Navidad en el Pueblo

Navidad en el Pueblo

24th Annual MLK Celebration Unity Heritage Festival

24th Annual MLK Celebration Unity Heritage Festival

Pumpkin Explosion

Pumpkin Explosion

Things to do around Windermere

Trends in Windermere

1. Pumpkin patch

2. Senior living

3. New years eve parties

4. Comedy shows

5. Wine walk

6. Windermer pop up

7. Volleyball camp

8. Lululemon disney springs

9. Fireworks

10. Winter garden fl

11. Winter garden

12. Trunk or treat