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Festivals in Windermere, FL

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

Selling quickly
The Happiest Market: Heart of the Sea Market
Tomorrow at 3:00 PM
Kissimmee · Island H2O Water Park
Selling quickly
The Happiest Market: Heart of the Sea Market
Tomorrow at 3:00 PM
Kissimmee · Island H2O Water Park
Almost full
For The Love Of Food Foodie Fest
Tomorrow at 12:00 PM
Orlando · Emery Hamilton Sports Complex Field
Almost full
For The Love Of Food Foodie Fest
Tomorrow at 12:00 PM
Orlando · Emery Hamilton Sports Complex Field
Selling quickly
Oxtail Festival 2026
Sat, Mar 28, 12:00 PM
Orlando · Festival Park
Selling quickly
Oxtail Festival 2026
Sat, Mar 28, 12:00 PM
Orlando · Festival Park
Orlando Martini Fest - 2nd ANNUAL EVENT
Sat, Mar 21, 5:00 PM
Orlando · Caribe Royale Orlando
Orlando Martini Fest - 2nd ANNUAL EVENT
Sat, Mar 21, 5:00 PM
Orlando · Caribe Royale Orlando
Orlando Kite Festival
Sat, Apr 11, 10:00 AM
Orlando · OCPS Academic Center for Excellence
Orlando Kite Festival
Sat, Apr 11, 10:00 AM
Orlando · OCPS Academic Center for Excellence
Seoul Dalbam Night Market
Sat, Mar 28, 3:00 PM
Orlando · 7000 Winegard Rd
Seoul Dalbam Night Market
Sat, Mar 28, 3:00 PM
Orlando · 7000 Winegard Rd
Orlando Carnival Downtown - Mas Band Parade & Concert
Sun, May 24, 1:00 PM
Orlando · Downtown Orlando
Orlando Carnival Downtown - Mas Band Parade & Concert
Sun, May 24, 1:00 PM
Orlando · Downtown Orlando
ORLANDO CIGAR FESTIVAL 2026 ALL EVENTS VIP ACCESS PASS
Orlando · Grand Bohemian Hotel Orlando, Autograph Collection
ORLANDO CIGAR FESTIVAL 2026 ALL EVENTS VIP ACCESS PASS
Orlando · Grand Bohemian Hotel Orlando, Autograph Collection
ECUAFEST ORLANDO! Don Medardo, AU-D y muchos más en el Festival Park
Sun, Mar 8, 11:00 AM
Orlando · Orlando Festival Park
ECUAFEST ORLANDO! Don Medardo, AU-D y muchos más en el Festival Park
Sun, Mar 8, 11:00 AM
Orlando · Orlando Festival Park
Boozy Book Fair at Homestate Brewing with Authors, Trivia, and Crafts
Sat, Feb 28, 1:00 PM
Winter Garden · Home State Brewing Co.
Boozy Book Fair at Homestate Brewing with Authors, Trivia, and Crafts
Sat, Feb 28, 1:00 PM
Winter Garden · Home State Brewing Co.
GIW Orlando / Passes June 4–8, 2026 Girls in Wonderland
Thu, Jun 4, 10:00 AM
Winter Garden · SPRINGHILL SUITES & TOWNEPLACE SUITES
GIW Orlando / Passes June 4–8, 2026 Girls in Wonderland
Thu, Jun 4, 10:00 AM
Winter Garden · SPRINGHILL SUITES & TOWNEPLACE SUITES
Krush Brau Dogtoberfest 2026
Sat, Mar 14, 12:00 PM
Kissimmee · Krush Brau Park Portal Immersion Center
Krush Brau Dogtoberfest 2026
Sat, Mar 14, 12:00 PM
Kissimmee · Krush Brau Park Portal Immersion Center
Sales end soon
Modern Nurse Fest Florida
Tuesday at 10:00 AM
Winter Park · Winter Park Community Center
Sales end soon
Modern Nurse Fest Florida
Tuesday at 10:00 AM
Winter Park · Winter Park Community Center
Selling quickly
Orlando Cigar Festival 2026 - SIP & Smoke @ Aero Rooftop Lounge
Thu, Apr 2, 5:00 PM
Orlando · Aero Rooftop Bar & Lounge
Selling quickly
Orlando Cigar Festival 2026 - SIP & Smoke @ Aero Rooftop Lounge
Thu, Apr 2, 5:00 PM
Orlando · Aero Rooftop Bar & Lounge
Orlando Pickle Fest 2026
Sat, Apr 25, 12:00 PM
Orlando · Festival Park
Orlando Pickle Fest 2026
Sat, Apr 25, 12:00 PM
Orlando · Festival Park
FROZEN EASTER EXPERIENCE
Fri, Apr 3, 4:30 PM
Orlando · Children's Planet
FROZEN EASTER EXPERIENCE
Fri, Apr 3, 4:30 PM
Orlando · Children's Planet
Selling quickly
SAK PASE ❤️: Orlando's #1 Haitian Flag Day Festival 2026 ⭐️
Sun, May 17, 1:00 PM
Orlando · Wall Street Plaza
Selling quickly
SAK PASE ❤️: Orlando's #1 Haitian Flag Day Festival 2026 ⭐️
Sun, May 17, 1:00 PM
Orlando · Wall Street Plaza
Orlando Boozy Crawfish Festival - 2nd ANNUAL EVENT
Sat, Apr 25, 1:00 PM
Orlando · Live! at the Pointe Orlando
Orlando Boozy Crawfish Festival - 2nd ANNUAL EVENT
Sat, Apr 25, 1:00 PM
Orlando · Live! at the Pointe Orlando
Picnic and Praise With Live Worship and Fellowship
Sat, Apr 18, 10:00 AM
Ocoee · 125 N Lakeshore Dr
Picnic and Praise With Live Worship and Fellowship
Sat, Apr 18, 10:00 AM
Ocoee · 125 N Lakeshore Dr
Almost full
Bookish Boutique
Sun, Mar 1, 11:00 AM
Clermont · Sunshine Book Co.
Almost full
Bookish Boutique
Sun, Mar 1, 11:00 AM
Clermont · Sunshine Book Co.

Trends in Windermere

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Frequently asked questions about Windermere

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Oxtail Festival 2026

Orlando Martini Fest - 2nd ANNUAL EVENT

Orlando Kite Festival

Seoul Dalbam Night Market

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

lululemon disney springs

Which festival events are coming up?

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

For The Love Of Food Foodie Fest

The Happiest Market: Heart of the Sea Market

Modern Nurse Fest Florida

Boozy Book Fair at Homestate Brewing with Authors, Trivia, and Crafts