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Events and Things to do in Windermere, FL

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Thrive Table Florida-Spring 2026 I Let’s Brunch. Let’s Build. Let’s Thrive!
Saturday at 11:00 AM
Orlando · 5324 Silver Star Rd
Thrive Table Florida-Spring 2026 I Let’s Brunch. Let’s Build. Let’s Thrive!
Saturday at 11:00 AM
Orlando · 5324 Silver Star Rd
Sales end soon
Orlando en Reparto Mode
Friday at 7:30 PM
Orlando · 2251 Consulate Dr
Sales end soon
Orlando en Reparto Mode
Friday at 7:30 PM
Orlando · 2251 Consulate Dr
Sales end soon
✝️Orlando Christian Speed Dating | IYKYK Dating | 20s-30s | 5/18/26
Tomorrow at 6:30 PM
Orlando · Dave & Buster's Orlando
Sales end soon
✝️Orlando Christian Speed Dating | IYKYK Dating | 20s-30s | 5/18/26
Tomorrow at 6:30 PM
Orlando · Dave & Buster's Orlando
Pasarela White Fashion Show 2026
Sun, May 31, 5:00 PM
Kissimmee · Holiday Inn Resort Kissimmee by the Parks by IHG
Pasarela White Fashion Show 2026
Sun, May 31, 5:00 PM
Kissimmee · Holiday Inn Resort Kissimmee by the Parks by IHG
Cup with Stemma
Fri, Jun 5, 10:00 AM
Orlando · 328 N Orange Ave
Cup with Stemma
Fri, Jun 5, 10:00 AM
Orlando · 328 N Orange Ave
Ink Swatch Doodle Art with Pen & Brush - Orlando Stationary - FRI 11:30am
Fri, May 29, 11:30 AM
Orlando · The Florida Hotel & Conference Center
Ink Swatch Doodle Art with Pen & Brush - Orlando Stationary - FRI 11:30am
Fri, May 29, 11:30 AM
Orlando · The Florida Hotel & Conference Center
"Nightrain" The Tribute to "Guns N Roses" Live at The Wharf - June 28th
Sun, Jun 28, 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
"Nightrain" The Tribute to "Guns N Roses" Live at The Wharf - June 28th
Sun, Jun 28, 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
MRF's Central FL-Summer Community BBQ
Sat, Jun 13, 11:00 AM
Apopka · Kit Land Nelson Park
MRF's Central FL-Summer Community BBQ
Sat, Jun 13, 11:00 AM
Apopka · Kit Land Nelson Park
BREAKDOWN
Sat, Jun 27, 8:00 PM
Orlando · Broken Strings Brewery
BREAKDOWN
Sat, Jun 27, 8:00 PM
Orlando · Broken Strings Brewery
Botanical Resin Jewelry Making
Sat, Jun 6, 10:00 AM
Orlando · Harry P. Leu Gardens
Botanical Resin Jewelry Making
Sat, Jun 6, 10:00 AM
Orlando · Harry P. Leu Gardens
ARTNB PAINT & SIP A TRIP TO THE ISLANDS
Saturday at 6:00 PM
Orlando · Aroma Gastro Bar
ARTNB PAINT & SIP A TRIP TO THE ISLANDS
Saturday at 6:00 PM
Orlando · Aroma Gastro Bar
Sales end soon
Sunrise & Shades: Tropical Pink & White Carnival Brunch Fete
Friday at 10:00 AM
Orlando · D'Junction Island Bar & Restaurant
Sales end soon
Sunrise & Shades: Tropical Pink & White Carnival Brunch Fete
Friday at 10:00 AM
Orlando · D'Junction Island Bar & Restaurant
Performance & Pilates: Driven by Wellness
Sat, May 30, 5:00 PM
Orlando · Exotic Knights
Performance & Pilates: Driven by Wellness
Sat, May 30, 5:00 PM
Orlando · Exotic Knights
Bendito Dios (Orlando) – Stand-up Comedy con Arthur Chacha
Sun, May 31, 5:00 PM
Orlando · Paradise Latin Grill
Bendito Dios (Orlando) – Stand-up Comedy con Arthur Chacha
Sun, May 31, 5:00 PM
Orlando · Paradise Latin Grill
Sound Bath Under the Blue Moon
Sun, May 31, 7:00 PM
Orlando · Gatsbys House of Wellness
Sound Bath Under the Blue Moon
Sun, May 31, 7:00 PM
Orlando · Gatsbys House of Wellness
FUTURE MILLIONAIRE FRIDAYS: INDEPENDENCE DAY EDITION
Fri, Jul 3, 10:00 PM
Orlando · Euphoria Downtown
FUTURE MILLIONAIRE FRIDAYS: INDEPENDENCE DAY EDITION
Fri, Jul 3, 10:00 PM
Orlando · Euphoria Downtown
Black Health Connect | Bridging Healthcare Communities: Cen Flo - Q3 Mixer
Fri, Jul 10, 5:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
Black Health Connect | Bridging Healthcare Communities: Cen Flo - Q3 Mixer
Fri, Jul 10, 5:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
FACE. OFF: USHER VS CHRIS BROWN R&B EXPERIENCE PART 2
Sat, May 30, 6:00 PM
Orlando · Aria Hookah & Bar
FACE. OFF: USHER VS CHRIS BROWN R&B EXPERIENCE PART 2
Sat, May 30, 6:00 PM
Orlando · Aria Hookah & Bar
Sales end soon
RELAX FLAG DAY
Tomorrow at 10:00 AM
Orlando · Lava international drive
Sales end soon
RELAX FLAG DAY
Tomorrow at 10:00 AM
Orlando · Lava international drive
Rest & Restore Mom's Yoga
Sat, May 30, 10:00 AM
Winter Garden · Healthy West Orange Building
Rest & Restore Mom's Yoga
Sat, May 30, 10:00 AM
Winter Garden · Healthy West Orange Building

Trends in Windermere

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Explore more trends

Frequently asked questions about Windermere

What are the best events to attend?

According to Eventbrite, the best events are:

Thrive Table Florida-Spring 2026 I Let’s Brunch. Let’s Build. Let’s Thrive!

Pasarela White Fashion Show 2026

Cup with Stemma

Ink Swatch Doodle Art with Pen & Brush - Orlando Stationary - FRI 11:30am

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

lululemon disney springs

dog adoption events

winter garden fl

Which events are coming up?

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

✝️Orlando Christian Speed Dating | IYKYK Dating | 20s-30s | 5/18/26

Sunrise & Shades: Tropical Pink & White Carnival Brunch Fete

Orlando en Reparto Mode