Arts Events and Things to do in Windermere, FL

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

Next Thing You Know... JLAAA 2026 Aerial Showcase!!
Sat, Jun 6, 6:00 PM
Winter Park · Trinity Preparatory School of Florida
Next Thing You Know... JLAAA 2026 Aerial Showcase!!
Sat, Jun 6, 6:00 PM
Winter Park · Trinity Preparatory School of Florida
The National Gala of Arts and Dance
Sat, May 30, 6:00 PM
Lake Buena Vista · Four Seasons Resort Orlando at Walt Disney World® Resort
The National Gala of Arts and Dance
Sat, May 30, 6:00 PM
Lake Buena Vista · Four Seasons Resort Orlando at Walt Disney World® Resort
Sales end soon
Art and Spirituality
Saturday at 12:00 PM + 1 more
Orlando · The Urban Ashram
Sales end soon
Art and Spirituality
Saturday at 12:00 PM + 1 more
Orlando · The Urban Ashram
New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)
Mon, Jun 1, 7:00 PM + 2 more
Orlando · Bynx Orlando
New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)
Mon, Jun 1, 7:00 PM + 2 more
Orlando · Bynx Orlando
Sales end soon
Hot Takes Comedy at Twelve Talons Beerworks
Saturday at 8:00 PM
Orlando · Twelve Talons Beerworks
Sales end soon
Hot Takes Comedy at Twelve Talons Beerworks
Saturday at 8:00 PM
Orlando · Twelve Talons Beerworks
Dead _____ Club: a comedy showcase
Sat, May 23, 7:30 PM
Orlando · Barley & Vine Biergarten
Dead _____ Club: a comedy showcase
Sat, May 23, 7:30 PM
Orlando · Barley & Vine Biergarten
Salsa vs Bachata Social @Studio Synergy in Orlando!
Sat, May 30, 9:00 PM
Orlando · Studio Synergy
Salsa vs Bachata Social @Studio Synergy in Orlando!
Sat, May 30, 9:00 PM
Orlando · Studio Synergy
The Amazing Digital Burlesque and Bingo
Sat, Jul 25, 8:30 PM
Orlando · Hourglass Brewing at Hourglass District
The Amazing Digital Burlesque and Bingo
Sat, Jul 25, 8:30 PM
Orlando · Hourglass Brewing at Hourglass District
Sales end soon
Jazz N' Jokes Orlando - COMEDY SUPPER CLUB
Today at 8:00 PM + 32 more
Orlando · Debonair Supper Club
Sales end soon
Jazz N' Jokes Orlando - COMEDY SUPPER CLUB
Today at 8:00 PM + 32 more
Orlando · Debonair Supper Club
Rewind
Sat, Jun 6, 8:00 PM + 2 more
Orlando · ME Theatre
Rewind
Sat, Jun 6, 8:00 PM + 2 more
Orlando · ME Theatre
Smile City Comedy Show & Good Times Bar & Grill
Thu, May 28, 7:00 PM
Maitland · Good Times Bar & Grill
Smile City Comedy Show & Good Times Bar & Grill
Thu, May 28, 7:00 PM
Maitland · Good Times Bar & Grill
Coppelia - June 6, 2026
Sat, Jun 6, 1:00 PM + 1 more
Orlando · Cypress Creek High School
Coppelia - June 6, 2026
Sat, Jun 6, 1:00 PM + 1 more
Orlando · Cypress Creek High School
25 Years of Flava A Story of Colors and Emotions Dance Recital
Sun, Jun 7, 2:00 PM
Kissimmee · Tohopekaliga High School
25 Years of Flava A Story of Colors and Emotions Dance Recital
Sun, Jun 7, 2:00 PM
Kissimmee · Tohopekaliga High School
Summer Art Sessions
Mon, Jun 15, 9:15 AM
Orlando · 805 W Central Blvd suite a
Summer Art Sessions
Mon, Jun 15, 9:15 AM
Orlando · 805 W Central Blvd suite a
Sales end soon
Fridays Comedy Show
Tomorrow at 8:00 PM + 15 more
Orlando · Barley & Vine Biergarten
Sales end soon
Fridays Comedy Show
Tomorrow at 8:00 PM + 15 more
Orlando · Barley & Vine Biergarten
Neurographic Art: Rewiring Through Creativity
Sat, May 23, 3:00 PM + 1 more
Orlando · The Urban Ashram
Neurographic Art: Rewiring Through Creativity
Sat, May 23, 3:00 PM + 1 more
Orlando · The Urban Ashram
Stories in Stone: A Walking Tour of the Maitland Art Center
Thu, May 28, 10:00 AM + 8 more
Maitland · Art & History Museums of Maitland
Stories in Stone: A Walking Tour of the Maitland Art Center
Thu, May 28, 10:00 AM + 8 more
Maitland · Art & History Museums of Maitland
Turn That Frown Comedy Show
Sun, May 31, 7:00 PM + 4 more
Orlando · Grumpy's Underground
Turn That Frown Comedy Show
Sun, May 31, 7:00 PM + 4 more
Orlando · Grumpy's Underground
POLASEK NIGHTS
Thu, May 21, 6:00 PM
Winter Park · Albin Polasek Museum & Sculpture Gardens
POLASEK NIGHTS
Thu, May 21, 6:00 PM
Winter Park · Albin Polasek Museum & Sculpture Gardens
Orlando Comedy Showcase | Live Comedy at Orlando Comedy Club
Mon, Jun 22, 8:00 PM
Orlando · Calypso Bar & Grill
Orlando Comedy Showcase | Live Comedy at Orlando Comedy Club
Mon, Jun 22, 8:00 PM
Orlando · Calypso Bar & Grill

Trends in Windermere

Explore more trends

Frequently asked questions about Windermere

What are the best events to attend?

According to Eventbrite, the best events are:

Next Thing You Know... JLAAA 2026 Aerial Showcase!!

The National Gala of Arts and Dance

New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)

Dead _____ Club: a comedy showcase

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

lululemon disney springs

single

senior living

dog adoption events

Which events are coming up?

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

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Fridays Comedy Show

Art and Spirituality

Hot Takes Comedy at Twelve Talons Beerworks

Next Thing You Know... JLAAA 2026 Aerial Showcase!!

Next Thing You Know... JLAAA 2026 Aerial Showcase!!

The National Gala of Arts and Dance

The National Gala of Arts and Dance

Art and Spirituality

Art and Spirituality

New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)

New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)

Hot Takes Comedy at Twelve Talons Beerworks

Hot Takes Comedy at Twelve Talons Beerworks

Dead _____ Club: a comedy showcase

Dead _____ Club: a comedy showcase

Salsa vs Bachata Social @Studio Synergy in Orlando!

Salsa vs Bachata Social @Studio Synergy in Orlando!

The Amazing Digital Burlesque and Bingo

The Amazing Digital Burlesque and Bingo

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Rewind

Rewind

Smile City Comedy Show & Good Times Bar & Grill

Smile City Comedy Show & Good Times Bar & Grill

Coppelia - June 6, 2026

Coppelia - June 6, 2026

25 Years of Flava A Story of Colors and Emotions Dance Recital

25 Years of Flava A Story of Colors and Emotions Dance Recital

Summer Art Sessions

Summer Art Sessions

Fridays Comedy Show

Fridays Comedy Show

Neurographic Art: Rewiring Through Creativity

Neurographic Art: Rewiring Through Creativity

Stories in Stone: A Walking Tour of the Maitland Art Center

Stories in Stone: A Walking Tour of the Maitland Art Center

Turn That Frown Comedy Show

Turn That Frown Comedy Show

POLASEK NIGHTS

POLASEK NIGHTS

Orlando Comedy Showcase | Live Comedy at Orlando Comedy Club

Orlando Comedy Showcase | Live Comedy at Orlando Comedy Club

Things to do around Windermere

Trends in Windermere

1. Lululemon disney springs

2. Single

3. Senior living

4. Dog adoption events

5. Winter garden fl

6. Wine walk

7. Volunteer events

8. Queen concert

9. Pasta

10. Party

11. Independence fireworks

12. Food truck festival

What are the best events to attend?

Which events are currently trending in Windermere?

Which events are coming up?