Arts Events and Things to do in Windermere, FL

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

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Coppelia - June 6, 2026
Saturday at 1:00 PM + 1 more
Orlando · Cypress Creek High School
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Coppelia - June 6, 2026
Saturday at 1:00 PM + 1 more
Orlando · Cypress Creek High School
Stand-Up Comedy Night in Orlando: Nadeem Awaad & David Sadman
Fri, Jun 26, 8:00 PM
Orlando · Calypso Bar & Grill
Stand-Up Comedy Night in Orlando: Nadeem Awaad & David Sadman
Fri, Jun 26, 8:00 PM
Orlando · Calypso Bar & Grill
Sip & Paint @ Twelve Talons by One of One Artworks
Fri, Jun 19, 7:00 PM
Orlando · Twelve Talons Beerworks
Sip & Paint @ Twelve Talons by One of One Artworks
Fri, Jun 19, 7:00 PM
Orlando · Twelve Talons Beerworks
Grounding in Clay: A Mindful Planter Workshop
Sat, Jul 25, 12:00 PM
Orlando · Harry P. Leu Gardens
Grounding in Clay: A Mindful Planter Workshop
Sat, Jul 25, 12:00 PM
Orlando · Harry P. Leu Gardens
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Orlando Comedy Club – Stand-Up Comedy on I-Drive
Tomorrow at 8:00 PM + 12 more
Orlando · 6300 Parc Corniche Dr
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Orlando Comedy Club – Stand-Up Comedy on I-Drive
Tomorrow at 8:00 PM + 12 more
Orlando · 6300 Parc Corniche Dr
Playhouse Fridays
Fri, Jun 19, 10:00 PM + 10 more
Orlando · Tier Nightclub
Playhouse Fridays
Fri, Jun 19, 10:00 PM + 10 more
Orlando · Tier Nightclub
Paint Your Partner Date Night by One of One Artworks
Wed, Jun 24, 7:00 PM
Orlando · Barley and Vine Biergarten
Paint Your Partner Date Night by One of One Artworks
Wed, Jun 24, 7:00 PM
Orlando · Barley and Vine Biergarten
Just added
Banned Books Drag Bingo at Bookburn Cafe
Fri, Jun 26, 6:30 PM
Orlando · BookBurn Cafe and Social
Just added
Banned Books Drag Bingo at Bookburn Cafe
Fri, Jun 26, 6:30 PM
Orlando · BookBurn Cafe and Social
June 19th orlando artist appreciation artist showcase @ Moodlounge
Fri, Jun 19, 9:00 PM
Orlando · Mood Hookah Lounge and Bar
June 19th orlando artist appreciation artist showcase @ Moodlounge
Fri, Jun 19, 9:00 PM
Orlando · Mood Hookah Lounge and Bar
Art and Spirituality
Sat, Jun 13, 1:00 PM
Orlando · The Urban Ashram
Art and Spirituality
Sat, Jun 13, 1:00 PM
Orlando · The Urban Ashram
Going fast
Rewind
Saturday at 8:00 PM + 2 more
Orlando · ME Theatre
Going fast
Rewind
Saturday at 8:00 PM + 2 more
Orlando · ME Theatre
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25 Years of Flava A Story of Colors and Emotions Dance Recital
Sunday at 2:00 PM
Kissimmee · Tohopekaliga High School
Sales end soon
25 Years of Flava A Story of Colors and Emotions Dance Recital
Sunday at 2:00 PM
Kissimmee · Tohopekaliga High School
Sales end soon
Jazz N' Jokes Orlando - COMEDY SUPPER CLUB
Thursday at 8:00 PM + 29 more
Orlando · Debonair Supper Club
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Jazz N' Jokes Orlando - COMEDY SUPPER CLUB
Thursday at 8:00 PM + 29 more
Orlando · Debonair Supper Club
Dance Magic Dance
Fri, Jun 26, 7:30 PM
Orlando · New Generation Theatrical
Dance Magic Dance
Fri, Jun 26, 7:30 PM
Orlando · New Generation Theatrical
New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)
Mon, Jul 13, 7:00 PM + 1 more
Orlando · Bynx Orlando
New Peace Mondays Orlando (Hip Hop, Poetry, Comedy, Live Music)
Mon, Jul 13, 7:00 PM + 1 more
Orlando · Bynx Orlando
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Fridays Comedy Show
Friday at 8:00 PM + 14 more
Orlando · Barley & Vine Biergarten
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Fridays Comedy Show
Friday at 8:00 PM + 14 more
Orlando · Barley & Vine Biergarten
Neurographic Art: Rewiring Through Creativity
Thu, Jun 11, 7:00 PM + 1 more
Orlando · The Urban Ashram
Neurographic Art: Rewiring Through Creativity
Thu, Jun 11, 7:00 PM + 1 more
Orlando · The Urban Ashram
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Stories in Stone: A Walking Tour of the Maitland Art Center
Saturday at 10:00 AM + 7 more
Maitland · Art & History Museums of Maitland
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Stories in Stone: A Walking Tour of the Maitland Art Center
Saturday at 10:00 AM + 7 more
Maitland · Art & History Museums of Maitland
Kay Nolly GALA
Fri, Jul 24, 6:00 PM
Orlando · Imperial Design Hall "Era Victorian"
Kay Nolly GALA
Fri, Jul 24, 6:00 PM
Orlando · Imperial Design Hall "Era Victorian"
June Fox & Hound Paint & Sip
Mon, Jun 8, 7:30 PM
Kissimmee · 3514 W Vine St
June Fox & Hound Paint & Sip
Mon, Jun 8, 7:30 PM
Kissimmee · 3514 W Vine St

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:

Coppelia - June 6, 2026

Stand-Up Comedy Night in Orlando: Nadeem Awaad & David Sadman

Sip & Paint @ Twelve Talons by One of One Artworks

Grounding in Clay: A Mindful Planter Workshop

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

lululemon disney springs

dog adoption events

winter garden fl

volunteer events

Which events are coming up?

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

Orlando Comedy Club – Stand-Up Comedy on I-Drive

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Fridays Comedy Show

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

Coppelia - June 6, 2026

Coppelia - June 6, 2026

Stand-Up Comedy Night in Orlando: Nadeem Awaad & David Sadman

Stand-Up Comedy Night in Orlando: Nadeem Awaad & David Sadman

Sip & Paint @ Twelve Talons by One of One Artworks

Sip & Paint @ Twelve Talons by One of One Artworks

Grounding in Clay: A Mindful Planter Workshop

Grounding in Clay: A Mindful Planter Workshop

Orlando Comedy Club – Stand-Up Comedy on I-Drive

Orlando Comedy Club – Stand-Up Comedy on I-Drive

Playhouse Fridays

Playhouse Fridays

Paint Your Partner Date Night by One of One Artworks

Paint Your Partner Date Night by One of One Artworks

Banned Books Drag Bingo at Bookburn Cafe

Banned Books Drag Bingo at Bookburn Cafe

June 19th orlando artist appreciation artist showcase @ Moodlounge

June 19th orlando artist appreciation artist showcase @ Moodlounge

Art and Spirituality

Art and Spirituality

Rewind

Rewind

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

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

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Jazz N' Jokes Orlando - COMEDY SUPPER CLUB

Dance Magic Dance

Dance Magic Dance

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

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

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

Kay Nolly GALA

Kay Nolly GALA

June Fox & Hound Paint & Sip

June Fox & Hound Paint & Sip

Things to do around Windermere

Trends in Windermere

1. Lululemon disney springs

2. Dog adoption events

3. Winter garden fl

4. Volunteer events

5. Pasta

6. Fireworks

7. Single

8. Senior living

9. Queen concert

10. Independence fireworks

11. Florida classic car show

12. Drag

What are the best events to attend?

Which events are currently trending in Windermere?

Which events are coming up?