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Events and Things to do in Windermere, FL

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Almost full
Lakeside Pilates in the Gardens - Self-Care Sunday
Sun, May 31, 10:00 AM
Orlando · Harry P. Leu Gardens
Almost full
Lakeside Pilates in the Gardens - Self-Care Sunday
Sun, May 31, 10:00 AM
Orlando · Harry P. Leu Gardens
It’s Better This Way The Stageplay
Sat, May 30, 7:00 PM
Orlando · Dream City Event Center and Performing Arts
It’s Better This Way The Stageplay
Sat, May 30, 7:00 PM
Orlando · Dream City Event Center and Performing Arts
Almost full
FREE Smoothie Workshop
Sun, Jun 14, 1:00 PM
Orlando · Dr. P. Phillips YMCA Family Center
Almost full
FREE Smoothie Workshop
Sun, Jun 14, 1:00 PM
Orlando · Dr. P. Phillips YMCA Family Center
SHOOT YOUR SHOT SATURDAYS: FATHER’S DAY EDITION
Sat, Jun 20, 10:00 PM
Orlando · Cosmo Downtown
SHOOT YOUR SHOT SATURDAYS: FATHER’S DAY EDITION
Sat, Jun 20, 10:00 PM
Orlando · Cosmo Downtown
Kintsugi: The Beauty in Imperfection
Sun, May 31, 11:00 AM
Orlando · The Urban Ashram
Kintsugi: The Beauty in Imperfection
Sun, May 31, 11:00 AM
Orlando · The Urban Ashram
Just added
OBL - Battle of the Cities - Standing 6
Fri, Jun 12, 6:00 PM
Orlando · Oak Ridge High School
Just added
OBL - Battle of the Cities - Standing 6
Fri, Jun 12, 6:00 PM
Orlando · Oak Ridge High School
Almost full
Romantasy BookCon- Orlando 2026
Thu, Oct 22, 4:00 PM
Lake Buena Vista · Hilton Orlando Lake Buena Vista - Disney Springs Area
Almost full
Romantasy BookCon- Orlando 2026
Thu, Oct 22, 4:00 PM
Lake Buena Vista · Hilton Orlando Lake Buena Vista - Disney Springs Area
The Ascent
Sat, Jun 27, 7:00 PM
Orlando · Orlando Family Stage
The Ascent
Sat, Jun 27, 7:00 PM
Orlando · Orlando Family Stage
Florida's Women in Energy Leadership Forum 2026
Mon, Aug 31, 1:00 PM
Lake Buena Vista · Four Seasons Resort Orlando at Walt Disney World® Resort
Florida's Women in Energy Leadership Forum 2026
Mon, Aug 31, 1:00 PM
Lake Buena Vista · Four Seasons Resort Orlando at Walt Disney World® Resort
Sales end soon
Drag Brunch at Savoy! Orlando's Favorite Drag Brunch!
Sunday at 11:00 AM
Orlando · Savoy Orlando
Sales end soon
Drag Brunch at Savoy! Orlando's Favorite Drag Brunch!
Sunday at 11:00 AM
Orlando · Savoy Orlando
Eliza Knight in conversation with Kristin Harmel!
Tue, Jun 9, 6:00 PM
Winter Park · Mead Botanical Garden
Eliza Knight in conversation with Kristin Harmel!
Tue, Jun 9, 6:00 PM
Winter Park · Mead Botanical Garden
Sales end soon
Still On Sunday: Tony Carter’s 40th Birthday Throwback R&B Experience
Sunday at 7:00 PM
Orlando · Still Lounge by Dre and Snoop
Sales end soon
Still On Sunday: Tony Carter’s 40th Birthday Throwback R&B Experience
Sunday at 7:00 PM
Orlando · Still Lounge by Dre and Snoop
The Girls Room :Sapphic Night, Blame it on My Sign
Fri, May 29, 8:00 PM
Orlando · Luna Bar
The Girls Room :Sapphic Night, Blame it on My Sign
Fri, May 29, 8:00 PM
Orlando · Luna Bar
CITY LIGHTS: LIGHT SEASON
Fri, May 29, 7:30 PM
Winter Garden · West Orange Dream Center
CITY LIGHTS: LIGHT SEASON
Fri, May 29, 7:30 PM
Winter Garden · West Orange Dream Center
Sales end soon
MAY 22nd: Black Smurf Live in Orlando, FL
Friday at 7:00 PM
Orlando · Have Knotz Entertainment
Sales end soon
MAY 22nd: Black Smurf Live in Orlando, FL
Friday at 7:00 PM
Orlando · Have Knotz Entertainment
From Abandoned to Never Forsaken: Book Signing Experience
Sat, Jun 6, 7:00 PM
Winter Garden · CC's Place
From Abandoned to Never Forsaken: Book Signing Experience
Sat, Jun 6, 7:00 PM
Winter Garden · CC's Place
Read The Room 010
Fri, May 29, 9:00 PM
Orlando · 4880 Distribution Ct
Read The Room 010
Fri, May 29, 9:00 PM
Orlando · 4880 Distribution Ct
Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026
Wed, May 27, 6:00 PM
Clermont · The Station
Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026
Wed, May 27, 6:00 PM
Clermont · The Station
Strong Not Silent 1 Year Anniversary
Sun, Jun 14, 3:00 PM
Orlando · 111 E Washington St
Strong Not Silent 1 Year Anniversary
Sun, Jun 14, 3:00 PM
Orlando · 111 E Washington St
Flames & Mimosas: Pressure Bday Brunch
Sat, Jun 6, 1:00 PM
Orlando · 69 E Pine St
Flames & Mimosas: Pressure Bday Brunch
Sat, Jun 6, 1:00 PM
Orlando · 69 E Pine St

Trends in Windermere

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Frequently asked questions about Windermere

What are the best events to attend?

According to Eventbrite, the best events are:

Lakeside Pilates in the Gardens - Self-Care Sunday

It’s Better This Way The Stageplay

FREE Smoothie Workshop

SHOOT YOUR SHOT SATURDAYS: FATHER’S DAY EDITION

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

lululemon disney springs

winter garden fl

dog adoption events

Which events are coming up?

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

MAY 22nd: Black Smurf Live in Orlando, FL

Drag Brunch at Savoy! Orlando's Favorite Drag Brunch!

Still On Sunday: Tony Carter’s 40th Birthday Throwback R&B Experience

Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026