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Events and Things to do in Windermere, Canada

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Almost full
2026 Bedlam Week 1
Fri, Nov 13, 7:00 PM
Rosseau · Muskoka Woods
Almost full
2026 Bedlam Week 1
Fri, Nov 13, 7:00 PM
Rosseau · Muskoka Woods
Almost full
Caroline Marie Brooks
Tomorrow at 7:30 PM
Huntsville · Sandhill Nursery
Almost full
Caroline Marie Brooks
Tomorrow at 7:30 PM
Huntsville · Sandhill Nursery
Sales end soon
MUSKOKA - COTTAGE COUNTRY WITCH HALLOWEEN HOLISTIC HEALING FAIR™
Saturday at 10:00 AM
Bracebridge · Bracebridge fairgrounds, Town of, Fraserburg Road, Bracebridge, ON, Canada
Sales end soon
MUSKOKA - COTTAGE COUNTRY WITCH HALLOWEEN HOLISTIC HEALING FAIR™
Saturday at 10:00 AM
Bracebridge · Bracebridge fairgrounds, Town of, Fraserburg Road, Bracebridge, ON, Canada
Shift Happens, the Muskoka Business Week Conference Nov. 26
Thu, Nov 26, 9:00 AM
Bracebridge · Canadian Raceboat Hall of Fame & The Venue
Shift Happens, the Muskoka Business Week Conference Nov. 26
Thu, Nov 26, 9:00 AM
Bracebridge · Canadian Raceboat Hall of Fame & The Venue
Sales end soon
Bala Legion Concerts Presents Tres Hombres
Wednesday at 7:30 PM
Bala · Royal Canadian Legion Branch 424
Sales end soon
Bala Legion Concerts Presents Tres Hombres
Wednesday at 7:30 PM
Bala · Royal Canadian Legion Branch 424
Bala Legion Concerts Presents Local Talent Showcase
Sat, Nov 14, 7:00 PM
Bala · Royal Canadian Legion Branch 424
Bala Legion Concerts Presents Local Talent Showcase
Sat, Nov 14, 7:00 PM
Bala · Royal Canadian Legion Branch 424
Black Water Union LIVE @ Bracebridge Hall
Fri, Nov 20, 8:00 PM
Bracebridge · Bracebridge Hall
Black Water Union LIVE @ Bracebridge Hall
Fri, Nov 20, 8:00 PM
Bracebridge · Bracebridge Hall
Selling fast
Allora Presents: Halloween After Dark
Sat, Oct 31, 10:00 PM
Huntsville · Allora
Selling fast
Allora Presents: Halloween After Dark
Sat, Oct 31, 10:00 PM
Huntsville · Allora
Almost full
Comedy Night in Parry Sound
Saturday at 8:00 PM
Seguin · Jolly Roger Inn & Resort
Almost full
Comedy Night in Parry Sound
Saturday at 8:00 PM
Seguin · Jolly Roger Inn & Resort
Muskoka Halloween Dance Party
Fri, Oct 30, 7:00 PM
Gravenhurst · Muskoka Discovery Centre
Muskoka Halloween Dance Party
Fri, Oct 30, 7:00 PM
Gravenhurst · Muskoka Discovery Centre
Sober Gala 2026
Sun, Nov 29, 5:00 PM
Huntsville · Active Living Centre
Sober Gala 2026
Sun, Nov 29, 5:00 PM
Huntsville · Active Living Centre
Sales end soon
Author Speaker Series
Saturday at 1:00 PM + 3 more
Gravenhurst · Muskoka Discovery Centre
Sales end soon
Author Speaker Series
Saturday at 1:00 PM + 3 more
Gravenhurst · Muskoka Discovery Centre
Multi Chamber Business After Hours at PK Lodge
Thu, Dec 3, 5:00 PM
Bracebridge · Patterson Kaye Lodge
Multi Chamber Business After Hours at PK Lodge
Thu, Dec 3, 5:00 PM
Bracebridge · Patterson Kaye Lodge
Mosaic Christmas Craft Night
Mon, Nov 30, 6:30 PM
Parry Sound · Blakes Memories of Muskoka - Seguin
Mosaic Christmas Craft Night
Mon, Nov 30, 6:30 PM
Parry Sound · Blakes Memories of Muskoka - Seguin
Bala Legion Concerts Presents Into The Void
Sat, Nov 28, 7:30 PM
Bala · Royal Canadian Legion Branch 424
Bala Legion Concerts Presents Into The Void
Sat, Nov 28, 7:30 PM
Bala · Royal Canadian Legion Branch 424
Bath Bomb Making Workshop
Sun, Nov 1, 2:00 PM
Huntsville · Little Shoppe of Arts
Bath Bomb Making Workshop
Sun, Nov 1, 2:00 PM
Huntsville · Little Shoppe of Arts
Sales end soon
Provincial Life Share Coordinators Association Conference
Thu, Oct 29, 11:30 AM
Huntsville · Deerhurst Resort
Sales end soon
Provincial Life Share Coordinators Association Conference
Thu, Oct 29, 11:30 AM
Huntsville · Deerhurst Resort
MUSKOKA - CRYSTALS & COTTAGE LIVING HOLISTIC HEALING FAIR™
Sun, May 16, 10:00 AM
Bracebridge · Bracebridge fairgrounds, Town of, Fraserburg Road, Bracebridge, ON, Canada
MUSKOKA - CRYSTALS & COTTAGE LIVING HOLISTIC HEALING FAIR™
Sun, May 16, 10:00 AM
Bracebridge · Bracebridge fairgrounds, Town of, Fraserburg Road, Bracebridge, ON, Canada
Sales end soon
Barista Basics Workshop
Tomorrow at 6:30 PM
Huntsville · Town of
Sales end soon
Barista Basics Workshop
Tomorrow at 6:30 PM
Huntsville · Town of
2027 The Gathering
Sun, Jan 3, 6:30 PM
Huntsville · Muskoka Bible Centre
2027 The Gathering
Sun, Jan 3, 6:30 PM
Huntsville · Muskoka Bible Centre

1 of 61

Things to do around Windermere

Things to do in Simcoe

Things to do in Muskoka

Things to do in Orillia

Things to do in Haliburton

Things to do in Parry Sound

Things to do in Mnjikaning First Nation Indian Reserve No. 32

Things to do in Seguin

Things to do in Strong

Things to do in Burk's Falls

Things to do in Armour

Trends in Windermere

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1. Sausage fest

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Frequently asked questions about Windermere

What are the best events to attend?

According to Eventbrite, the best events are:

2026 Bedlam Week 1

Shift Happens, the Muskoka Business Week Conference Nov. 26

Bala Legion Concerts Presents Tres Hombres

Bala Legion Concerts Presents Local Talent Showcase

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

Which events are coming up?

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

Barista Basics Workshop

Caroline Marie Brooks

MUSKOKA - COTTAGE COUNTRY WITCH HALLOWEEN HOLISTIC HEALING FAIR™

Author Speaker Series

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