2026 Orlando Health Town of Windermere Run Among the Lakes 5K/10K Sat, 10 Oct at 06:00 am Windermere Town Hall HEALTH-WELLNESS
O.A.R. Three Decades Tour with Gavin Degraw & KT Tunstall Sun, 15 Nov at 06:30 pm Hard Rock Live Orlando
FS8 Windermere x Caryoli: FREE Community Yoga Class for Women Sat, 03 Oct at 12:30 pm FS8 Windermere FREE FITNESS
Jonathan Van Ness: Hot & Healed *Ages 18+ Only* Fri, 20 Nov at 08:00 pm Hard Rock Live Orlando MEET-AND-GREET
Daawat - The Experience x Cookilicious: A Festive Pop-Up Dinner Fri, 16 Oct at 07:00 pm Daawat - The Experience Pop up USD 159 FITNESS
Arnold Palmer Invitational presented by Mastercard Fri, 19 Mar at 07:00 am Arnold Palmer's Bay Hill Club & Lodge
Deaf Day Out at Universal Island of Adventure in Orlando,FL! Sat, 28 Nov at 09:00 am Universal Orlando, Island of Adventures TRIPS-ADVENTURES
Windermere Craft Beer Fest 2026 ***Official*** Sat, 17 Oct at 04:00 pm 520 Main St, Windermere, FL FESTIVALS
ALWAYS DANCE ACADEMY HOLIDAY SHOWCASE 2026 Wed, 11 Nov at 06:00 pm Windermere Town Hall USD 30 FITNESS
Trunk or Treat at TLE Windermere Fri, 23 Oct at 06:00 pm The Learning Experience - Windermere FREE FITNESS
International Conference on Cardiology & Heart Health Thu, 22 Oct at 08:00 am Hilton Garden Inn Lake Buena Vista Orlando, FL, USA FITNESS
Everyone Deserves A Family 4th Annual Fundraiser Thu, 15 Oct at 05:30 pm Windermere Brewing Company USD 55 FITNESS
2nd Annual Holiday Extravaganza Art Show & Performing Arts Sat, 14 Nov at 10:00 am Windermere Town Hall ART
The Disney World Tesla Light Show Fireworks Sync (Limited Pass) Sat, 16 Jan at 07:00 pm Tesla Supercharger USD 45 TO 250 FITNESS
Josué Comedy at Windermere High School Auditorium Sat, 14 Nov Windermere High School Auditorium COMEDY
OSL North American Conference: The Power of His Love Thu, 22 Oct at 07:00 pm Church of the Ascension BUSINESS
World Congress on Pediatrics, Child Health and Neonatal Care Thu, 22 Oct at 08:00 am Hilton Garden Inn Lake Buena Vista Orlando, FL, USA FITNESS
Arnold Palmer Invitational at Bay Hill Club and Lodge Tue, 16 Mar at 11:59 pm Bay Hill Club and Lodge TRIPS-ADVENTURES
Lake Reams High Fitness Class Mon, 19 Oct at 09:30 am The Church of Jesus Christ of Latter-day Saints FREE FITNESS