Featured
Food Truck Night
Town Square Park 520 Main Street, WindermereJoin us on Friday, July 22, 2022 from 6pm to 9:30pm, rain or shine, for our monthly Food Truck Night! Live music provided by Sound Check, Orlando's premier teen rock […]
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Family Friendly Events
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesShop with a BANG! Visit us Fridays from 9am to 1:30pm at Town Square Park, 520 Main Street. Friendly, leashed pets are always welcome. Please remember to clean up […]
Featured
Farmers Market
HOWDY PARTNER! Windermere's weekly Farmers Market is the best place to lasso everything you need for home, school, work, or the rodeo! The Town of Windermere hosts a weekly […]
Featured
Farmers Market
HOWDY PARTNER! Windermere's weekly Farmers Market is the best place to lasso everything you need for home, school, work, or the rodeo! The Town of Windermere hosts a weekly […]
Featured
Farmers Market
HOWDY PARTNER! Windermere's weekly Farmers Market is the best place to lasso everything you need for home, school, work, or the rodeo! The Town of Windermere hosts a […]
Featured
Farmers Market
HOWDY PARTNER! Windermere's weekly Farmers Market is the best place to lasso everything you need for home, school, work, or the rodeo! The Town of Windermere hosts a weekly […]
Featured
Farmers Market
IT'S FALL, Y'ALL! Find everything you need for home, school, or work at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, 520 […]
Featured
Farmers Market
IT'S FALL, Y'ALL! Find everything you need for home, school, or work at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, 520 […]
Featured
Cops & Bobbers
Join the Windermere Police Department on Saturday, September 17, 2022 from 8am – 12pm to fish among the lakes! Bobbers aged 3-17 are invited to race minnows, fish with […]
Featured
Sleep in Heavenly Peace Community Bunk Bed Build
Town Square Park 520 Main Street, WindermereClick here for more info and to register
2022 5K & 10K Run Among the Lakes
Town Hall 520 Main Street, Windermere, FL, United StatesLearn more here
Featured
Parks & Recreation Halloween Costume Parade & Hayride
Town Hall 520 Main Street, Windermere, FL, United States. When: Saturday, October 29, 2022 at 9:45am Where: Windermere Town Hall, 520 Main Street What: Parks & Recreation's annual Halloween Costume Parade & Hayride! Come dressed up and ready […]
Featured
Farmers Market
Town Square Park 520 Main Street, WindermereGive Thanks! Find everything you need for home, school, work, or family gatherings at Windermere’s weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square […]
Featured
**CANCELLED** Farmers Market
Town Square Park 520 Main Street, WindermereDue to Tropical Storm Nicole, the Windermere Farmers Market has been cancelled for Friday, November 11. For updates, be sure to visit our hurricane page. And consider downloading the Town's […]
Featured
Farmers Market
Town Square Park 520 Main Street, WindermereGive Thanks! Find everything you need for home, school, work, or family gatherings at Windermere’s weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square […]
Featured
Light Up Windermere / November Food Truck Night
Town Square Park 520 Main Street, Windermere. Join us for Light Up Windermere Friday, November 18, 2022, rain or shine (event will be cancelled in event of lightening) 5pm - 9:30pm, Town Square Park (520 […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesWe've got something for everyone on Santa's "Nice List!" Find everything you need for under the tree, stockings, or the dinner table at Windermere's weekly Farmers Market. Visit […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesWe've got something for everyone on Santa's "Nice List!" Find everything you need for under the tree, stockings, or the dinner table at Windermere's weekly Farmers Market. Visit […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesWe've got something for everyone on Santa's "Nice List!" Find everything you need for under the tree, stockings, or the dinner table at Windermere's weekly Farmers Market. Visit […]
Featured
Holiday Movie / December Food Truck Night
Town Square Park 520 Main Street, WindermereJoin us for our Annual Holiday Movie Night Friday, December 16, 2022, rain or shine (event will be cancelled in event of lightening) 6pm - 9:30pm, Town Square Park […]
Featured
White Swan Academy Presents: The Nutcracker Story
Town Square Park 520 Main Street, WindermereWhite Swan Academy will be performing a FREE recital of "The Nutcracker Story" on Saturday, December 17, 2022. The show starts at 1pm and will take place at Town Square […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesStart the New Year Off Right! Find everything you need for 2023 at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, […]
Featured
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesStart the New Year Off Right! Find everything you need for 2023 at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesStart the New Year Off Right! Find everything you need for 2023 at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, […]
Featured Farmers Market
Farmers Market
Town Hall 520 Main Street, Windermere, FL, United StatesStart the New Year Off Right! Find everything you need for 2023 at Windermere's weekly Farmers Market. Visit us Fridays from 9am to 1:30pm at Town Square Park, […]