Winter Garden

Winter Garden is located just 14 miles west of Downtown Orlando. With almost 35,000 residents, it's home to local shops, restaurants, historical buildings, and even a neighborhood farmer's market. Winter Garden is a thriving community with local events for everyone to enjoy and gorgeous scenery with its proximity to Lake Apopka and the West Orange Trail. In Winter Garden, you'll find the historic Garden Theatre, which hosts movies, plays, and special events. The Winter Garden Farmer's Market is a popular place for local produce, live entertainment, and and shopping. Winter Garden locals have plenty of things to do in town. Visit Winter Garden to experience a charming town close to Orlando, Florida.

Rhythm & Roots Music Festival

March 8th - 4:00pm
(407) 656-4111

The Rhythm & Roots Music Festival has live music performances for all ages!

Superhero Scramble

May 10th - 9:00am

An epic race made for comic book fans and superhero lovers with challenging obstacles, rough terrain, an exciting event area, and awesome prizes.

Join hundreds of cyclists as they zoom through Winter Garden at speeds in excess of 35 mph!

Uncle Don's Annual Chili Cook Off

February 1st - 5:00pm
(407) 656-4111

This annual all-you-can-eat chili event benefits the American Cancer Society!

Warrior Band's 5K Dash

April 5th - 7:15am
(407) 905-2409

This inaugural 5K benefits the Warrior Band at West Orange High School in Winter Garden!

Wine & Craft Brew Festival

April 5th - 3:00pm
(407) 654-0360

Try 100+ wines, brews and imported beers from around the globe, and sample menu items from local restaurants at this Winter Garden event!

Winter Garden Bike Fest

March 8th - 7:00am

This Winter Garden festival features a bike expo, races, routes, live music, a kids zone, and local businesses in the community!

Winter Garden Christmas Parade

December 7th - 1:00pm
(407) 656-4111

The Christmas Parade in an annual tradition in downtown Winter Garden featuring parade floats, Christmas songs, and Santa Claus!

Winter Garden Art Festival

Nov. 23rd: 11 am - 8 pm, Nov. 24th: 11 am - 5 pm

The Winter Garden Art Festival has shopping, local art displays, and live entertainment for all ages!

North Pole Companion

Dec. 13th - 15th. 8 pm on Fri. & Sat., 2 pm on Sun.
(407) 877-4736

Presented by Encore! Cast Performing Arts, this variety show features lots of fun holiday talent performing live at the Garden Theatre!