Bob and Gladys and J.L. and Mabel Dillard riding through the Dillard Grove, c. 1915.
Historic downtown Winter Garden is easy to get to. It’s located within one mile off SR 429 and the Florida Turnpike. Click here for driving directions.
Winter Garden Heritage Museum
Hours: Open every day, 1 to 5 p.m., except major holidays.
Admission: Free, although donations are appreciated.
Location: 1 N. Main Street, Winter Garden, Florida, 32787
Phone: 407-656-5544
Central Florida Railroad Museum
Hours: Open every day, 1 to 5 p.m., except major holidays.
Admission: Free, although donations are appreciated.
Location: 101 South Boyd Street, Winter Garden, Florida, 32787
Phone: 407-656-0559
WGHF Self-guided History Tours
To read more about our guided tours, click here.
Edgewater Hotel
The Edgewater Hotel is located in the heart of downtown and is one of the historic buildings listed within Winter Garden’s National Historic Register Business District. The bed-and-breakfast style inn is comfortable and affordable and welcomes tourists, business people and cyclists from all over the world.
Visit historicedgewater.com
Downtown Historic District Merchants
Additional information about historic downtown Winter Garden shops and restaurants is available at the Winter Garden Merchants Guild website.
Visit wgmerchants.org
City of Winter Garden Visitor Information
For information on Winter Garden special events, recreation, parks and local weather.
Visit the City of Winter Garden’s Visitor Information page.
The Garden Theatre
The Garden Theatre features local professional theatre companies and touring productions, as well as classic movies.
Visit gardentheatre.org
West Orange Chamber of Commerce
West Orange Trail
This world-class rail-trail travels through the communities of Apopka, Clarcona, Winter Garden, Oakland, all the way to Clermont, and offers excellent facilities for cyclists and other sports-enthusiasts.
Visit dep.state.fl.us
Coming From Tampa
- Take I-4 East
- Take Exit 60, FL-429 North
- Take exit 24, Plant Street.
- Take a left, heading west toward Winter Garden on Plant Street.
- Follow Plant Street for 2 miles, heading west. You’ll know you are in historic downtown when you see the Heritage Museum on your right at the four-way stop. You can’t miss the yellow caboose!
Coming From Daytona
- Take I-4 West
- Take Exit 82A to FL-408 west.
- Take the Florida Turnpike north.
- Take the first exit 267 to FL-429 N towards Apopka.
- Take exit 24, Plant Street.
- Take a left, heading west toward Winter Garden on Plant Street.
- Follow Plant Street for 2 miles, heading west. You’ll know you are in historic downtown when you see the Heritage Museum on your right at the four-way stop. You can’t miss the yellow caboose!
