Home › Neighborhood Blog › Attractions & Recreation › Downtown Winter Garden
Downtown Winter Garden is one of the most charming, historic and vibrant areas in the Orlando area. Like a modern day Mayberry, Downtown Winter Garden is where old, small town Florida meets modern retail and restaurant concepts to create a unique experience unlike any other in Central Florida.
Here you will find rooftop and open air bars, funky boutiques, innovative culinary delights, unexpected entertainment and right in the middle of it all, one of the most beloved and historic trails in Florida.
Where is Downtown Winter Garden?
Downtown Winter Garden is located along Plant Street West of S Dillard Street and East S Park Ave in Winter Garden FL. Found about 16 miles West of Downtown Orlando, it is 1 mile North of Hwy 50/Colonial Drive. The West Orange Trail runs right through the center of Downtown Winter Garden and there are wide variety of parks, neighborhoods and businesses around the parameter of Downtown Winter Garden.
Downtown Winter Garden Shops and Boutiques
Downtown Winter Garden offers a variety of unique shops including:
- Adjectives
- Burr Art and Music
- Doxology
- Driftwood Market
- Encore Furniture
- Garden Music School
- Ruby and Rust
- Tack Boutique
- Tri & Run
- Wheel Works
- And Many More!
You will also find a variety of day spas, fitness/yoga studios, and a variety of other unique services in the Downtown Winter Garden area.
Downtown Winter Garden Restaurants & Bar Options
Dining in Downtown Winter Garden offers a wide variety of options from quick serve to formal. Some of the restaurants found in Downtown Winter Garden include:
- Axum Coffee
- Hungry Bison
- Market to Table Cuisine
- Matthew's Steakhouse
- Melts on Main
- Moon Cricket Grill
- Rosallie Le French Cafe
- Scoops Old Fashioned Ice Cream
- Thai Blossom
- The Chef's Table
- Eggs & Oats Breakfast and Brunch
- The Tasting Room
- The Whole Enchilada
- Three Birds Cafe
- Urban Flats
- And Many More!
Downtown Winter Garden Entertainment
There is plenty to see and do in Downtown Winter Garden including:
- Central Florida Railroad Museum
- Winter Garden Heritage Museum
- The Garden Theater
- The West Orange Trail
- Crooked Can Brewery and Plant Street Market
- Kids Splash Park
- and more!
Day or night, young or old, Downtown Winter Garden has something for everyone. For more information, visit the official Downtown Winter Garden visitors site.
