Downtown Winter Garden
Historical Downtown Winter Garden has it all - a one-stop shop offering an indoor marketplace, market to table cuisine, a taproom featuring local award-winning handcrafted brews and a street full of restaurants and retail.
Enjoy good food and music along the main street with ample outdoor seating options. Numerous bicyclists and casual peddlers pass the streets of Downtown Winter Garden, thanks to the 22-mile West Orange Bike Trail and the bike shops along the main strip. The award-winning West Orange Trail was built on old railroad alignments and is popular for all types of outdoor activities including in-line skating, running, walking, hiking, jogging and skateboarding. A Central Florida Railroad Museum and Orange Blossom Cannonball add to the history, charm and entertainment of the area.
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Plant Street Market
Located within the historic district of Downtown Winter Garden, Plant Street Market offers multiple vendors within an indoor shopping hub. Locally sourced retailers and markets include 20 vendors of restaurants, locally sourced food and organic produce, handmade products, roasted coffee and craft beers.
The artisan market is a small but fun experience for families and friends looking for local weekend entertainment. The community of quality vendors create an indoor farmer’s market with multiple fresh eateries and retail options available.
Plant Street Market vendors include AntiquiTEAs, Axum coffee, doTERRA, 02 Breathe, David Ramirez Chocolates, Wild Florida Honey, Butcher and Market, Ceviche Mix, This Little Piggy, Sir Benji’s Donuts, Mac’d Out, Paleteria Original, Morthan Cheese, Butcher and Market, Michael’s Ali Coal Fired Pizza, Press’d Juice Bar, Jodo Sushi, Minion Media Group and Avenue Event Group.
The award-winning Crooked Can Brewing Company is also inside the Plant Street Market and features local hand-crafter brews and live entertainment. Many activities and events are held throughout the year inside the market. Follow the Plant Street Market’s Facebook page for the latest information on future events and activities.
Crooked Can Brewery
A local craft brewery in the Downtown Winter Garden area, the Crooked Can Brewery was founded by Jared Czachorowksi, Andy Sheeter and Robert Scott. The brewery offers food along with their onsite tap and tasting room.
Established in 2014, the Crooked Can Brewing Company has a unique story behind it. The idea began with a Ski trip in Colorado, where there are numerous local craft breweries. The founders wanted to create a place for friends and family to gather and socialize, while enjoying quality craft beer. In addition to their six flagship brands, the brewery also offers seasonal, limited edition and specialty batches. Their award-winning craft brews are also sold at other retail locations.
Located in a trendy setting, the Crooked Can Brewing Company is inside the Plant Street Market in Winter Garden’s historic downtown community. Live entertainment can be enjoyed on their oversized patio covered by large oak trees shading the deck.
Crooked Can Brewing Company also hosts many exciting events so make sure to stay tuned to their Facebook page.
West Orange Trail
The West Orange Trail connects downtown Oakland, Winter Garden, Ocoee and Apopka and is popular with cyclists with its 22-mile long multi-use rail trail. Owned by Orange County Parks and Recreation, most of the paved trail’s length was built on old railroad alignments. The trail is also popular for all types of biking, in-line skating, running, walking, hiking, jogging and skateboarding. One of the favorite stopping points along the trail is the Killarney Station. There is parking, restrooms, water, playgrounds, refreshments and a bike shop. Other passing points along the West Orange Trail include the charming town of Oakland, Briley Farm, Oakland to Tildenville Outpost, Tildenville Outpost to Winter Garden, Downtown “Old” Winter Garden, Winter Garden to Ingram Outpost, Ingram Outpost to Apopka-Vineland Outpost, Apopka Vineland Outpost to Apopka, Apopka terminus and Apopka to Trail End. With the variety of terrains and beautiful scenic views, the West Orange Trail provides many recreational opportunities to Orange County citizens and connects those in Lake and Seminole counties.
