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Downtown Must Do's

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Built upon the founders’ passion for craft beer, Crooked Can Brewing Company is a local craft brewery built inside the Plant Street Market located in downtown Winter Garden, Florida. The brewery represents a unique image and creates a cultural following for a way of life.

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Located in Historic Winter Garden, FL this dog-friendly market offers a large assortment Locally Grown Produce and Baked Goods, to homemade soaps and fresh flowers. You will even able to sit back and relax to the sounds Live Music from Local Area Artist.

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the-whole-enchilada-fresh-mexican-grill

TWETM, which was conceptualized by two local brothers with taste for tacos and a hankering for hot sauce, is taking the burrito business by storm with its unique blend of "classic with a twist" menu favorites enjoyed amongst a hip and trendy atmosphere. 

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Professional Theatre, Concerts, Movies, Dance, and More in Downtown Historic Winter Garden

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The Plant Street Market is an Indoor Artisan Market located in Downtown Winter Garden, that features Local Merchants, an assortment of delicious eats and the popular Crooked Can Brewing Company.

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We preserve the rich history of West Orange County through the operation of the Heritage Museum, Railroad Museum, and History Research and Education Center. Support is provided by United Arts of Central Florida, host of OrlandoAtPlay.com and UAArtsEd.com

West Orange

Trail

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Enjoy 22.26 miles of paved Trail from the Orange/Lake County line, the town of Killarney and Oakland, the city of Winter Garden, across U.S. 441, through downtown Apopka to Welch Road. Stop and enjoy the butterfly garden at the Tildenville outpost!

Train Museum

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The Central Florida Railway Historical Society, Inc. promotes railway heritage preservation and educates its members and the public about rail transportation, its history and impact, with a focus on Central Florida.

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The Edgewater Hotel is a unique bed and breakfast located in the greater Orlando area. The hotel originally opened in 1927 and has been restored to its original 1920's ambience.

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"The mission of the Winter Garden Art Association is to encourage individual creativity and artistic expression, to promote community involvement and cooperation, and to advance the appreciation, education, and availability of Visual and Cultural arts."

Downtown Shopping

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"The mission of the Winter Garden Art Association is to encourage individual creativity and artistic expression, to promote community involvement and cooperation, and to advance the appreciation, education, and availability of Visual and Cultural arts."