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America's Best Towns for Halloween

America's Best Towns for Halloween: Winter Park

Courtesy of the City of Winter Park Communications Dept.

No. 12 Winter Park, FL

With a No. 5–rated Main Street, Winter Park is one of central Florida’s most historic towns. It embraces Halloween with events like Pumpkins and Munchkins in Shady Park, with bounce houses, games, a costume contest, and a Trick-or-Treat Trail. Rollins College holds an annual Halloween Howl featuring haunted houses, carnival games, arts and crafts activities, and of course, a costume contest. But the real howling may be at the Park Avenue Pet Costume Contest, with both large- and small-dog categories.


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