Run for the Trees Jeannette Genius McKean Memorial 5k

Winter Park RacesRun for the Trees 5k run/walk is a unique point to point event. The last mile is on the tree-canopied, wilderness dirt road of Genius Drive. This privately owned glimpse of old Florida is opened to the public only once a year, for this event. All finishers receive a young tree! 
Register at or Track Shack, 1104 N. Mills Ave, Orlando, FL 32803

Park Avenue Sidewalk Sale

Shop till you drop at the January 2015 sidewalk sale featuring savings from 50-75% off at participating Park Avenue and Hannibal Square merchants. This is a great opportunity to save big on winter merchandise. The sidewalk sale is one weekend only, so don’t miss out! Sidewalk sale starts Friday, January

Fourth Annual A Night of Fire at Crealdé

Tour Crealdé’s studios and galleries, participate in workshops and demonstrations including a bronze pour, the gas kiln firing and raku firing. For the first time this year, there will be a light-painting display over the lake. The Front Office will be open to register for classes. Enjoy live music, refreshments

Explore Winter Park Florida

Winter Park is located near one of America's most explored places yet its culture and beauty are often missed by busy travelers. Winter Park is nestled among the Winter Park chain of lakes. These lakes are popular for boating, fishing, kayaking, and water sports. Winter Park is a city of culture and heritage, renowned for several of its annual festivals. This year round destination is a treasure trove of history, culture, fine dining, shopping and natural beauty. Its attractions feature three fine art museums, a historical museum, the winter park scenic boat tour, the Park Avenue, Hannibal Time Square and Shopping Districts.

Winter Park features nine sites on the National Register of Historic Places including Knowles Memorial Chapel, Central Park, The Farmer's Market, and Hannibal Square. If you have never been to Winter Park or you are a returning visitor and would like to find out about places to stay, stores to shop at and things to do, visit our Business Directory.