Annual Events with Street Closures

EventDateLocation
Annual Unity Heritage FestivalJanuaryHannibal Square/New England Avenue
Park Avenue 5kJanuaryPark Avenue & Morse Boulevard
Lady Track ShackFebruaryMead Botanical Garden (Grover > Orchid > Denning > Barnum > Minnesota > Azalea > Pennsylvania > Fairfax > Essex > Oxford > Clarendon > Huntington > Maryland > McIntyre)
Run for LoveFebruaryShowalter Field & Cady Way Trail area
Sidewalk Art FestivalMarchPark Avenue (Lyman to Canton)
St. Patrick's Day CelebrationMarchPark Avenue (Lyman to Canton)
Winter Park Road RaceMarchPark Avenue & Central Park
Dinner on the AvenueAprilPark Avenue (Lyman to Lincoln)
Run for the Trees 5kAprilCady Way > Loch Berry > Worthington > Balmoral > Holts Grove > Genius > Henkel
Taste of Winter ParkAprilFarmers’ Market (New England Avenue)
4th of July FestivalJulyCentral Park (Park Avenue from Lyman to Canton)
Watermelon 5kJulyPark Avenue (Swoope > New York > Beloit > N. Pennsylvania > Summerland > Green Cove > Park Ave > Palmer > Georgia > Interlachen > Welbourne)
Autumn Art FestivalOctoberPark Avenue (Lyman to Canton)
Cows ’n CabsOctoberMorse Boulevard
Fiddler's 5kOctoberMead Botanical Garden (Grover > Orchid > Denning > Barnum > Minnesota > Azalea > Pennsylvania > Fairfax > Essex > Oxford > Clarendon > Huntington > Maryland > McIntyre)
Winter Park High School HomecomingOctoberPark Avenue (Whipple to New England)
Pumpkin Run 5kNovemberMead Botanical Garden (Grover > Orchid > Denning > Barnum > Minnesota > Azalea > Pennsylvania > Fairfax > Essex > Oxford > Clarendon > Huntington > Maryland > McIntyre)
Annual Christmas in the ParkDecemberCentral Park (Park Avenue from New England to Canton)
Christmas Parade & Pancake BreakfastDecemberNew York (Canton to Webster), Whipple Avenue, Swoope to Knowles, Cole, and Park Avenue (Webster to Comstock)
Parade of BandsDecemberPark Avenue
Winter on the AvenueDecemberPark Avenue (Lyman to Canton), Welbourne East, Morse East and Lincoln East

Our Vision

Winter Park is the city of arts and culture, cherishing its traditional scale and charm while building a healthy and sustainable future for all generations.