Shopping & Dining in the Heart of Downtown Winter Park
Music on the Square is a cherished summer concert series tradition in downtown Winter Park. Join us every Friday night, from 6pm-8pm, June 21-Aug. 30. Aug. 23 | Steve Postell During Steve’s long career as a songwriter, performer, and producer, he has played with artists including David Crosby, Jennifer Warnes, John Oates, and Kenny Loggins. He […]
The music continues with the Saturday Sessions from 4-6 PM. This series features a more laid-back setting, inviting you to relax by the fountain, enjoy a meal or a drink […]
The music continues with the Saturday Sessions from 4-6 PM. This series features a more laid-back setting, inviting you to relax by the fountain, enjoy a meal or a drink […]
Enjoy an afternoon of sidewalk sales, live music and face painting / balloon creations for the kids.
Winter Park Art Festival Amazing art, handcrafted goods and great live music. Free Admission
Winter Park Art Festival Amazing art, handcrafted goods and great live music. Free Admission
Calling all kids! Trick-or-Treat Street, DJ Dance Party and Photo booth.
Let's Stuff a Bus with holiday toys and more! Donated unwrapped toys, clothes or gift cards to local kids in need this holiday season. Come by Cooper Creek Square on […]
Visit with Santa B Jammin 12-1pm Moose Hollow 1:30-2:30pm
Cooper Creek will be EXPLODING this Saturday!Join us for the BIGGEST Après Ski party in Winter Park!!- Dance to DJ Marcie She in the courtyard- Shop ski apparel at the […]