Shopping & Dining in the Heart of Downtown Winter Park
Blood Sugar This mother and daughter duo can bring down the house with a mix of Americana, Folk, and Blues; delivering rich vocals and mesmerizing and harmonies that could only […]
Justin Roth Justin Roth is a nationally touring singer/songwriter/acoustic guitarist based in Colorado. His brilliantly inventive fingerstyle guitar arrangements define his unique mix of indie folk and instrumental guitar music. […]
Mama Lenny & the Remedy Seven-piece powerhouse Mama Lenny and the Remedy deliver a high-energy fusion of soul, funk, rock, blues, and disco with hints of jazz, gospel, and Broadway. […]
Easy Tiger - 3-5pm An acoustic band with high energy and high heart, hailing from the wild jungles of Colorado. Steve Postell - 6-8pm With a long […]
Labor Day Block Party & Sidewalk Sales Live music with Joe R & the Icebox Sound Face painting & Balloon artists Bouncy House Sidewalk Sales
Winter Park Art Festival Amazing Art Handcrafted Goods 40+ Vendors Live Music
Winter Park Art Festival Amazing Art Handcrafted Goods 40+ Vendors Live Music
Trick or Treat Street, DJ and photo booth.
Grab your friends and come down to Cooper Creek Square for a special shopping experience. Enjoy promotions, giveaways and refreshments, then head over to Devil's Craft for Comedy Night. Free […]
Santa visits, Elf on the Shelf Scavenger Hunt and the lighting of the Christmas tree.
Holiday Gift Drive for Shining Stars Join the Shining Stars Foundation in making this season brighter by donating gifts for teens. Teens are the most overlooked age group during toy drives. We're collecting new, unwrapped gifts such as board games, arts and crafts, cozy items, gift cards and more. A Lift Bus will be located […]
Take a photo with real life reindeer at Cooper Creek Square.