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. July 19 | Delta Sonics Voted the best blues band in Denver (Westword) the last six of nine years, the Delta Sonics are Chicago Blues seasoned with N’awlins R&B, Swing, […]
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 from one of the many Cooper Creek eateries, and immerse yourself in the sounds of up-and-coming artists as well as established performers. It's the perfect […]
Join us for our first annual Farmers Market from 4-6pm. Peruse an intimate selection of vendors including fresh bread, cookies, meat & cheese, and jerky while enjoying live music, aerial performance and balloon creations for the kids.
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. July 26 | The Two […]
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 from one of the many Cooper Creek eateries, and immerse yourself in the sounds of up-and-coming artists as well as established performers. It's the perfect […]
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. 2 | Blood Sugar This mother and daughter duo can bring down the house with that bring a mix of Americana, Folk, and Blues; delivering rich vocals and mesmerizing […]
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 from one of the many Cooper Creek eateries, and immerse yourself in the sounds of up-and-coming artists as well as established performers. It's the perfect […]
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. 9 | Grant Sabin […]
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 […]
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. 16 | Last Call Romance Known for their modern take on a mid-century sound, along with original songs about love, heartache and everything in between. Last Call Romance delivers […]
Join us for our first annual Farmers Market from 4-6pm. Peruse an intimate selection of vendors including fresh bread, cookies, meat & cheese, and jerky while enjoying live music, aerial […]
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 […]