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. 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. July 26 | The Two Tracks This Wyoming-based band brings songs that traverse a wide range perspective with emotional and natural images of rural American life. Their live shows feature […]
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.
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. 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 […]
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 12 | Ethyl & the Regulars Denver's premier Honky-Tonk, Western Swing and Hillbilly Boogie Band; offering high-octane music that will bring you swinging onto the dance floor and grinning […]
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 5 | Gary Key […]
Zach Day Zach Day, born and raised in Mississippi, is a self-taught musician, singer, and songwriter. Zach has completed solo tours in Canada and across the U.S. multiple times and […]
The Leafy Greens Band Based out of Jupiter, FL, The Leafy Greens Band is currently on their summer tour, traveling 30,000 miles across America. This Folk/Americana acoustic duo showcases a […]
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 […]