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 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 […]
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 19 | Delta Sonics […]
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 & […]
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 captivating, high energy performance and a unique ability to connect with their audience, constructing an eventful and engaging atmosphere. Billy, and his wife Ellen, have […]
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. Friday, June 28 | Blues From the Top This show features young musicians from all around the US. These musicians will play an array of music including Blues, Top 40 […]
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 […]