Shopping & Dining in the Heart of Downtown Winter Park
Peggy Mann Band Whatever style of music you enjoy, you’ll hear it at Peggy Mann’s shows along with many original songs found on one of seven albums. Mann is the winner of numerous vocalist and song writing awards and her band has been the winner of “The Best Band of Grand County” for six straight years. […]
LowDown Brass Band The LowDown Brass Band is a uniquely strong representation of Chicago Music culture. Providing a modern take on soul, funk, hip hop, and jazz, this multifaceted all-horn […]
$3 Off Pizza and $1 Off 12oz Beers • Plus Live Music
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 come from shared DNA. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Enjoy music from […]
Comedy Night Get ready to laugh - Danny Maupin is coming to Town! Buckle up for a night of unfiltered wit, self-aware storytelling, and off-the-wall energy with Chicago-based comedian Danny Maupin! As co-creator of the late late breakfast, Danny fuses stand up with spontaneous games and surprises that keep both comedians and the crowd on […]
Fundraising for Tame Wellness! Join us for this donation-based Yoga in Cooper Creek Square Courtyard a few Summer Saturdays @ 9:30 a.m. No registration necessary. You can also enjoy a discount at Monarch Lake Chocolate & Coffee and Ascending Spirit when you show your Tame stamp (given at the end of yoga). It's a great […]
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. Enjoy music from a mix of genres from blues and Americana, to jazz and country in an intimate, outdoor setting surrounded by beautiful flower gardens, […]
Huge in Germany The annual Huge In Germany show returns to Winter Park! If you know, you know. We'll see you at the front of the stage. If you don't, come check it out. Winter Park's favorite hard rock / heavy metal hairband brings the look, the sound, the nostalgia in face-melting form year after […]
$3 Off Pizza and $1 Off 12oz Beers • Plus Live 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. With infectious energy, the band delves into the joys and downfalls of love and life−always with a wink of humor and a witty turn of […]
Devil’s Craft DJ Timmy Bean's Holiday Weekend Kickoff - FREE admission | Ages 21+
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 […]