2022 Line-Up

Who’s Singing this week at Music on the Square?

TWO nights of Free Live Music in the Courtyard at Cooper Creek and its starts on Friday with Peggy Man, followed by our Saturday Show with Gary Key & Sam Osborne. Music on the Square has been Expanded to Fridays & Saturdays, 6-8pm for the 2022 Summer! Read below to learn about this weekend’s artists. July 1st – Peggy MannWhatever style of music you enjoy, you’ll hear it at Peggy Mann’s shows along with many original songs …

Summer Kicks off this Week with Music on the Square

This Friday marks the first weekend of Free Live Music at Cooper Creek Square with the kick-off of our Summer Concert Series! But, did you hear?! Music on the Square has been expanded to Fridays & Saturdays, 6-8pm for the 2022 Summer! That’s right! TWO nights of Free Live Music in the Courtyard at Cooper Creek and it all starts THIS Friday, June 24th! June 24 – Sarah MorrisCalled a “country-leaning Norah Jones” (Star Tribune), Morris wields a keen eye …

Music on the Square – Expanded!

Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. 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, a bubbling fountain, and fresh mountain air. Musicians and audiences from across the country are drawn to this sweet summer music series that is sure to delight the senses. We are excited to announce …

New Chocolate Shop at Cooper Creek Square

Welcome Monarch Lake Chocolate & Coffee Co. Taking the place of Lion Head Coffee in the Transit Center at Cooper Creek Square, we are happy to welcome the Monarch Lake Chocolate & Coffee Company! Come enjoy hand-crafted, single-origin chocolate bars and truffles. Roasting cocoa beans from around the world and making fresh chocolate weekly. Also serving exceptional, gourmet coffee. Stop by to check it out and learn more about their offerings! Learn more about all of …

Shoulder Season Fun at Cooper Creek Square

Just because things are winding down at the ski resort doesn’t mean there’s nothing to do in town. Cooper Creek Square has events happening throughout May and hopes to see our lovely locals out and about. Many of our businesses will have shoulder season hours, so it’s best to check with each individual business on their current hours. Devil’s Craft restaurant and music venue will still be rocking with live music, a comedy show, and delicious …