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. Check out the line up at Music on the Square.

Johnny & The Mongrels New Orleans inspired funk & soul Johnny & The Mongrels is a Colorado/Louisiana-based project that draws on a variety of musical influences, whose sound has been described at "swampy funk and bayou soul" They are bringing their New Orleans-based sound to the Halfway-to-Mardi-Gras Party at Devil's Craft, complete with beads and […]

Spend your holiday weekend at Cooper Creek Square.  On Sunday, Sept. 4 we'll have live music with Burnt Orange and renowned face painter, Suz-Q-Z the Clown, plus sidewalk sales throughout the Square.

Float Like a Buffalo Rock with Funk, Ska, Reggae and Jam Influences Float Like a Buffalo is a Denver-based 7-piece, 10 instrument, high-energy Funk Rock band. They have become a regional funk sensation over the past five years, playing sold-out shows at major Colorado and national venues, like Red Rocks, the Bluebird Theater, Gothic Theater, […]

The Bailouts Punk-Inspired Rock Local rockers, The Bailouts, will take the stage at 8pm and bring the crowd at Devil's Craft four hours of free live music.  Come out for dinner and stay for drinks and live music.  These guys are known for their interaction with the crowds. If you don't know the band members […]

 The Winter Park Art Festival is a juried art and craft show featuring an amazing array of original artwork and handcrafted goods.  This free two-day event will be showcasing local and national artists representing a variety of mediums including paintings, sculptures, photography, ceramics, glass, wood, and more. Cooper Creek Square makes for the perfect backdrop […]

Big Trout Brewing is honored to host a Dining Night in support of the Fraser Elementary School PAC.  25% of proceeds will go to the Fraser Elementary PAC.  Plus enjoy music by Carter Robbins.

Adventures Decanted invites you to The Adventures in France wine tastings + interactive workshops.  The series will be on Sunday evenings at 5pm. They are $75.00 per person and include a wine tasting plus interactive experience that includes food. Visit Adventures in France for more information.