Shopping & Dining in the Heart of Downtown Winter Park
Karaoke Night Winter 2025-26 Winter Park's biggest mid-week party is at Devil's Craft every Wednesday night. Host nig/ DJ Travis Taylor will kick things off at 8pm and keep the tunes […]
Big Trout Happy Hour $1 off 12oz Beers and $1 off First Cast menu items | 5-7pm every
Game Night & Ticket Giveaway WORLD CUP. CONCERT TICKETS. GAME NIGHT. Looking for a place to watch the game? Or win concert tickets? Or enjoy late-night food and fun? We've […]
5-Year Celebration Mountain Shire Books is turning 5 years old! Join us at the bookstore on Friday, July 3, from 10 AM – 6 PM to celebrate our birthday with […]
First Fridays A local favorite! Live Music, Local Artists & More! June 5 - Live Music with Andy Straus & Friends July 3 - Live Music with The Copper Children […]
Join us at Cooper Creek Square for our signature summer concert series, featuring an incredible mix of blues, Americana, jazz, and country. Nestled among vibrant flower gardens and a bubbling […]
Dealer Takes Four Kick off the 4th of July weekend with a band that blows the roof off small venues like ours, and experience one of Winter Park's favorite music […]
Join us at Cooper Creek Square for our afternoon summer concert series, featuring an incredible mix of blues, Americana, jazz, and country. Nestled among vibrant flower gardens and a bubbling […]
DJ Stanzza FREE 4th of July Dance Party! When Winter Park's outdoor festivities end, local DJ, Stanzza, will keep the dance floor at Devil's Craft movin' and the vibes […]
Live Music with Orion Ilgner Colorado based multi-instrumentalist one-man-jam-band
Game Night & World Cup Watching Looking for a place to watch World Cup 2026? We'll have the 6:00 game on the big screen tonight! If you need more entertainment, […]
Live Music Mondays in July July 6 – Danjo Harris July 13 – Emily Caldwell July 20 – Wade Sutton July 27 – Paddy Storen