Shopping & Dining in the Heart of Downtown Winter Park
Aperitivo happy hour menu every Wednesday and Thursday all night featuring a special menu. 2-for-1 wine pours, cocktail specials, plus $2 off all shareable plates and other special menu features like our board + bottle
Bucket of Fried Chicken Night + somm paired champagne (special on menu)
Devil’s Craft Game Night with Giant Jenga, Mario Kart, board games, and more | 5pm-close | FREE admission | family-friendly during dinner hours, 21+ late-night
The Winter Park Comedy Festival concludes with the Peak Performance featuring Bonnie McFarlane. Bonnie is a Canadian comedian and writer. She is best know for appearing in the second season of the TV reality show, Last Comic Standing. Tickets are $45 at the door. Shows at 6pm & 8pm.
First Friday brought to you by Uptripping. Local artists. Live music.
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
High Country Hustle High Country Hustle brings big smiles and foot-stomping good times to venues and festivals across the United States. Formed in 2017, this four-piece bluegrass band delivers high-energy shows that are sure to get you moving. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter […]
The Winter Park Comedy Festival concludes with the Peak Performance featuring Bonnie McFarlane. Bonnie is a Canadian comedian and writer. She is best know for appearing in the second season of the TV reality show, Last Comic Standing. Tickets are $45 at the door. Shows at 6pm & 8pm.
Live DJ Set by J-Latin | 9pm-midnight | 21+ | FREE admission
Seafood Boil & Tiki Bar It's patio season! Come enjoy a variety of seafood such as shrimp, crab, lobster, clams, mussels, and crawfish — along with vegetables including corn, potatoes, garlic, and mushrooms. All ingredients are boiled in a seasoned broth and served with lemon and parsley and fresh baguette.
Peggy Mann Band Whatever style of music you enjoy, you’ll hear it along with many original songs found on one of seven albums. Winner of numerous vocalist and song writing awards, her band has been the winner of “The Best Band of Grand County” for six straight years. Music on the Square is a summer […]
The Winter Park Comedy Festival concludes with the Peak Performance featuring Bonnie McFarlane. Bonnie is a Canadian comedian and writer. She is best know for appearing in the second season of the TV reality show, Last Comic Standing. Tickets are $45 at the door. Shows at 6pm & 8pm.