Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent.
Shopping & Dining in the Heart of Downtown Winter Park
42 events found.
Calendar of Events
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2 events,
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 […] |
1 event,
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 […] |
1 event,
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 […] |
1 event,
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 […] |
4 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Reed Foehl With a life dedicated to songwriting and music, Reed has five studio albums which include the Grammy nominated song “Fly”, co-written with Brent Cobb and covered by country […] 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 […] |
3 events,
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Andy Straus A spicy blend of influences that has been dubbed “Rocky Mountain Folk-n-Roll”. Based in Bluegrass, good songwriting, and soulful country rock, they have found a way to harness […] 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 […] |
2 events,
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. |
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2 events,
Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent. 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. |
1 event,
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. |
1 event,
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. |
1 event,
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. |
5 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Delta Sonics Voted Denver’s Best Blues Band (Westword) 6 times! The Delta Sonics music takes a Chicago Blues base and seasons it with Swing, Delta N’awlings R&B and some early Rock-n-Roll. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Enjoy music from a mix of […] 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.
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Comedy Night Starring Ben Roy Presented by On the Run Comedy Productions| 8:30pm | $15 @ Eventbrite or $20 at door | all ages |
3 events,
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Mark Oblinger A 5-time Emmy winning, and Grammy nominated composer and producer, Mark brings his soulful, eclectic blend of Folk-Pop to the stage, featuring powerful, vocal forward arrangements. Mark’s national performing roots include stints with Pure Prairie League and Firefall. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. […] 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 $45 at the door. Shows at 6pm & 8pm. Hip Hop night starring top tier lyricist in the Rocky Mountains, Trayce Chapman, featuring A$cension and Slob Gnarly| 9pm-midnight | 21+ |
3 events,
Make plans to enjoy live harp music outside on Paella's patio with local Grand County artist every Sunday this 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.
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Open Mic Night hosted by Jed Henry |8-11pm with all-night happy hour. |
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2 events,
Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent. 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. |
1 event,
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. |
2 events,
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 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. |
4 events,
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 Devil’s Craft Game Night |5pm till close | Pool Table, Giant Jenga, Twister, Board Games, Card Games, Beer Pong, and more | All Ages | FREE admission, FREE play Bucket of Fried Chicken Night + somm paired champagne (special on menu) 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. |
4 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Altameda This unique Canadian band brings raw, candid performances wrapped inside gorgeous, gently atmospheric arrangements. Their lyrics often grapple with our dueling desires for connection and escape through visceral, cinematic imagery that finds meaning in the mundane. Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. […] 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. Devil’s Craft Jazz Fest After Parties with DJ AL YOUR PAL | 9pm - 1am | 21+ | Admission: varies |
4 events,
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.
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Kory Montgomery Known for his solid grooves, intense solos and demanding lyrics, Kory’s music has been described as Blues-Funk-Jazz Fusion. He’s opened for the legendary BB King, Kenny Wayne Shepard, Earth Wind & Fire, and many other national acts. Rock on! Music on the Square is a summer concert series tradition at Cooper Creek Square, […] 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. Devil’s Craft Jazz Fest After Parties with DJ AL YOUR PAL | 9pm - 1am | 21+ | Admission: varies |
4 events,
Somm Select Wine Feature with Buy One Glass get One Free Every Sunday Shelby will feature a wine along with a food pairing that will be a buy one glass get one free! Make plans to enjoy live harp music outside on Paella's patio with local Grand County artist every Sunday this 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. Devil’s Craft Jazz Fest After Parties with DJ AL YOUR PAL | 9pm - 1am | 21+ | Admission: varies |
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3 events,
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10th Anniversary Celebration Help Casa Mexico celebrate 10 years at Cooper Creek Square and enjoy 2 for 1 margaritas all day, plus a live Mariachi band at 6pm. Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent. 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. |
3 events,
Author Event with Finn Murphy and his new book, "Rocky Mountain High."
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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. |
2 events,
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 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. |
4 events,
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) 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 Music by Caitlin Krisko & The Broadcast | 9:30-midnight | 21+ | FREE admission |
4 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Haley Johnsen Haley’s soaring vocals and introspective lyricism is steeped in a cross of Indie-Pop and Folk-Rock. Her eclectic style has taken her from the top 24 on American Idol in 2012, to three highly acclaimed albums; landing her as the bassist and back up vocalist for the band Big Wild in 2019, playing festivals […] 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. |
4 events,
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, […]
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Andrew Duhon For over a decade New Orleans singer/songwriter Andrew Duhon has been performing on this stage. Every year he brings new songs full of deep and soulful stories. His […] 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 […] |
4 events,
Somm Select Wine Feature with Buy One Glass get One Free Every Sunday Shelby will feature a wine along with a food pairing that will be a buy one glass […] Make plans to enjoy live harp music outside on Paella's patio with local Grand County artist every Sunday this 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 […] Live Music by Josh Livaudais & Friends | 9pm-midnight | 21+ | FREE admission |
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2 events,
Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent. 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 […] |
1 event,
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 […] |
2 events,
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 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. |
4 events,
Game Night 5pm-close (Giant Jenga, Card and Board Games, Twister, Beer Pong, and more!) Family-friendly through dinner hours, 21+ late-night / FREE admission 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) 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. |
4 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Wood Belly Honest, soulful, and bearing a sound all their own, Wood Belly sprouted from the roots of bluegrass to notch a unique home in the broader Americana scene and continues to captivate audiences across the country. Forging a sound that is based in newgrass, flavored with alt-country, rock, and just enough jam to glue […] 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. |
4 events,
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.
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Bill McKay with Jack Watson on drums Boogie from Blues to Bluegrass. Bill McKay has been a part of the Colorado music scene for 30 years. Playing with Derek Trucks Band, Band du Jour, Leftover Salmon and so many more incredible artists, he keeps moving forward in his pursuit of musical adventure! Music on the […] 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. |
4 events,
Somm Select Wine Feature with Buy One Glass get One Free Every Sunday Shelby will feature a wine along with a food pairing that will be a buy one glass get one free! Make plans to enjoy live harp music outside on Paella's patio with local Grand County artist every Sunday this 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. |
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2 events,
Pizza Night every Monday $3 off Pizza & $5 12oz Beers Enjoy live music from a variety of local talent. 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. |
1 event,
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 […] |
2 events,
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 […] 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 […] |
4 events,
Bucket of Fried Chicken Night + somm paired champagne (special on menu) 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 […] 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 […] Reggae Concert starring Mighty Mystic, Featuring local DJ and aerialists 9pm-midnight $10 Cover All ages |
5 events,
Filet & Fondue Fridays Forty day dry-aged steak, fingerling potatoes, cubed bread, apple wedges, sausage, tomato, broccoli and shrimp. $75 / Serves 2
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Family Recipe Cooking up a great mix of jams that is often described as Southadelic Rock. The four-piece band plays their own originals with a mix of fun twists on […] 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 […]
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Comedy Night starring Mitch Jones 8:30pm $15 thru Eventbrite, $20 at the door All ages |
4 events,
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.
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Osborne & Key A staple in our local music scene, Sam & Gary have been playing music together for over two decades. They sing a wide selection of your favorite songs from Classic Rock to Country, Blues and more. Bring your dancing shoes! Music on the Square is a summer concert series tradition at Cooper […] 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. Giant Walking Robots A High Energy Reggae/Synth/Dub/Rock Rooted in reggae, infused with jamtronica, and charged by drum and bass, Giant Walking Robots present a sound both familiar and forward-thinking. The dynamic four-piece – out of Denver, Colorado – blend entrancing melodic grooves with a heavyweight rhythm section, while allowing their jams to breathe and explore. […] |
4 events,
Somm Select Wine Feature with Buy One Glass get One Free Every Sunday Shelby will feature a wine along with a food pairing that will be a buy one glass get one free! Make plans to enjoy live harp music outside on Paella's patio with local Grand County artist every Sunday this 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. |