Tuesday Trivia Night!
Think you’re the smartest in the brewery? Prove it.
Join us every Tuesday at 6:30 PM for Trivia Night at Cerberus Brewing Co., where bragging rights, beer, and brainpower collide. We’re serving up fresh questions each week (no repeats, no mercy) with prizes for the top 3 teams.
Even if your answers stink, our beer still tastes like victory.
Cerberus Brewing Co.
Tuesday at 6:30 PM
Prizes for 1st, 2nd & 3rd
Summer Nights in OCC
Join us for Summer Nights, a weekly evening celebration in the heart of Old Colorado City! Every Thursday in June, the district comes alive with live music, local vendors, great food, and a vibrant community atmosphere.
Stroll the avenue, discover unique local shops, grab a bite from your favorite restaurants, and relax in Bancroft Park while enjoying performances at the bandshell. Whether you're meeting friends, bringing the family, or just looking for a fun way to spend a warm Colorado evening, Summer Nights is the place to be.
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
Hunter-Wolff Gallery
2510 W. Colorado Ave., Colorado Springs
(719) 520-9494 | website | facebook
Hunter-Wolff Gallery is celebrating artist John Sherman’s remarkable 35-year career as a professional artist. For the past two decades, Hunter-Wolff Gallery, in Old Colorado City, has had the privilege of showcasing Sherman, whose work has consistently captivated visitors and contributed to his success. Join us for an evening of celebration on Friday, July 3, from 5 to 8 pm. Save the date—we look forward to celebrating this milestone with you and sharing John's extensive collection of new abstracts, red tree paintings and other works inspired by the world around him and his personal experiences.
THE FIFTY-NINER AFTER DARK
Colorado Springs, are you ready for something completely different?
Step through the doors of The Fifty-Niner and into an evening of comedy, burlesque, opera, magic, cocktails, and beautifully weird entertainment.
Hosted by Pretty Papi, a man with questionable judgment and an alarming amount of sequins
Featuring Bella Fire performing two captivating burlesque acts.
Alexander the OK brings adult comedy magic, mind reading, escapes, predictions, and interactive surprises.
Autumn Schindler takes the stage with classically trained opera vocals performing songs that absolutely were never intended for an opera house.
Expect laughter.
Expect glamour.
Expect a few moments where you'll wonder, "Can they really do that?"
Friday, August 7
Doors Open: 6:00 PM
Show Starts: 7:30 PM
The Fifty-Niner
2409 W Colorado Ave.
Colorado Springs, CO 80904
Special Introductory Price:
$15 Per Person This Week Only
Adults Only
Limited seating available.
Gather your favorite troublemakers and join us for an unforgettable night of entertainment where absolutely anything might happen.
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
THE FIFTY-NINER AFTER DARK
Colorado Springs, are you ready for something completely different?
Step through the doors of The Fifty-Niner and into an evening of comedy, burlesque, opera, magic, cocktails, and beautifully weird entertainment.
Hosted by Pretty Papi, a man with questionable judgment and an alarming amount of sequins
Featuring Bella Fire performing two captivating burlesque acts.
Alexander the OK brings adult comedy magic, mind reading, escapes, predictions, and interactive surprises.
Autumn Schindler takes the stage with classically trained opera vocals performing songs that absolutely were never intended for an opera house.
Expect laughter.
Expect glamour.
Expect a few moments where you'll wonder, "Can they really do that?"
Friday, August 7
Doors Open: 6:00 PM
Show Starts: 7:30 PM
The Fifty-Niner
2409 W Colorado Ave.
Colorado Springs, CO 80904
Special Introductory Price:
$15 Per Person This Week Only
Adults Only
Limited seating available.
Gather your favorite troublemakers and join us for an unforgettable night of entertainment where absolutely anything might happen.
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
Scarecrow Days
Scarecrow Days
All month long, Old Colorado City comes alive with creativity and fall spirit! Local businesses decorate their storefronts with one-of-a-kind scarecrows—ranging from spooky to silly to downright spectacular. Families are invited to stroll the Avenue, enjoy the crisp autumn air, and discover each unique creation. It’s the perfect way to celebrate the season, snap festive photos, and support our community shops and restaurants.
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
Pumpkins in the Park
Pumpkins in the Park
Pumpkins in the Park – Old Colorado City’s Ultimate Fall Festival
Join us in Historic Old Colorado City for Pumpkins in the Park — a must-do fall festival for families and friends! Enjoy a fun-filled day with a pumpkin patch, pumpkin painting, balloon animals, face painters, fall crafts, and tie-dye activities. Explore the whimsical Spooky Magic Town, shop seasonal fall fashions, discover special offers, win gifts & prizes, and indulge in delicious harvest cuisine. Celebrate the magic of autumn in one of Colorado Springs’ most charming neighborhoods!
Cost: FREE
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
The Christmas Stroll
The Christmas Stroll
Christmas Stroll Activities
BANCROFT PARK
Photos with Santa at his Cabin: Noon-8pm
Meet live reindeer in Bancroft Park: 4-7pm
Fire pits and hot cocoa: 4-7pm
THROUGHOUT OLD COLORADO CITY
Special offers, sales, giveaways and gifts at shops all day along W. Colorado Ave.
Dickens Carolers will be strolling the avenue with song and live holiday skits
Live street musicians
Costumed characters
FREE PARKING!
Enjoy fun and festivities throughout the day!
Merchant and restaurant specials all day. Find one of a kind gifts. Your holiday shopping tradition starts here!
Follow us on FACEBOOK for details
Sign up for our Email Newsletter for event map, details, and special offers and coupons.
Holiday First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
Summer Nights in OCC
Join us for Summer Nights, a weekly evening celebration in the heart of Old Colorado City! Every Thursday in June, the district comes alive with live music, local vendors, great food, and a vibrant community atmosphere.
Stroll the avenue, discover unique local shops, grab a bite from your favorite restaurants, and relax in Bancroft Park while enjoying performances at the bandshell. Whether you're meeting friends, bringing the family, or just looking for a fun way to spend a warm Colorado evening, Summer Nights is the place to be.
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
Karaoke at Thunder and Buttons - Restaurant & Bar
Karaoke at Thunder & Buttons!
Every week
Thursday - Saturday from 9pm - 1am
Thursday Night Trivia
Every Thursday is Trivia Night at OCC Brewing! Get your friends together and test your knowledge while enjoying awesome beers and tasty eats! Winners get fabulous prizes and bragging rights
Summer Nights in OCC
Join us for Summer Nights, a weekly evening celebration in the heart of Old Colorado City! Every Thursday in June, the district comes alive with live music, local vendors, great food, and a vibrant community atmosphere.
Stroll the avenue, discover unique local shops, grab a bite from your favorite restaurants, and relax in Bancroft Park while enjoying performances at the bandshell. Whether you're meeting friends, bringing the family, or just looking for a fun way to spend a warm Colorado evening, Summer Nights is the place to be.
Swing at The Loft
Friends old and new!! We're back to $10 per person tomorrow at the Loft! Invite as many people as you can and help us spread the word!
Cerberus Brewing - Pride Week Beer Bust
We’re starting out Pride Week the right way, together.
Join us at Cerberus Brewing for a Pride Week Beer Bust in partnership with Pikes Peak Pride. Three hours of community, celebration, and discounted pours from 5-8PM.
Show up, bring your people, and raise a glass to love, visibility, and the local LGBTQ+ community that makes this place better.
More details and tickets to come, but put it on the calendar now
Scott’s Auto & Tire Car Show
Scott’s Auto & Tire is hosting their very first Car Show in Colorado Springs on June 6th from 9 AM to Noon! 🚗✨
Car lovers and community members are invited to stop by, check out an amazing lineup of vehicles, connect with fellow automotive enthusiasts, and enjoy a fun morning in Old Colorado City.
Want to enter a vehicle in the show? Call 719-473-6288 to register! 🏁
The “Overall Crowd Pleaser” award will be presented at the end of the event. 🏆
BONUS: Everyone who registers a vehicle for the show will receive $25 off a future service when scheduled by June 30th!
📍 Scott’s Auto & Tire
📅 June 6
⏰ 9 AM – Noon
OCC Farmer's Market
Starting June 6th-October 17th
Every Saturday in Bancroft Park 7am-1pm with over 80+ vendors and food trucks , there is something here for everyone!
First Friday ArtWalk
First Friday ArtWalk
Browse the local art galleries, open artist studios, shops and eateries with this free self-guided tour in Old Colorado City. Meet local artists. Enjoy live demonstrations! Best of all, the beautiful art pieces are available for purchase! Make it a night out in Old Colorado City.
Date: First Friday of every month
Time: 5:00-8:00pm (see participating galleries)
Location: West Colorado Avenue between 17th Street and 31th Street
Cost: FREE
Live artist demonstrations
Meet local artists and artisans
View original works of art by local artists
Special offers throughout Old Colorado City
Enjoy complimentary refreshments at several shops and galleries
Follow us on FACEBOOK for more
Rocky Mountain Chocolate Factory
2431 W. Colorado Ave., Colorado Springs
(719) 635-4131 | website | faceboo
Delight in the aroma of caramel, fudges, chocolate and fresh caramel apples.
Colorado Creative Co-op
2513 1/2 W. Colorado Ave.
(719) 822-1474 | website | facebook
Julie Collins will be demonstrating her jewelry making during our June Art Walk. Stop by to see her fun jewelry and enjoy some treats! We have wonderful gifts for grads and dads!
Hunter-Wolff Gallery
2510 W. Colorado Ave., Colorado Springs
(719) 520-9494 | website | facebook
Mark Your Calendar Now! Join Hunter-Wolff Gallery for June's First Friday ArtWalk from 5-8 pm and meet featured Artist of the Month, Marlene Kort. Marlene is offering her newest collection of oil paintings inspired by nature and Colorado landscapes during First Friday ArtWalk. Join us to celebrate a special June birthday with special treats for our visitors.
You will find a brief introduction to Marlene and her work at: https://hunterwolffgallery.com/
Blue Pony Artists & Gallery
2501 W. Colorado Ave. #109
We are having a birthday!
Join us for our First Friday Celebration. Live music by Evie Valentine! Enter to win a painting!
Surface Gallery
2752 W. Colorado Ave., Colorado Springs
(719) 359-6966 | website | facebook
Surface Gallery invites you to the opening of three exhibitions exploring nature, renewal, and shared experience on Friday, June 5, 2026, from 5–9pm. Featuring Gail M. Nelson’s immersive “A Rewilding Journey,” Naomi Falk’s textile-based “Yes, and…,” and a juried group show, “Rewilding,” the exhibitions highlight creativity, sustainability, and connection. On view through June 26.
Meraki Springs
2530 W Colorado Ave
Join us for First Friday ArtWalk on June 5th from 5–8 PM as we debut Bloom, a vibrant new collection by featured artist Katharine Dreier.
Bursting with color, texture, and whimsy, this joyful collection features everything from beautifully decorated hats to one-of-a-kind wall art.
Come experience artwork designed to make you smile and celebrate the beauty of blooming in every season.
We will also be joined by local singer songwriter Anna Grace
The Queen's TEApothecary
2504 W. Colorado Ave., Colorado Springs
(719) 313-9904 | website | facebook
Join us for a tea tasting and sample our June Teas of the Month, while you shop our tea sale and enjoy a FREE tea gift with every purchase.
Thank you to our
First Friday
Sponsors!
Summer Nights in OCC
Join us for Summer Nights, a weekly evening celebration in the heart of Old Colorado City! Every Thursday in June, the district comes alive with live music, local vendors, great food, and a vibrant community atmosphere.
Stroll the avenue, discover unique local shops, grab a bite from your favorite restaurants, and relax in Bancroft Park while enjoying performances at the bandshell. Whether you're meeting friends, bringing the family, or just looking for a fun way to spend a warm Colorado evening, Summer Nights is the place to be.
Territory Days
Territory Days
Memorial Day Weekend
For more than 50 years, Territory Days has been Colorado's largest street fair.
Shop hundreds of unique vendors with handcrafts from around the world.
Enjoy great food, dozens of educational displays, patriotic tributes and live music from 25 bands on three stages.
And best of all, admission is absolutely FREE!
The Loft Music Venue: Territory Days Live Music by Vince Graham and Retro Sonic
Starting at 12pm stop by The Loft Music Venue to grab a drink and enjoy our live performers on Saturday 5/23
Thursday Night Trivia
Every Thursday is Trivia Night at OCC Brewing! Get your friends together and test your knowledge while enjoying awesome beers and tasty eats! Winners get fabulous prizes and bragging rights
Tuesday Trivia Night!
Think you’re the smartest in the brewery? Prove it.
Join us every Tuesday at 6:30 PM for Trivia Night at Cerberus Brewing Co., where bragging rights, beer, and brainpower collide. We’re serving up fresh questions each week (no repeats, no mercy) with prizes for the top 3 teams.
Even if your answers stink, our beer still tastes like victory.
Cerberus Brewing Co.
Tuesday at 6:30 PM
Prizes for 1st, 2nd & 3rd
Karaoke at Thunder and Buttons - Restaurant & Bar
Karaoke at Thunder & Buttons!
Every week
Thursday - Saturday from 9pm - 1am
Maker's Market
Join us for a curated Mother’s Day market featuring 15+ local vendors with gifts perfect for the moms in your life. Browse fresh flower bouquets, handmade jewelry, cute cards, ethically sourced goods, and fine art—all under the roof of The Sluice. It’s a fun, easy way to spend your Saturday and celebrate the moms in your life.
