Plan something good
Date Night Ideas in Colorado Springs
A good date night in Colorado Springs writes itself: pick an evening show below, then book one of the dinner spots to go with it. Concerts, art shows, comedy, and food events for the next two weeks, all starting after 5pm. Keeping it cheap and cheerful? The free events guide has you covered.
Dinner first
Three spots worth dressing up for, from our dining passport.
Then the main event
Showing 24 of 59 evening events.
Spooky Candle Pouring Workshop at FFO Goods
A 90-minute Halloween candle-pouring class in Old Colorado City: learn about wax types and fragrance blending, pour your own candle, then decorate its coffin vessel with spooky...
THE CREATIVE EXCHANGE
A free, all-ages creative meetup featuring live music, dance pop-ups, vendors, and more. Presented by AME Industries and Dreamspace Studios 🎨✨ THE CREATIVE EXCHANGE IS BACK FOR...
Tony Heslop's 50th Anniversary Celebration
Hunter-Wolff Gallery celebrates 50 years of work by potter Tony Heslop, Oct. 16–18, with an opening reception Friday evening. Visitors can meet the artist and choose one of 350...
Hillside Gardens Summer Concert Series
OCT 16
Hillside Gardens Summer Concert Series
Intimate outdoor garden concerts weekly through summer.
Literary Arts Open Mic at Cottonwood
Monthly literary and performing-arts open mic at Cottonwood Center for the Arts. Any level welcome, up to seven minutes per performer; themed each month. Evening start time is...
Fall Concert: Kill the Kegs - Flannels & $5 Beer
Alien Ant Farm at Sunshine Studios
OCT 16
Alien Ant Farm at Sunshine Studios
With Special Guests: Scarhaven, When The Hero Dies. Live show at Sunshine Studios Live, Colorado Springs.
*Free Comedy Show
OCT 16
*Free Comedy Show
Springs Adventures These shows are ages 21+ *Two item minimum purchase (food or beverage, non-alcohol or alcohol) per person inside the showroom. Use my name at the front door ...
Impossible Things
Cosmo's original award-winning show! Sleight of hand, a little history, and mentalism. Ages 14+. Doors open 30 min before showtime. Tickets from $47.70. cosmosmagictheater.com
Elephants & Me
Journey along on a theatrical safari as unforgettable characters, remarkable elephants and surprising events come to life through the physical comedy and award-winning...
Ghoul's Night Out in Woodland Park
Comedy, Live Original Halloween Music, and DJ's at Crystola Roadhouse for The City's Best Halloween Celebration Friday October 16th! Woodland Park's Best Halloween Party is at The...
Keenan TreVon with Tiger Chazz
Aurora-based R&B/pop singer-songwriter Keenan TreVon plays Lulu's Downtown with Tiger Chazz, presented by BandWagon. Doors 8 p.m. MT.
All Hallows Headbang: Cryptic Writings, Resile, Another Shade of Hate, Darkened Sun
All Hallows Headbang, a Halloween-season metal bill with Cryptic Writings, Resile, Another Shade of Hate and Darkened Sun, at Black Sheep. Doors 7 pm. All-ages show.
Dancing for the Arts
The Manitou Art Center's quarterly dance-night fundraiser.
Dinner Detective True Crime Murder Mystery Show
Come solve a thrilling murder mystery over dinner at The Dinner Detective True Crime Murder Mystery Dinner Show in Colorado Springs, CO! America’s largest interactive comedy...
Island Vibes in Colorado Springs! Hawaiian Reggae music w/ Baba B & Friends
Chill out in Colorado Springs with Island Vibes, groovin’ to Hawaiian reggae beats by Baba B & friends! Island Vibes in Colorado Springs! Get ready to soak up the Hawaiian Reggae...
Movies Under the Stars: A Minecraft Movie
Free outdoor screening of A Minecraft Movie in the Bristol Brewing schoolyard at Ivywild School. Bring a chair or blanket; dogs welcome.
An Evening with Paula Poundstone
Comedian Paula Poundstone brings an evening of her stand-up comedy to the Fine Arts Center.
Addams Halloween Spectacular
Featuring Discord Addams and Gidget Von Addams ADDAMS HALLOWEEN SPECTACULAR Saturday, October 17, 2026 • 9 PM Purple Mountain Recovery Center The Addams Halloween celebration...
Random Acts of Magic
The audience chooses what tricks are performed — the show is different every time! Ages 14+. Doors open 30 min before showtime. Tickets from $47.70. cosmosmagictheater.com
Matt Brooker at The Best Coffee & Lounge
OCT 17
Matt Brooker at The Best Coffee & Lounge
Free live music from Matt Brooker downtown at The Best Coffee & Lounge, part of Dizzy Charlie's rotating jazz and funk series.
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