Trips & Adventurous Activities in Colorado Springs

Check out happening trips & adventurous activities events all around Colorado Springs, CO

Colorado Springs Oktoberfest 2025

Sat, 27 Sep at 04:00 pm Bloom Ultra Lounge USD 7 to 31

The Nutcracker

Thu, 27 Nov Pikes Peak Center

I Don't Know How But They Found Me at Black Sheep

Thu, 11 Sep at 06:30 pm Black Sheep

Citizen Soldier at Black Sheep

Sat, 20 Sep at 07:00 pm Black Sheep

Scrap Exchange with Who Gives a Scrap

Sat, 13 Sep at 01:00 pm Colorado, USA

Colorado Springs Reptile Expo (Show Me Reptile Show)

Sat, 06 Sep at 09:00 am 3960 Palmer Park Blvd, Colorado Springs, CO 80909-3404, United States

High On Fire at Black Sheep

Wed, 24 Sep at 06:30 pm Black Sheep

Tim Hawkins at New Life Church

Sat, 13 Sep New Life Church

3rd Annual Fall Vendor Showcase! Pumpkin 🎃

Sat, 18 Oct at 12:00 pm 2506 W Colorado Ave, Colorado Springs, CO

Filth & Narcotic Wasteland

Sat, 27 Sep at 05:00 pm Vultures

aurorawave at Black Sheep

Thu, 25 Sep at 08:00 pm Black Sheep

Colorado Springs Halloween Bar Crawl

Sat, 25 Oct at 04:00 pm Bloom Ultra Lounge USD 15 to 36

Full Moon Ecstatic Dance

Sun, 07 Sep at 05:00 pm Everyday Girl Adventures

September Climb Night

Sat, 27 Sep at 05:00 pm CityROCK

3rd Annual Celebrate Her Fashion Show & Women’s Showcase 💕✨

Sat, 28 Feb at 03:00 pm Downtown Colorado Springs

The Haunt

Thu, 25 Sep at 05:00 pm Vultures

The Oz Escape: A Wicked Glitch in Colorado Springs

Sat, 27 Sep at 10:00 am YOU WILL RECEIVE THE LOCATION TWO WEEKS PRIOR TO THE EVENT. USD 40

Clay Street Unit

Fri, 19 Sep Phil Long Music Hall at Bourbon Brothers - CO

Cowboy Mouth at Black Sheep

Fri, 19 Sep at 07:00 pm Black Sheep

Jake Loggins Band (OCC Summer Concert)

Tue, 23 Sep at 05:30 pm Bancroft Park

Colorado Springs Tattoo Arts Festival - Sunday

Sat, 18 Oct at 05:00 pm Colorado Springs Event Center

Diggy Graves at Black Sheep

Mon, 29 Sep at 08:00 pm Black Sheep

Alice Cooper and Judas Priest at Broadmoor World Arena

Fri, 10 Oct at 06:45 pm Broadmoor World Arena

Pupkin Spice & Everything Nice Adoption Event 🎃🐾

Sat, 27 Sep at 01:00 pm Petco - Colorado Springs E

Pepper and Tunnel Vision at Black Sheep

Fri, 26 Sep at 08:00 pm Black Sheep

Boho & Besties! 🌼

Sat, 13 Sep at 06:00 pm 2506 W Colorado Ave, Colorado Springs, CO

Saturday Vendor Markets!!🛍️✨🎉

Sat, 06 Sep at 11:00 am 2506 W Colorado Ave, Colorado Springs, CO

Almost Monday

Fri, 10 Oct at 05:00 pm Black Sheep

Coronation 50: A Golden Reflection

Fri, 07 Nov at 12:00 am Antlers Hotel

East Library: New Girl Scout Welcome

Sat, 06 Sep at 04:15 pm Pikes Peak Library District - East Library Free

Boo! at Bear Creek

Sat, 18 Oct at 03:00 pm Bear Creek Nature Center

AAUW COS 2025 Welcome Coffee

Sat, 13 Sep at 09:00 am First United Methodist Church Free

Leonid and Friends at Pikes Peak Center

Sat, 18 Oct at 08:00 pm Pikes Peak Center

Salomon Trail Running Series in Colorado Springs

Tue, 16 Sep at 06:00 pm 15 N Nevada Avenue, Colorado Springs, CO, United States, Colorado 80903

Buffalo Trails & Ales

Mon, 08 Sep at 05:30 pm 2 El Paso Blvd, Colorado Springs, CO, United States, Colorado 80904

The Official Halloween Bar Crawl (Fri & Sat) - Colorado Springs

Fri, 31 Oct at 04:00 pm Jack Quinn's Irish Pub and Restaurant USD 13 to 18

Mushroom Ceremony

Sun, 14 Sep at 10:00 am 2611 W Colorado Ave Studio B, 80904

Menopause The Musical 2 at Pikes Peak Center

Fri, 17 Oct at 07:30 pm Pikes Peak Center

Chris Cagle

Fri, 19 Dec at 05:00 pm The Whiskey Rose

Happy Trails Fundraiser- The Hoot-enanny!

Fri, 12 Sep at 06:00 pm Bear Creek Nature Center

TOSCtoberfest Taproom Takeover

Sat, 20 Sep at 05:00 pm 429 E Pikes Peak Ave, Colorado Springs, CO, United States, Colorado 80903

Beatles vs. Stones - A Musical Showdown

Sat, 08 Nov at 05:00 pm Pikes Peak Center

Do The Halloween Pub Crawl in Colorado Springs

Sat, 25 Oct at 04:30 pm Avenue 19 USD 18 to 22

Holiday Extravaganza Retreat

Fri, 24 Oct at 10:00 am 4727 N Academy Blvd, Colorado Springs, CO, United States, Colorado 80918

Forest Bathing

Sat, 27 Sep at 09:30 am 1805 N 30th St, Colorado Springs, CO, United States, Colorado 80904

Morning Yoga at the Ranch 🔆

Sat, 06 Sep at 08:00 am 3330 Chuckwagon Rd, Colorado Springs, CO, United States, Colorado 80919

20th Annual End of Summer Run

Sat, 13 Sep at 09:00 am VFW Post 101

Cowboy Mouth

Thu, 18 Sep at 05:00 pm Black Sheep

Colorado Springs New Years Eve Bar Crawl

Wed, 31 Dec at 06:00 pm Colorado Springs USD 0 to 46

Sheng Wang

Fri, 24 Oct at 05:00 pm Pikes Peak Center

Annual Rummage Sale

Sat, 06 Sep at 08:00 am Vista Grande Baptist Church

Tom Segura

Sat, 08 Nov Broadmoor World Arena

The White Buffalo

Fri, 07 Nov at 05:00 pm Black Sheep

Fortunate Youth at Black Sheep

Thu, 18 Sep at 08:00 pm Black Sheep

The Red Hot Chilli Pipers

Thu, 25 Sep at 05:00 pm Pikes Peak Center

8th Annual Colorado ALR ROMP

Fri, 05 Sep at 12:00 pm Buena Vista Colorado

Wheel of Fortune at Pikes Peak Center

Wed, 19 Nov Pikes Peak Center

Girl Fest 2025: Colorado Springs

Sun, 28 Sep at 01:00 pm Girl Scouts of Colorado Free

Farish Mt Bike Race

Sat, 27 Sep at 08:00 am Farish Recreation, Woodland Park, Co

A.J. Croce

Thu, 18 Sep at 05:00 pm Pikes Peak Center

Golden Trails and Wagging Tails - FALL MINIS

Sun, 21 Sep at 05:00 pm Woodland Park, Colorado

Ms. Holmes & Ms. Watson - Apt. 2B

Thu, 18 Sep at 07:00 pm 30 W Dale St, Colorado Springs, CO, United States, Colorado 80903

Shades of HUNKS at Aqua Lounge (Colorado Springs, CO) 10/01/25

Wed, 01 Oct at 08:00 pm Aqua Lounge USD 18 to 68

Ekoh at Black Sheep

Fri, 14 Nov Black Sheep

October - Cheyenne Mountain Shooting Complex

Sat, 11 Oct at 08:00 am 7790 Rte 1, Fort Carson, CO 80913

Michael Minelli at Black Sheep

Thu, 09 Oct Black Sheep

Camping at Cheyenne Mountain State Park

Fri, 05 Sep at 02:00 pm Cheyenne Mountain State Park USD 55

VFW 101 Purple Heart Trail sign dedication

Fri, 26 Sep at 06:00 pm 702 S Tejon St, Colorado Springs, CO, United States, Colorado 80903

Purple Heart Trail Dedication

Sat, 20 Sep at 01:00 pm 15 E Platte Ave, Colorado Springs, CO, United States, Colorado 80903

Parking Shonen Knife with The Pack A.D.

Sat, 11 Oct at 09:30 am Black Sheep

Post 5 Riders Monthly Meeting

Wed, 10 Sep at 07:00 pm 15 E Platte Ave, Colorado Springs, CO 80903-1220, United States

COS Rising 2025 - Startup Hike at Red Rock Canyon Open Space

Fri, 26 Sep at 09:30 am Red Rock Canyon Open Space Free

Bobcat Trail Race

Sat, 18 Oct at 08:00 am Palmer Park Colorado Springs

Little Hands, Big Creations

Fri, 12 Sep at 10:00 am 7 Widefield Blvd, Colorado Springs, CO, United States, Colorado 80911

September 14, 2025 - Red Rock Canyon

Sun, 14 Sep at 08:30 am Red Rock Canyon Open Space Free

Black Jacket Symphony at Pikes Peak Center

Thu, 16 Oct at 07:30 pm Pikes Peak Center

Saturday Resort Ride

Sat, 06 Sep at 08:30 am 2 El Paso Blvd, Colorado Springs, CO, United States, Colorado 80904

Group Hike at Red Rocks Open Space

Tue, 09 Sep at 08:00 am Red Rock Canyon Open Space Free

Shonen Knife

Thu, 09 Oct Black Sheep

Citizen Soldier

Fri, 19 Sep at 05:00 pm Black Sheep

17th Annual Be Ovary Aware 5k run 3k walk

Sun, 21 Sep at 07:30 am America The Beautiful Park

Kids' Night Out- Cosmic Quest

Fri, 26 Sep at 05:00 pm 245 Bear Creek Rd, Colorado Springs, CO 80906-5803, United States

Sacramento Republic FC at Colorado Springs Switchbacks FC

Sun, 21 Sep at 12:00 am Weidner Field

Beatles vs Stones at Pikes Peak Center

Sun, 09 Nov at 07:00 pm Pikes Peak Center

Canya Cañon Trail Race & Family Hike

Sun, 09 Nov at 10:15 am 2120 S Cheyenne Canon Rd, Colorado Springs, CO, United States, Colorado 80906

Swan Lake at Pikes Peak Center

Sat, 10 Jan at 07:30 pm Pikes Peak Center

Urban Water Cycle Tour - Saturday Ride

Sat, 27 Sep at 09:00 am 702 E Boulder St #200, Colorado Springs, CO, United States, Colorado 80903

One Last Ride for 2025

Sat, 11 Oct at 11:00 am Buff Brew Coffee Co.

Bear Creek Restoration Crew

Sat, 06 Sep at 09:00 am Bear Creek Nature Center

Empire of the Sun

Tue, 30 Sep at 05:00 pm Ford Amphitheater - Colorado Springs

Fourth Annual WestFest

Sat, 20 Sep at 11:00 am Westside Community Center

Do The Ugly Sweater Pub Crawl in Colorado Springs

Sat, 13 Dec at 04:30 pm Avenue 19 USD 18 to 22

Free Car Seat Check Event!

Sat, 27 Sep at 10:00 am Southeast Armed Services YMCA, 2190 Jet Wing Dr., Colorado Springs CO 80916

Salomon Trail Running Series in Colorado Springs

Tue, 09 Sep at 06:00 pm 15 N Nevada Avenue, Colorado Springs, CO, United States, Colorado 80903

Sand Creek Trail Clean Up

Sat, 13 Sep at 09:00 am 1615 S Murray Blvd, Colorado Springs, CO, United States, Colorado 80916

D2 /Audi Alpine Event 2025 - Colorado Springs

Thu, 04 Sep at 02:00 pm Colorado Springs, Colorado

Celtic Thunder

Sat, 11 Oct at 05:00 pm Pikes Peak Center USD 54 to 199