Colorado Springs Holiday Events

Colorado Springs Official Thanksgiving Eve Bar Crawl 2026

Downtown Colorado Springs 25 Nov 2026

The Christmas Stroll

West Colorado Ave, Colorado Springs, CO, United States, Colorado 80904 28 Nov 2026

Festival of Lights Family Fun Day

215 S. Tejon Street, 80903 5 Dec 2026

Santa Paws for a Cause

Cultivate Studios 8 Nov 2026

Cirque Musica Holiday Wonderland at Pikes Peak Center

Pikes Peak Center 15 Dec 2026

HOLIDAY ART & GIFT MARKET

427 E Colorado Ave, Colorado Springs, CO, United States, Colorado 80903 28 Nov 2026

Bear Creek by Candlelight

245 Bear Creek Rd, Colorado Springs, CO 80906-5803, United States 4 Dec 2026

Colorado Springs SantaCon Bar Crawl 2026

Phantom Canyon Brewing Company 5 Dec 2026

Holiday Craft Fair

1505 E Monument St, Colorado Springs, CO 21 Nov 2026

Candlelight: Christmas Classics

First United Methodist Church, Colorado Springs 20 Dec 2026

Irish Christmas in America at Stargazers Theatre & Event Center – Colorado Springs CO

Stargazers Theatre and Event Center 27 Nov 2026

Colorado Springs Christmas Bar Crawl 2026

21 S Tejon St, Colorado Springs, CO 80903-1505, United States 19 Dec 2026

Trio of Trees - Fused Glass Class

828 East Fillmore Street, Colorado Springs, CO, United States, Colorado 80907 14 Nov 2026

A REASON TO BELIEVE - A Christmas Journey of Hope

Ent Center for the Arts 12 Dec 2026

Wintersong 2026: Celebrating 25 Years

Shove Chapel 9 Dec 2026

Little Richard’s Story Time with Jean Marie Alfieri 🐾

320 - 324 1/2 N Tejon St, Colorado Springs, CO, United States, Colorado 80903 14 Nov 2026

B-COS We Care Annual FunD Fair - FREE Admission

Colorado Springs Shrine Club 7 Nov 2026

HOME FOR THE HOLIDAYS - Colorado Springs Free Christmas Fest - Sat, Dec 12th, 10am-6pm

COSCityHub 12 Dec 2026

Krampusnacht 2026

Colorado Springs, Colorado 5 Dec 2026

McAllister House Museum Holiday Tea and Tours: Dec. 5, 2026 and Dec. 12, 2026. Two seatings per day.

423 N Cascade Ave, Colorado Springs, CO, United States, Colorado 80903 5 Dec 2026

🎄 KDA Holiday Craft Fair | Shop Local, Celebrate & Dance!

2120 Hollow Brook Drive, Colorado Springs, CO, United States, Colorado 80918 8 Nov 2026

Holiday Singles Mixer | Free Drink & Snacks | Colorado Springs

Trainwreck 12 Dec 2026

Saturday Holiday Jazz at the Lounge- after the parade!

The Best Coffee & Lounge 5 Dec 2026

2026 BEYOND Youth Empowerment Day!

Pikes Peak Library District - Penrose Library 12 Dec 2026

Seventh Annual Christkindl Fest

2505 N. Circle Dr., Colorado Springs, CO 5 Dec 2026

Holiday Tree Lighting & Activities

755 Aspen Dr, Colorado Springs, CO, United States, Colorado 80911 8 Dec 2026

Holiday Evening

3105 Gateway Rd, Colorado Springs, CO, United States, Colorado 80904 12 Dec 2026

Collective Groove Holiday Dance Party

10 S. Parkside Dr, Colorado Springs, CO, United States, Colorado 80910 4 Dec 2026

Winter Wonderland Holiday Bazaar Colorado Springs

Colorado Springs Event Center 28 Nov 2026

SIP + MAKE a Mini Winter Wonderland!

Urbane Collective 12 Nov 2026

Hunger Games Comedy Fun-Raiser!

COSCityHub 14 Nov 2026

Wedding Industry Christmas Party

COATI 22 Nov 2026

Holiday Open House

Sundown 7 Nov 2026

Holiday Adventure Markets! 🛍️ ✨

2506 W Colorado Ave, Colorado Springs, CO 4 Dec 2026

Cirque Musica

190 S Cascade Ave, Colorado Springs, CO, United States, Colorado 80903 15 Dec 2026

Poor Richards November Wine Tasting: A Toast To The Table

Rico's Cafe & Wine Bar, North Tejon Street, Colorado Springs, CO, USA 18 Nov 2026

Comfort and Joy: A Christmas Handbell Concert

7400 Tudor Rd, Colorado Springs, CO 80919-2615, United States 28 Nov 2026

Holiday Celebration

Acacia Park Ice Skate Park - 115 E. Platte Ave., 80903 13 Nov 2026

Live Holiday Jazz with Wayne Wilkinson!

Wayfinder Coffee Co. 4 Dec 2026

OCC Holiday Market

1 S 24th St, Colorado Springs, CO, United States, Colorado 80904 28 Nov 2026

Full Moon Sound Bath: Release & Relax

Singing Bowls of the Rockies 24 Nov 2026

Holiday Open House

The Collective Boutiques Colorado Springs 7 Nov 2026

Gratitude, Rest & Reflection: Sound Bath

Singing Bowls of the Rockies 25 Nov 2026

Thanksgiving Celebration

The Church of Jesus Christ of Latter-day Saints 25 Nov 2026

Festival of Lights Watch Party

102 S. Tejon St. Suite 105-A, Colorado Springs, CO, United States, Colorado 80903 5 Dec 2026

Build a Brew!

Lil Witchy Academy Metaphysical Store and Learning Center 27 Nov 2026

Holiday Potluck Scotch Doubles

Time OUT Sports Lounge 5 Dec 2026

McAllister House Museum Holiday Tea & Tour-December 5th at 2pm

The McAllister House Museum 5 Dec 2026

OCC Christmas Stroll: Marshmallow Speakeasy

2528 W Colorado Ave, Ste B, Colorado Springs, CO, United States, Colorado 80904 28 Nov 2026

Merry Holidaze & Happy Kushmas - a Community & Culture event

Smoke Shop, Vape Shop, & Much More | Knob Hill| Elev8 Glass Gallery 5 Dec 2026

November Open Studio at Belle Flower Farm

Belle Flower Farm 6 Nov 2026

Holiday Gift Market

Retro Lounge 8 Nov 2026

Monthly Money Check-In: Build Healthy Money Habits

Peterson Military & Family Readiness 135 Dover St. Bldg 350, Suite 1203, 80914 18 Nov 2026

Infused Honey Class with Shay

2636 Colorado Ave, Colorado Springs, CO 7 Nov 2026

Forget The Mall, Shop Small Craft Fair

Affinity at Colorado Springs 21 Nov 2026

2026 PRSA Holiday Party

Golden Bee, 1 Lake Avenue, Colorado Springs 3 Dec 2026

Friendsgiving and Merry Mahj!

2336 Vickers Drive, Suite 130 , Colorado Springs, CO, United States, Colorado 80918 18 Nov 2026

Holiday Market Weekend! 🎄🛍️✨

2506 W Colorado Ave, Colorado Springs, CO 27 Nov 2026

Triumph Dealer Holiday Party: Triumph Colorado Springs

Sun Powersports Colorado Springs 12 Dec 2026

Canyon Winds Jazz Holiday Show

10 S. Parkside Dr, Colorado Springs, CO, United States, Colorado 80910 3 Dec 2026

Fused Glass Tree Ornaments

828 East Fillmore Street, Colorado Springs, CO, United States, Colorado 80907 2 Dec 2026

28th Annual Colorado Springs Holiday Food & Gift Festival - Dec 4th-6th

Norris Penrose Event Center 4 Dec 2026

Holiday Market at The Mining Exchange

The Mining Exchange 28 Nov 2026

McAllister House Museum Holiday Tea & Tour-December 12th at 2pm

McAllister House Museum 12 Dec 2026

Santa Paws 2026: Breakfast, Holiday Market & Pup-Friendly Fun!

Under the Sun Dog Training and Daycare 5 Dec 2026

Vintage Market Days® Colorado Springs - "Rocking Around the Christmas Tree"

1045 Gold Camp Rd, Colorado Springs, CO 80905-4801, United States 20 Nov 2026

More Nutty Than Nice

2528 W Colorado Ave, Ste B, Colorado Springs, CO, United States, Colorado 80904 4 Dec 2026

Holiday Craft Fair

Cheyenne Mountain High School 4 Dec 2026

Holiday Bazaar!

1050 S. 21st street, Colorado Springs, CO 13 Dec 2026

Todd Williams Holiday Jazz at the Lounge

The Best Coffee & Lounge 26 Dec 2026

Colorado Springs Holiday Food & Gift Festival

Norris Penrose Event Center 3 Dec 2026

Holiday Button Bouquet Craft - Colorado Springs

21 C Library 7 Nov 2026

Holiday Craft Fair

El Morro Mobile Estates 4 Dec 2026

Holiday Ornament Make & Take Crafting Session

21 C Library 28 Nov 2026

Holiday Jam Workshop

Colorado State University Extension - Colorado Springs 16 Nov 2026

Colorado Springs, CO - Blake & Jenna LIVE

Inspiration Church 20 Dec 2026

Not A Christmas Carol

2400 Slater Ave 20 Nov 2026

December Professional Meeting

Exponential Impact 10 Dec 2026

Shop, Mingle and Eat Pie

2528 W Colorado Ave, Ste B, Colorado Springs, CO, United States, Colorado 80904 4 Dec 2026

Skate City Pajama Party

Skate City 3 Dec 2026

ATB Chorus Presents "Season of Joy"

Sunrise Church 5 Dec 2026

December Floating Sound Bath

Little Fins Swim School (Union) 13 Dec 2026

2026 Fall Festival & Craft Fair

715 Aspen Dr, Colorado Springs, CO, United States, Colorado 80911 7 Nov 2026

Evergreen Wreath Workshop - December 4

Phelan Gardens 4 Dec 2026

Evergreen Swag Workshop - November 27

Phelan Gardens 27 Nov 2026

Evergreen Wreath Workshop - November 27

Phelan Gardens 27 Nov 2026

Evergreen Wreath Workshop - November 28

Phelan Gardens 28 Nov 2026

FREE Kids Dance Classes at KDA’s Holiday Craft Fair!

Kemper Dance Academy 8 Nov 2026

Holiday Porch Pots Demonstration - November 24

Phelan Gardens 24 Nov 2026

Rocky Mt. Humanistic Counseling & Psychological Association Holiday Party

1767 S. 8th St., Suite 260, Colorado Springs, CO, United States, Colorado 80905 4 Dec 2026

Chasing Santa 5k/Cycling Santa Toy Drive Presented by: Springs Law Group

Colorado Springs, C0 5 Dec 2026

Colorado Farm and Art Market's Holiday Market at the Margarita

The Margarita at Pine Creek 5 Dec 2026

HOLIDAY PORTRAITS

colorado springs, Colorado Springs, CO, United States, Colorado 80918 7 Nov 2026

Evergreen Wreath Workshop - December 5

Phelan Gardens 5 Dec 2026

Evergreen Wreath Workshop - December 12

Phelan Gardens 12 Dec 2026

Evergreen Centerpiece Workshop - December 19

Phelan Gardens 19 Dec 2026

Urinetown: The Musical

Celeste Theatre at Colorado College 4 Dec 2026