There’s nothing quite like Downtown during the holidays.

Downtown offers plenty of opportunity for holiday cheer and memory-making! Pop in to the Holiday Pop-Up Shops or stop by Skate in the Park – the only outdoor rink in town, presented by Academy Bank.

See details below for details on FREE parking, and stay tuned to our Facebook page for Downtown holiday events.

Selfies with Santa

December 23, noon-2pm

Santa will be strolling through Downtown – with a Polaroid camera – as he gathers up last-minute gifts and makes a few edits to his “naughty and nice” lists. Be sure to grab a selfie and your keep-sake instant photo while he’s out and about!



Hot Wassail

December 23, 11am-1pm

Enjoy traditional hot wassail, a tasty hot spiced cider. Spiced by Savory Spice Shop, brewed by Jose Muldoon’s, and handed out by the Little London Wassail Society. Northwest corner of Bijou/Tejon (while supplies last).



holiday caroling

December 8 11 am-1pm Children’s Choir of St. George’s Anglican Church Tejon side of Acacia Park
December 8 11am-1pm Student musicians from Colorado Springs Conservatory Rim Tech (formerly Michelle’s)
December 8 1-3pm Taylor Choir of Grace & St. Stephen’s Episcopal Church Tejon side of Acacia Park
December 8 1-3pm Velcro Barbershop Quartet Roaming, Tejon Street
December 13 3:30-5:30pm Students from Palmer High School Choir Roaming, Tejon Street
December 23 1:30-2:30pm Colorado Springs Children’s Chorale
Colorado Springs Conservatory
Acacia Park and roaming

FREE holiday parking

every weekend, thanksgiving to christmas

Free parking in all city-operated parking garages, every Saturday and Sunday through the holiday season. City-operated garages are located at:

  • Bijou/Cascade, 215 N. Cascade Ave.
  • Kiowa/Nevada, 127 E. Kiowa St.
  • Colorado/Nevada, 130 S. Nevada Ave.

Parking meters accept coins and credit cards. Learn more about Downtown parking.


Earlier this season….

downtown holiday stroll

December 5th, 5-8 pm

We hope you were able to join us for the stroll! Special thanks to The Perk Downtown and Loyal Coffee for providing free hot chocolate and coffee samples all night long!




More than a dozen of Santa’s scout elves made special trips to Downtown Colorado Springs for three days. The elves landed on December 5th during the Downtown Holiday Stroll, and created mischief at nearly 30 shops and restaurants.

Congrats to Steward E and Alannah M, winners of $50 Downtown gift cards!