Downtown holiday events
Information will be added as it is received, so stay tuned!
Shop Local, Win Local
Nov. 7-Dec. 14
Spend a total of $50 or more at Downtown retail shops between Nov. 7 and Dec. 14, 2025, upload or email your receipts and be entered to win a weekly Downtown gift basket valued at $250 or the Grand Prize, a $1,000 Visa gift card.
Sponsored by Bank of Colorado. Click here for details.
Skate in the Park opening, Acacia Holiday Celebration & Community Caroling event
Friday, Nov. 14, 5:30-9 p.m.
Join Soli Deo Gloria Choir in Acacia Park for a community caroling singalong from 5:30 to 6 p.m. before we kick off the 13th season of Skate in the Park and the Acacia Holiday Celebration at 6 p.m.
Hear from the Mayor, see Santa, watch skate demos and get in the holiday spirit.
Stick around to skate at 7 p.m. to the sounds of Ross Squad DJs (tickets required).
Full schedule, special events and ticket information available at DowntownCS.com/skate!
Skate in the Park
Nov. 14- Jan. 31
The only outdoor ice rink in the area returns for another season! Don’t miss this fun Downtown tradition, Full schedule, special events and ticket information available at DowntownCS.com/skate!

Character Stroll
Nov. 15, 11 a.m.-2 p.m.
Get an early start on your holiday shopping and you may just bump into Elsa, Ana, Buddy the Elf, Santa or the Grinch! Meet us by the playground in Acacia Park between 11 a.m. and Noon for a photo opportunity before the holiday characters start strolling through the shopping district (must be in line by 11:45 a.m., characters start strolling at Noon).

Holiday Music Downtown
Saturday, Nov. 15, 11 a.m.-2 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the day — and to kick off your holiday shopping.

Holiday Coupon Books
Week of Nov. 19 forward
Did you miss out on getting your coupon book during the Character Stroll?
Pick up your FREE Downtown Holiday Coupon book full of great Downtown deals (while supplies last) at one of the member merchants listed on this page.
Can’t find one? Reach out to info@DowntownCS.com and we’ll point you in the right direction.

Holiday Music Downtown
Saturday, Nov. 22, Noon-2 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the day — and your holiday shopping.

Small Business Saturday
Saturday, Nov. 29
Join us in Shopping Small this season on Small Business Saturday, Nov. 29 (and every day) and check out our 160+ independent shops, galleries, restaurants, bars, breweries, coffee shops and more.

Holiday Music Downtown
Small Business Saturday, Nov. 29, Noon-2 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for Small Business Saturday and your holiday shopping.

Go Elf Yourself
Saturday, Dec. 6, 2-5 p.m.
Join us for a holiday adVenture, a fundraiser for Downtown Ventures/Art on the Streets at Benny’s Lounge. Come dressed as an Elf or in your favorite festive garb and enjoy Elf-themed drink/shot specials. Benny’s is donating $1 from every drink purchased during this time to Downtown Ventures. Your ticket & costume enter you to win a $100 Downtown Gift Card!
Special appearances by Santa and Buddy the Elf from 2:30-4:30 p.m. $10/person benefits Downtown Ventures/Art on the Streets. More details and tickets here.

Festival of Lights Parade
Saturday, Dec. 6, 5:50 p.m.
Now in its 41st year, the Festival of Lights Parade continues to be one of the most beloved holiday traditions in the Pikes Peak region. The Parade transforms Tejon Street into a dazzling winter wonderland, drawing tens of thousands of spectators each December. More info here.

Holiday Stroll
Wednesday, Dec. 10, 5-8 p.m.
Downtown shops are open late with specials and perfect gifts for the holidays. Enjoy festive holiday lights, strolling holiday musicians, and one-night-only shopping and dining specials. Plus, Santa himself will be out and about doing a little shopping, listening to wish lists, and posing for photos. Be sure to keep an eye out for the grumpy Grinch gallivanting in and out of shops as well.
Sponsored by Underline. Stop by their table across Tejon Street from Acacia Park for a hot chocolate.

Holiday Music Downtown
Wednesday, Dec. 10, 5-7 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the Holiday Stroll and your evening holiday shopping.

Holiday Music Downtown
Saturday, Dec. 13, Noon-2 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the day — and your holiday shopping. Special appearances by the carolers on the Trolley Block.

Holiday Music Downtown
Saturday, Dec. 20, Noon-2 p.m.
Colorado Brass and carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the day — and your holiday shopping. Special appearances by the carolers on the Trolley Block.

Holiday Music Downtown
Wednesday, Dec. 24, 2-4 p.m.
Carolers from Soli Deo Gloria Choir will be providing a holiday soundtrack for the day — and your last minute holiday shopping.
Shop local this Holiday Season
Why it matters
For every dollar spent at a local business, 67 cents stays in our local community. (American Express, 2021) Of that 67 cents, 44 cents go to the owner and employees in the form of wages and benefits, while 23 cents are reinvested in other local businesses. Local businesses tend to use other local vendors for their needs, the money spent there doesn’t just support one local business, but also all the others who provide them with supplies and services. And when the owner and staff live where they work, more of their wages go right back to other local businesses, creating an interconnected support network that keeps communities thriving.

Downtown Gift Card
Get them the gift they want!
The Downtown Gift Card is good at over 170 shops, galleries, restaurants, bars, breweries and services so really is a one-size fits all. Available in any increment $10 or more and “available” as a physical or digital gift card, your holidays just got easier & more thoughtful. Order online and view the complete list of participating businesses here.
Downtown Colorado Springs Gift Card is issued by Pathward®, N.A., Member FDIC. Funds do not expire, Non-reloadable and no cash access. For Cardholder Agreement or Customer Service: www.getmybalance.com or 1-833-558-1088.
When you buy a Downtown Gift Card, 100 percent of the proceeds go directly to the business where the gift card is redeemed.