Downtown Partnership

2026 World Olympic Collectors’ Fair
2026-05-23 10:00 - 17:00, 2026-05-24 10:00 - 14:00 (America/Denver) | Antlers Hotel, 4 S. Cascade Avenue, Colorado Springs, CO, 80903, United States
The World Olympic Collectors’ Fair is a unique celebration of international friendship, Olympic heritage, and the shared passion that unites collectors from around the globe. Colorado Springs, home to the U.S. Olympic & Paralympic Museum and the U.S. Olympic & Paralympic Committee, is the ideal setting for this gathering—offering a meaningful connection to Olympic history and a welcoming, culturally rich environment.

Local Relic's Small Brew Saturday
2026-05-23 12:00 - 16:00
12:00p – 4:00p, Open to the public, no cost to attend. Beer, wine, and light snacks will be available for purchase.
It’s that time again! Beers! Bites! Bob! All the good things down at the Payne.

Do Portugal Circus USA
2026-05-23 14:00 - 2026-05-26 21:30, 2026-05-24 14:00 - 2026-05-27 21:30 | The Meanwhile Block, 425 S Sierra Madre St., Colorado Springs, CO, 80903
A great circus does more than entertain — it unites people. At Do Portugal Circus, our mission is to create a space where families, friends, and communities come together to laugh, cheer, feel inspired, and share unforgettable moments.
We want every guest — from the smallest child to the eldest grandparent — to walk away with a memory they’ll hold onto for years.
Multiple shows, times and ticket prices. Check website for specifics and tickets.

Cocktails & Canapés Walking Tour
2026-05-23 16:00 - 18:30, 2026-06-05 16:00 - 18:30, 2026-06-06 16:00 - 18:30

Sunday Market in Acacia Park
2026-05-24 09:00 - 14:00, 2026-05-31 09:00 - 14:00, 2026-06-07 09:00 - 14:00 | Acacia Park, 115 E Platte Ave,, Colorado Springs, CO, 80903, United States
Fresh Food, Local Goods and Community. Every Sunday at Acacia Park, in Downtown Colorado Springs. Visit the market 9AM-2PM from May 10 – October 25.

Jazz in the Garden
2026-05-29 19:00 | Grace & St. Stephen’s Episcopal Church, 601-631 N. Tejon St., Colorado Springs, CO, 80903, United States
Since 2010, Jazz in the Garden at Grace and St. Stephen’s has offered the perfect place for families and friends to gather over picnics and listen to some of the best jazz musicians in Colorado Springs — all for free!
The 2026 season begins on May 29th at 7pm in the garden at the corner of N. Tejon and Monument, just blocks north of Downtown and continues on alternate Fridays through August 21st. Bring a picnic, lawn chairs and blankets, and get ready to spend your evening with the best music to be found in the city – new, old, tried and true you don’t want to miss a single one! We’ll provide beverages (for donation) and music that will get your toes tapping and fingers snapping.
Concerts take place rain or shine (we move indoors in the case of weather). And are 100% free to all.
29 May – LOOK’EE HERE
12 Jun – Tony Exum, Junior
26 Jun – Hennessy 6
10 Jul – TBA
24Jul – Jeremy Facknitz Band
7Aug – Air Force Academy Band
21Aug – Wayne Wilkinson Trio

Piano-Oke at the Brit Pub
2026-05-29 19:00, 2026-06-05 19:00 | The Brit Pub, 645 S Sierra Madre St, Ste 100, Colorado Springs, CO, 80903, United States
Sing Karaoke with live piano at the Brit Pub

Lucy Darling: You're Welcome
2026-05-29 19:30 | Pikes Peak Center, 190 S Cascade Ave, Colorado Springs, CO, 80903, United States
Award-winning performer Carisa Hendrix stars as charming socialite and cocktail enthusiast Lucy Darling as she continues her vivacious vagabond voyages with You’re Welcome — a touring variety show featuring her razor-sharp wit, unquestionable advice, skillful magic, and delightful friends. Lucy is bringing her signature charm and mischief from screen to stage, and everyone is welcome. Even after a year of sold-out appearances, her growing legion of devoted Darlings has been begging for more visits — this is her answer to their call. You’re Welcome is more than just a tour; it’s a reunion of people who have not yet met, a party for every member of the Darling family tree. Lucy is accompanied on piano, melodica, and a cornucopia of other instruments by the delightfully eccentric Mark Ettinger (musician, composer, and renowned globe-trotting juggler with the legendary Flying Karamazov Brothers). This charming duo’s playful banter and effortless chemistry dazzles and enchants audiences everywhere they go. You’re Welcome.

COS Culture Passport Kickoff Featuring family-friendly activities!
2026-05-30 10:00 - 14:00
The Colorado Springs Pioneers Museum and Visit Colorado Springs are proud to present the COS Culture Passport. The community is invited to join us on Saturday, May 30 for the official launch of this digital passport program inspired by the America 250/Colorado 150 commemorations. Kickoff your summer history & cultural adventure at this special event featuring family-friendly activities presented by the regional passport sites.

Family Adventure Day @ Fine Arts Center
2026-05-30 10:00 - 14:00

America 250/Colorado 150: Seeing History in Place
2026-05-30 14:00 - 16:00

Food Truck Tuesdays
2026-06-02 11:00 - 13:30, 2026-06-09 11:00 - 13:30 | Alamo Square Park
LUNCH PLANS? Food Truck Tuesdays are officially back on the South side of Alamo Square Park! Ten food trucks serve a variety of meals, snacks, and desserts throughout the summer.

Advancing Youth Mental Health in Colorado @ Peak Education
2026-06-02 17:00 - 19:00

Mash Dashers Run Club
2026-06-04 17:30 - 20:00

Downtown Summer Music Series
2026-06-04 18:00 - 20:00, 2026-06-11 18:00 - 20:00 | Acacia Park, 115 E Platte Ave,, Colorado Springs, CO, 80903, United States
The Downtown Acacia Park Summer Concert Series takes place every Thursday night starting June 4th. The event is free, local, and right in the heart of downtown Colorado Springs. Bring a blanket, grab some food, and come enjoy the kind of night everyone can enjoy.
The details:

Thursdays, June – September, 2026

6 to 8 PM

Acacia Park, Downtown Colorado Springs

Free and open to everyone

Josh & Johns Sccop Bus onsite

Free popcorn brought to you by Colorado Front Doors

Check back here for weather updates

Lawn chairs and blankets are encouraged. Food and drinks are steps away at restaurants throughout downtown. Just show up and make yourself at home.

Art on the Streets Scavenger Hunt
2026-06-05 17:00 - 20:00 | Downtown Colorado Springs, Colorado Springs, CO, 80903, United States
Get to know the new Art on the Streets public art exhibit through a passport-guided scavenger hunt featuring art, trivia, an activity, or treats at 12 different sculpture and mural locations around the Downtown Creative District.

First Friday Art Walk Downtown
2026-06-05 17:00 - 21:00
Free and open to the public, First Friday Downtown features new art, live music, and special events on the first Friday of every month from 5-9 p.m. at dozens of galleries, retailers and nonprofits throughout Downtown Colorado Springs. Visit this link for tonight’s details.

Walking Tour: Art on the Streets 2026
2026-06-06 10:00 - 11:00 | Story Coffee, 120 E Bijou St, Colorado Springs, CO, 80903, United States
The annual Art on the Streets program transforms Downtown streets into an outdoor gallery. Explore the currently installed artworks and get firsthand insight into the artists who created them. NOTE: This public art exhibition changes each June.
The tour will depart at 10 a.m. from Story Coffee. Please plan to arrive early to get your beverage (included in ticket price) and check in with Downtown staff when you arrive. Plan on at least two hours to arrive early for a beverage, complete the tour, and return to your car.

Pride Ride
2026-06-10 18:00
Join Pikes Peak Pride on Wednesday, June 10 for our annual Pride Ride through downtown Colorado Springs in partnership with StreetCar 520, PikeRide, and The Wednesday Ride!
We’ll gather at StreetCar520 starting at 6PM before rolling out together on a community ride led by The Wednesday Ride. The route will take us from downtown to America the Beautiful Park and back to StreetCar520 for an evening of community, movement, and Pride.
Whether you’re an experienced rider or just looking for a fun and inclusive way to celebrate Pride Month, everyone is welcome to join us!
Start Location: StreetCar520 Meet-Up Time: 6PM Ride Route: StreetCar520 → America the Beautiful Park → StreetCar520
Need a bike? Folx will be able to reserve a PikeRide through our online reservation link: https://www.pikeride.org/store/pride-ride-2026
Bring your Pride, your friends, and your wheels — and let’s ride together!

Blackthorn Unplugged at Jack Quinn's
2026-06-10 18:00 - 21:00 | Jack Quinn’s Irish Pub, 21 S. Tejon St., Colorado Springs, CO, 80903, United States
Session Style, Blackthorn Unplugged

Local Relic’s 10th Anniversary Party & Robert Anderson Art Show
2026-06-11 18:00 - 20:00 | Carter Payne, 320 S Weber St, Colorado Springs, CO, 80903, United States
Has it been 10 years of Local Relic beers already? That’s right, a decade and almost 2000 beers later, we’re still going strong. And what better way to celebrate than by introducing the brewery’s new owner, Andrew Mueller.
Join us on June 11th from 6 to 8 pm, purchase some Local Relic beers and Robert’s spectacular artwork, enjoy some small bites provided by the incomparable Chef Brent Beavers, meet Andrew and Robert, and let’s celebrate a decade together!
