Welcome back to The Hayes Weekend Report! As we head into Memorial Day weekend, Colorado Springs is buzzing with incredible events to kick off the summer season. Whether you are looking for live music, family adventures, or a taste of the Old West, there is something for everyone to enjoy. Here are our top picks for getting out and making memories this weekend.
17th Annual MeadowGrass Music Festival
Get ready to meet in the meadow! The MeadowGrass Music Festival returns to the beautiful Black Forest for three days of live music, camping, and community. This family-friendly festival features local favorites, regional stars, and national touring artists like ALO, Kyle Hollingsworth Band, and the Nershi Hann Trio. With a Friday afternoon beer festival, yoga sessions, and a dedicated kids’ tent, it is the perfect way to spend the holiday weekend.
- Day/Time: Friday, May 22 through Sunday, May 24 (Hours vary by day)
- Location: La Foret Conference & Retreat Center, 6145 Shoup Rd, Colorado Springs, CO 80908
- Price: Weekend passes start at $200 (Kids 12 and under are free)
- Link:MeadowGrass Music Festival
Opening Weekend: Flying W Ranch Chuckwagon Dinner Show
Step back in time and experience the magic of the Old West! The iconic Flying W Ranch opens its 2026 season this weekend. Enjoy a hearty Cowboy BBQ dinner, explore the beautiful ranch grounds, try your hand at axe throwing, and settle in for an unforgettable performance by the world-famous Flying W Wranglers. It is a true Colorado Springs tradition that the whole family will love.
- Day/Time: Friday, May 22 and Saturday, May 23 (Grounds open at 4:30 PM, Dinner at 5:30 PM)
- Location: Flying W Ranch, 3330 Chuckwagon Road, Colorado Springs, CO 80919
- Price: Check website for current pricing and reservations
- Link:Flying W Ranch
PAW Patrol Live! “A Mighty Adventure”
Calling all pups! Chase, Marshall, Skye, and the rest of the PAW Patrol gang are bringing their new action-packed live show to the Pikes Peak Center. When a supervillain tries to crash Adventure City’s biggest street party, it is up to the Mighty Pups to save the day. With catchy tunes and interactive fun, this is a must-see event for the little ones.
- Day/Time: Saturday, May 23 (10:00 AM & 2:00 PM) and Sunday, May 24 (2:00 PM)
- Location: Pikes Peak Center, 190 S. Cascade Ave, Colorado Springs, CO 80903
- Price: Tickets start around $72
- Link:PAW Patrol Live Tickets
Territory Days in Old Colorado City
Celebrate the spirit of Colorado’s first Territorial Capital at the 50th Anniversary of Territory Days! Historic Old Colorado City comes alive with hundreds of craft vendors, live music on multiple stages, gold panning, a mechanical bull, and delicious food. It is one of the state’s largest street festivals and a fantastic way to spend Memorial Day weekend.
- Day/Time: Saturday, May 23 and Sunday, May 24 (10:00 AM to 7:00 PM), Monday, May 25 (10:00 AM to 6:00 PM)
- Location: Colorado Avenue between 23rd Street and 27th Street, Old Colorado City
- Price: Free admission
- Link:Territory Days
World Olympic Collectors’ Fair 2026
Did you know Colorado Springs is Olympic City USA? This weekend, the Antlers Hotel hosts the 29th World Olympic Collectors’ Fair. Collectors from around the globe will gather to buy, sell, and trade Olympic memorabilia, pins, stamps, and coins. It is a unique opportunity to see rare pieces of sports history right in our downtown.
- Day/Time: Friday, May 22 through Sunday, May 24 (10:00 AM to 5:00 PM)
- Location: Antlers Hotel, 4 S. Cascade Avenue, Colorado Springs, CO 80903
- Price: Free admission
- Link:World Olympic Collectors’ Fair
Backyard Market: Black Forest Farmers Market Opening Day
Support local farmers and artisans at the opening day of the Backyard Market in Black Forest! Browse fresh produce, baked goods, and handcrafted items while enjoying the community atmosphere. It is the perfect spot to pick up ingredients for your weekend cookout.
- Day/Time: Saturday, May 23 (9:00 AM to 1:00 PM)
- Location: 6845 Shoup Rd, Colorado Springs, CO 80908
- Price: Free admission
- Link: Backyard Market
