Warming UP to First Fridays and Music Outdoors!

As warm weather rolls in, Castle Rock comes alive with music, festivals, and family fun like s’mores and story time, that set the tone for a season to remember. From lively farmers markets and local beer tastings to vibrant concerts and summer evening strolls, there’s no better place to embrace the energy of the season. Mark your calendars and get ready to dance, explore, and celebrate the very best of Castle Rock all summer long!
TONIGHT: Thursday, June 5
DISCOVERY PARK CONCERT SERIES: THE ELEGANT PLUMS
Get your picnic baskets, lawn chairs, and beach blankets ready for Parker Arts’ Free Discovery Park Summer Concert Series! Enjoy live music under the stars every Thursday evening. No glass containers, please.
Discovery Park, 20115 E. Mainstreet, Parker
6:30 p.m.–8:00 p.m.
Tickets: Free
HRCA SUMMER CONCERT SERIES – IRON PROPHECY
Enjoy live music, sunsets, and unforgettable moments! Gather the whole crew and dance to our incredible line-up of bands at Highland Heritage Regional Park. Bring a blanket, a picnic, or money to purchase food truck treats, and enjoy dinner and live music while watching the sun set behind the Rocky Mountains.
Highland Heritage Regional Park, 9651 S. Quebec St, Highlands Ranch
6:30 p.m.–8:00 p.m.
Tickets: Free Admission | Prices vary by vendor
Friday, June 6
DONUT DAY ON PIKES PEAK – AMERICA’S MOUNTAIN
Get ready for a sweet celebration with a purpose! Donut Day on Pikes Peak is your chance to enjoy iconic high-altitude donuts while learning how to help protect this beautiful mountain. Family-friendly Ranger Talks at Crystal Reservoir, Glen Cove, and the Summit focus on topics like environmental stewardship, wildlife protection, water conservation, and the history of the Pikes Peak donut. Pick up a Donut Day Passport, collect stamps at each location, and earn a special edition “Leave No Crumbs” sticker. Donuts will be available for purchase at each Ranger Talk stop!
5089 Pikes Peak Highway, Cascade
9:00 a.m.–1:00 p.m.
Tickets: Free admission to activities (advance reservation required for personal vehicle or shuttle access; separate highway admission applies)
COLORADO SENIOR GAMES
The Colorado Senior Games is a vibrant, multi-sport event designed to celebrate and encourage active living among older adults. Participants of all skill levels come together to compete in a wide range of sports, from track and field to tennis, swimming, and more. The event fosters community, wellness, and a sense of fun competition, promoting lifelong health and fitness.
207 North Nevada Avenue, Colorado Springs
9:00 a.m.–5:00 p.m.
Tickets: Free admission
FIRST FRIDAYS — THOSE CRAZY NIGHTS: JOURNEY REIMAGINED
Head to Festival Park on the first Friday of each month, June through August, for free live music, a family-friendly 5K, food trucks, cocktails, and kids’ activities. Start the evening with a 5K walk/run at 5:30 p.m. (waiver required) before enjoying Those Crazy Nights: Journey Reimagined at 6:00 p.m.
Festival Park, 300 Second St., Castle Rock
5:30 p.m.–9:00 p.m.
Tickets: Free (waiver required for the 5K)
S’MORES & STORYTIME (AGES 0-8)
End the week on a magical note with an evening in nature! Bring a picnic dinner and a blanket for child-led exploration, then gather around the campfire for s’mores and a seasonal story.
Backcountry Wilderness Area, 6005 Ron King Trail, Highlands Ranch
5:30 p.m.–7:00 p.m.
Tickets: HRCA Member: $12 | Program Guest: $15
Friday-Sunday, June 6-8
TUCK EVERLASTING
Tuck Everlasting: The Musical is based on the classic children’s book. Eleven-year-old Winnie Foster yearns for a life of adventure beyond her white picket fence, but not until she becomes unexpectedly entwined with the Tuck Family does she get more than she could have imagined. When Winnie learns of the magic behind the Tuck’s unending youth, she must fight to protect their secret from those who would do anything for a chance at eternal life.
2115 Afton Way, Colorado Springs
Fri./Sat., 6:30 p.m.; Sat., 1:00 p.m.; Sun., 2:00 p.m.
Tickets: $16-$20, available at the door and online; Senior and military discounts available.
FOUR OLD BROADS ON THE HIGH SEAS
Get ready to set sail with your favorite Old Broads. They’re back and ready for a Sassy Senior’s cruise to the Bahamas. Beatrice is determined to have her pick of all the eligible men on the ship—but Maude, fresh from her win at The Miss Magnolia Senior Citizen Pageant, plans on being her biggest competition. Wedding bells are ringing for Sam and Imogene… maybe. And Eaddy just wants to know what all the fuss is about on the topless sun deck. Throw in a murder mystery, a fabulous drag queen, and a crazy costume party, and you’re in for a laugh-out-loud night of fun.
Funky Little Theater, 119 Costilla St., Colorado Springs
Fri./Sat., 7:00 p.m.; Sat., 1:00 p.m.
Tickets: From $21.98
Saturday, June 7
GET OUTDOORS DAY
Hosted by Colorado Parks and Wildlife, the City of Colorado Springs, and Pikes Peak Outdoor Recreation Alliance, Get Outdoors Day is an annual event for kids and families to engage with vendors and learn about ways to explore the great outdoors. The event features outdoor businesses and nonprofit agencies ready to introduce families to activities like biking, kayaking, paddle boarding, fly fishing, shooting, and more. Attendees can also learn about conservation, trail maintenance, and Leave No Trace principles. The goal is to connect people with outdoor recreation opportunities in the Pikes Peak Region and inspire them to try new hobbies and conserve nature.
1605 E. Pikes Peak Ave., Colorado Springs
9:00 a.m.–2:00 p.m.
Tickets: Free
ROCKY MOUNTAIN PBS KIDS FEST COLORADO SPRINGS
Enjoy fun, games, and resources with child-centric community partners! Meet and greet PBS KIDS characters, explore Rocky Mountain Public Media Playtown, and splash around in the park with your family and friends. Let kids become journalists, DJs, engineers, or TV programmers in this interactive event that brings learning and play together.
4540 Fenton Rd., Colorado Springs, CO 80916
10:00 a.m.–2:00 p.m.
Tickets: Free; RSVP requested
HIGHLANDS RANCH CAR SHOW
Rev up for a day of family fun at the annual Car Show! Get an up-close look at everything from vintage classics to modern rides, plus food, local vendors, and more.
Mountain Ridge Middle School, 10590 Mountain Vista Ridge, Highlands Ranch
10:00 a.m.–2:00 p.m.
Tickets: Free
ROCK THE MOUNTAIN SUMMER CONCERT SERIES
This summer will be ROCKIN’ at Outlets at Castle Rock! Enjoy free, live, local entertainment in the East 4th Street Courtyard (next to H&M). Featuring kid-friendly activities, tasty food trucks, and a vibrant atmosphere from Memorial Day through Labor Day.
Outlets at Castle Rock, 5050 Factory Shops Blvd., Castle Rock
3:00 p.m.–6:00 p.m.
Tickets: Free
Sunday, June 8
PASSPORT TO CULTURE: YOKOSO! A JAPANESE CULTURE MIX-TAPE (AGES 4-12)
Learn about Japanese culture through an interactive and engaging afternoon of performing arts. Experience beats, traditional folk music, dance, and more, all while collecting stickers in your Passport to Culture booklet!
Lone Tree Arts Center, 10075 Commons St., Lone Tree
1:30 p.m.–2:30 p.m.
Tickets: $7
NEXT WEEK: Tuesday, June 10
DENVER BOTANIC GARDENS FREE DAY
Explore the lush beauty of Denver Botanic Gardens at Chatfield, featuring 24 acres of gardens showcasing plants from around the world. Enjoy a free day of discovery and inspiration in the gardens. Advance tickets required as the event often sells out.
Denver Botanic Gardens, 8500 W Deer Creek Canyon Rd, Littleton
9:00 a.m.–4:00 p.m.
Tickets: Free–Advance Tickets Required
Thursday, June 12
MUSIC IN THE MEADOWS: STYLE
Music in The Meadows is back with a fresh lineup and a new venue at Mercantile Park. Bring your dinner, a blanket, and enjoy a beautiful sunset paired with fantastic live music.
Mercantile Park, 3955 Bilberry Street, Castle Rock
6:30 p.m.–8:30 p.m.
Tickets: Free
Friday, June 13
GREAT OUTDOORS FEST 2025
Join our outdoor community for a free public festival featuring family-friendly activities, interactive exhibits, live music, country line dancing, yard games, and so much more. Enjoy a campfire cooking competition, s’mores, and great door prizes while connecting with the outdoor spirit.
720 US-24 Suite A, Woodland Park
4:00 p.m.–9:00 p.m.
Tickets: Free
ELIZABETH FRIDAY NIGHT MARKET & MUSIC
The Friday Night Market and Concert Series returns with a summer full of local entertainment, food trucks, vendors, and fun activities for the whole family. Enjoy live music and support local businesses each Friday evening.
Running Creek Park, 500 E. Kiowa Ave., Elizabeth
5:00 p.m.–9:00 p.m.
Tickets: Free Admission | Prices vary by vendor
THREE 6 MAFIA
Don’t miss an electrifying evening with Three 6 Mafia, joined by special guest Yelawolf, at the Ford Amphitheater in Colorado Springs. Get ready for an unforgettable show filled with high-energy beats and legendary hip-hop vibes.
Ford Amphitheater, 95 Spectrum Loop, Colorado Springs
5:30 p.m.–7:30 p.m.
Tickets: Starting at $54
LARKSPUR MUSIC IN THE PARK SERIES: STEVE & THE CRUISERS
Join the Larkspur Chamber of Commerce and The Town of Larkspur for this summer’s Music in the Park Series featuring Steve & the Cruisers. Enjoy a night of classic rock and oldies while supporting local nonprofits with a suggested $10 donation. Bring a blanket or camping chair and get ready for an unforgettable night!
Larkspur Community Park, 8850 Spruce Mountain Rd., Larkspur
6:00 p.m.–9:00 p.m.
Tickets: Free
Saturday, June 14
CLIMB4CHANGE
Test your endurance on Castle Rock’s Challenge Hill! Choose from timed races or a non-timed family fun run/walk while supporting the Town’s Therapeutic Recreation program.
Incline at Philip S. Miller Park, 1375 W Plum Creek Pkwy., Castle Rock
6:00 a.m.–1:00 p.m.
Tickets: $28.27–$50
THE ORIGINAL CASTLE ROCK FARMERS MARKET
For over 30 years, this beloved farmers market has been a staple for fresh, local produce, baked goods, and more. Bring the whole family to shop, stroll, and support local farmers and vendors.
Douglas County Fairgrounds and Events Center, 500 Fairgrounds Rd., Castle Rock
8:00 a.m.–12:00 p.m. (Saturdays through October 5, weather permitting)
Tickets: Free Admission | Prices vary by vendor and activity
PIKES PEAK PRIDE FESTIVAL & PARADE
Celebrate Pride in the Pikes Peak Region with a vibrant two-day festival featuring over 150 vendors, a cocktail lounge, a youth square, and over 25 live entertainment acts. On Sunday, join the annual Pride Parade on Tejon Street for a dazzling display of floats, music, and community spirit.
215 S. Tejon Street, Colorado Springs
10:00 a.m.–7:00 p.m.
Tickets: Free
SCFD Free DAY AT DENVER FIREFIGHTERS MUSEUM (ALL AGES)
Follow in the bootprints of a firefighter on a self-guided tour to discover the story of Fire Station One and the history of firefighting in Denver.
Denver Firefighters Museum, 1326 Tremont Pl., Denver
10:00 a.m.–5:00 p.m.
Tickets: Free
4TH ANNUAL EL PASO COUNTY KITE FESTIVAL
Join us at Falcon Regional Park to celebrate the wonders of the wind at this free, family-friendly kite festival. All ages are welcome to fill the sky with colorful kites and enjoy a day outdoors.
10990 Eastonville Rd, Falcon
10:00 a.m.–2:00 p.m.
Tickets: Free
CRYSTAL VALLEY IN CASTLE ROCK…ROCKS!
As summer arrives, Crystal Valley in Castle Rock is the perfect place to embrace the season and soak up the sunshine. From outdoor concerts to nearby parks, this vibrant community offers countless ways to enjoy the outdoors. With beautifully designed ranch-style and two-story homes by D.R. Horton, Richmond American, and Taylor Morrison (final opportunity!) starting from the $600s, now’s the time to find your dream home and start your summer of adventure.