Weekend Fun in Cheyenne: Events, Entertainment & Community Picks
The Event at Archer - Archer Equestrian Park
Friday - Sunday, May 30th - June 1st | Times listed below | FREE
The Event at Archer, founded in 2017 near Cheyenne, Wyoming, is a premier three-day Eventing competition in Area IX. Held on a 60-acre park with top-tier facilities, it offers divisions from Tadpole to Preliminary and attracts riders from across the region. With a strong focus on safety, education, and community, the event—led by founder Allison Murphy—continues to grow as a central hub for both newcomers and seasoned competitors.
The competition includes Dressage (Friday), Cross Country (Saturday), and Show Jumping (Sunday), testing horse and rider across precision, endurance, and control. Dressage and Show Jumping take place at the Rodeo Arenas, while Cross Country runs just south of the Water Tower. Spectator parking is available next to the Archer Complex on Friday and Sunday, and by the dirt bike track on Saturday.
Louis C.K. - Cheyenne Civic Center
Friday, May 30th | 7:30 PM |
Six-time Emmy Award winner Louis C.K. has released over nine stand up specials including most recently Sincerely, currently available on his website. Previous specials include Shameless, Chewed Up, Hilarious, Word - Live at Carnegie Hall (audio), Live at the Beacon Theater, Oh My God, Live at the Comedy Store, and Louis C.K. 2017. Louis is the creator, writer, director, and star of the Peabody Award winning shows Louie and Horace and Pete. In January 2015, C.K. became the first comedian to sell out Madison Square Garden three times for the same tour.
Deana Carter - The Lincoln Cheyenne
Friday, May 30th | 8:00 PM | PRICE VARIES
Deana Carter is a country music singer-songwriter best known for her 1996 breakthrough album 'Did I Shave My Legs for This?', which featured the multi-award-winning hit 'Strawberry Wine.' Blending traditional country with pop influences, her fresh sound and heartfelt storytelling resonated with fans, earning her a CMA Award and multi-platinum success. Other hits like 'We Danced Anyway' and 'How Do I Get There' solidified her place in the ‘90s country music scene. Beyond her early chart-topping success, Carter has continued to write, record, and tour, releasing several albums that showcase her signature style. She has also made a name for herself as a songwriter, penning tracks for major artists across country and pop genres. With a career spanning decades, Carter remains a respected figure in country music, known for her warm vocals, introspective lyrics, and lasting impact on the genre.With support from Aubrey Dale. Tickets are on sale now!
Standup Comic Ken Burnett - Lamp Lounge
Friday, May 30th | 8:00 PM
The hilarious Ken Burnett stops in Cheyenne for his "Why Are You Here?" tour
Walk MS: Wyoming - Lions Park
Saturday, May 31st | 8:00 AM
Experience the largest event of its kind in a powerful gathering of the Walk MS community. Get a first-hand look at how your support fuels our life-changing mission and brings us closer to a cure. Whether you live with MS, love someone who does, or are a part of the wider community, you can proudly display your role in the movement and be celebrated for the important part you play. So, what are you waiting for? Learn more and to register or build your team and join the movement at https://ntlms.org/WalkMS2025
Customer Appreciation Day - Habitat for Humanity of Laramie County
Saturday, May 31st | 9:00 AM | FREE
Join us this Saturday, May 31st at the Habitat ReStore for Customer Appreciation Day—a celebration full of fun, food, and fantastic deals! Enjoy hourly $100 gift card giveaways from 10AM to 2PM (no purchase necessary), 25% off most items, raffle tickets for a 2023 CF Moto Uforce 1000XL, and free food from 11AM to 2PM. Mark your calendar and bring a friend—we can't wait to see you!
5th Annual Plant Sale - 3151 Nationway
Saturday, May 31st | 10:00 AM - 3:00 PM
Get ready for a vibrant Plant Sale featuring pots, air plants, houseplants, veggie and flower starts, handmade macrame and crochet accessories, and more. Come early—vendors may sell out! Food trucks will be on site, and we're looking to add more, so please share with your favorite chefs. The sale will go on rain or shine, but extreme weather will prompt a reschedule.
Two Year Anniversary Bash - Westby Edge
Saturday, May 31st | 11:00 AM | FREE
Come raise a glass with us as we celebrate 2 incredible years of Westby Edge Brewing! We’re throwing an all-day party on Saturday, May 31st, with drink specials & great beer!From the very first pour to today, we wouldn’t be here without our amazing community! So excited to celebrate with you all.
Jason Lenyer Buchanan & The Short Timers - The Paramount Ballroom
Saturday, May 31st | 7:00 PM | FREE
**Album Release Celebration – May 31st at The Paramount Ballroom** Join *Jason Buchanan & The Short Timers* for a night of soulful western storytelling and rich melodies as we celebrate the release of *Under a Thumbnail Moon*! This special residency performance at The Paramount Ballroom promises an intimate evening of music, featuring deep cuts, fresh favorites, and the kind of live energy that makes a show unforgettable. **The show starts at 7PM, and entry is free—but arrive early! The Paramount Ballroom fills up fast, and you won’t want to miss a seat for this special night.** Let’s raise a glass, spin the vinyl, and bring these songs to life together.
Yiddish Food Festival - Mt. Sinai Synagogue
Sunday, June 1st | 11:00 AM - 3:00 PM
Annual Yiddish Food Festival! Be there or be Square!
Plumeria Paint & Sip - Beach Please
Sunday, June 1st | 3:00 PM | $45
Join Flydragon Art Studio for a painting session at Beach Please Drink Company, situated at 200 E 17th St, Cheyenne, WY 82001. Unleash your creativity while enjoying a delightful drink with your friends and loved ones.
You'll get to paint on a high-quality cotton canvas that measures 11X14 inches. We provide all the necessary materials, Please give thanks to Beach Please by purchasing one of their incredible drinks.