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🕔 The Weekend Drop | This Weekend in Cheyenne

Your guide to what's happening in Cheyenne this weekend.

 
First Look
On the Radar
There’s a little bit of everything on the calendar this weekend. Friday night, browse local work, grab a drink, and catch some live music during Art for Art at The Lincoln, or hop aboard one of the Hauntings & History Tours for a trolley ride through some of Cheyenne’s darker stories. Saturday is especially busy: the final Cheyenne Farmers Market of the season gets a Halloween makeover, Free Fall Community Day fills the Cheyenne Children’s Museum with hands-on activities, and Autumn Fest & Pumpkin Patch returns to Windy Creek Farm. Saturday night, choose between the high-energy chaos of Bingo Loco at The Lincoln or a trip back a few decades with A Journey Through the ’60s! at the Civic Center. Then on Sunday, relax a bit with Soulful Sunday at Railspur, with yoga and mimosas. Enjoy the warmer weather this weekend, and see you out there!
 
Friday, October 16th
 

Booklovers Bash 2026: Small Towns, Big Stories | 5:00 p.m. | Little America, 2800 W Lincolnway | $125+ | The Laramie County Library Foundation’s annual fundraiser features bestselling author Patrick Ryan, along with dinner, a dessert dash, and an evening supporting the local library.

Nightmare on 17th Street: Dinner & A Haunt (Also Sat) | 6:00 p.m. | The Metropolitan Downtown, 1701 Carey Ave | Cost of Dinner | Start the night with dinner at The Metropolitan Downtown, then head over to Nightmare on 17th Street. Each entree purchased includes one free haunted house ticket for that night. Reservations are encouraged.

Oktoberfest German Food Class | 6:00 p.m. | Olive & Herb, 1507 Stillwater Dr, Unit G | $65 | Spend the evening learning a traditional German menu with guest chef Jeanice during this Oktoberfest-themed cooking class. The 90-minute class features German dishes prepared with Olive & Herb’s oils and balsamic blends.

Live Music with Davis and Mavrick | 6:00 p.m. | Black Tooth Brewery, 520 W 19th St | Free to Attend | Catch live music from Davis and Mavrick to start the weekend.

DIY Teen Workshop | 6:00 p.m. | Board & Brush Cheyenne, 1719 Pioneer Ave | $35 | Teens can pick a mini wood project, choose their paint and stain colors, and get step-by-step help creating a piece to take home.

Hauntings & History Tours (Also Sat) | 6:00 p.m. & 8:00 p.m. | Capitol Ave & W 15th St | $15+ | Climb aboard the Cheyenne Street Railway for a trip through the city’s darker side, with stories of ghostly encounters, mysterious happenings, and the people and places that left their mark on Cheyenne history.

Art for Art | 7:00 p.m. | The Lincoln, 1615 Central Ave | $27.88 | Arts Cheyenne’s annual Art for Art event brings local artwork, drinks, shopping, live music, and a few surprises together for a night supporting Cheyenne artists and the local arts community.

Nightmare on 17th Street (Also Sat) | 7:00 p.m. | Knights of Pythias, 312 W 17th St | $20 | Nightmare on 17th Street is back for another weekend of scares, with the long-running downtown haunted house opening its doors Friday and Saturday night.

 
Laramie Dinner Club
Dinner Club is Headed to Laramie
We’ve been bringing people together for dinner in Cheyenne, and now Laramie gets a turn. Take a quick quiz, get matched with five other locals, and find out where your table is headed the morning of the dinner. Cheyenne folks are invited too -- try something different, head over the hill, and make a night of it in Laramie.
Thursday, October 22  |  6:00 p.m.  |  $15.99
Come solo or bring a friend. You’ll purchase dinner and drinks separately at the restaurant.
 
Saturday, October 17th
 

Cheyenne Farmers Market | 8:00 a.m. | CFD Parking Lot, 8th Ave & Hynds Blvd | Free to Attend | The Cheyenne Farmers Market wraps up its season with a Halloween twist. Shop the final market of the year while kids trick-or-treat from vendor to vendor and show off their costumes along the way.

Free Fall Community Day | 9:00 a.m. | Cheyenne Children’s Museum, 1618 O’Neil Ave | Free to Attend | Spend the day at the Cheyenne Children’s Museum with free admission, hands-on fall-themed activities, engineering challenges, pumpkins, and more. The first 200 guests will also receive a meal voucher to use at one of the food trucks on-site.

2026 Autumn Fest & Pumpkin Patch (Also Sun) | 10:00 a.m. | Windy Creek Farm, 3700 Campstool Rd | $6+ | Head out to Windy Creek Farm for pumpkins, a corn maze, hay maze, train rides, bounce houses, pumpkin bowling, giant games, and more fall activities for the whole family.

Halloween Harvest Market | 10:00 a.m. | Event Center at Archer, 3801 Archer Pkwy | Free to Attend | Shop from local vendors, bring the kids for trick-or-treating at participating booths, check out the 4-H Showcase, play carnival games, and enjoy balloon twisting, face painting, raffles, and more during this annual Halloween market.

Permanent Jewelry Pop-Up (Also Sun) | 10:00 a.m. | Beach Please Drink Company, 1717 Warren Ave | Price Varies | Add a little sparkle to the weekend with a permanent jewelry pop-up featuring bracelets, anklets, necklaces, and personalized pieces.

Star Wars Legion Learn/Relearn to Play | 1:00 p.m. | Olympus Games, 1710 Central Ave | Free to Attend | New to Star Wars Legion or need a refresher? Stop by Olympus Games for a casual learn-to-play afternoon with teaching games, loaner armies, and a lot of help getting up to speed.

UW Football Watch Party | 1:30 p.m. | Black Tooth Brewery, 520 W 19th St | Free to Attend | Catch the Wyoming game Saturday afternoon, then stick around for Ladies Night with $2 off pints from 5:00 p.m. to close.

Fall Festival | 3:00 p.m. | Cheyenne Classical Academy, 5200 Ridge Rd | Donation Entry | Cheyenne Classical Academy’s fall festival brings together food, games, vendor shopping, classroom raffles, a bake sale, and trunk-or-treat. Admission is a donation of cash, school supplies, or canned goods for the food bank.

Crab Crack 2026 | 4:30 p.m. | Cheyenne Shrine Club, 224 E Iowa St | $50+ | Come hungry for the Cheyenne Shrine Club’s annual all-you-can-eat Crab Crack. Proceeds benefit the Shrine Club and Masonic Building Foundation, with dinner service beginning at 5:00 p.m.

A Night of Italian Opera | 6:00 p.m. | L’Osteria Mondello | Reservations Required | Spend the evening with Opera Uncorked Wyoming and L’Osteria Mondello for a night of Italian opera paired with dinner. All ages are welcome, and reservations are required.

Live Music: Bobby Phillips | 6:00 p.m. | Blue Raven Brewery, 209 E 18th St | Free to Attend | Bobby Phillips brings a high-energy one-man show with a wide mix of songs spanning classic rock to pop.

Fall Flannels Pick Your Project Workshop | 6:00 p.m. | Board & Brush Cheyenne | $73 | Pull on a flannel and spend the evening making a custom wood project from Board & Brush’s gallery. This workshop is 16+, BYOB, and pre-registration is required.

Bingo Loco | 7:00 p.m. | The Lincoln, 1615 Central Ave | $37.25 | Bingo gets a full-on party makeover with DJs, dance-offs, lip-sync battles, confetti, and some very nontraditional prizes. This traveling show turns a few rounds of bingo into a high-energy night out, and it’s 18+.

October Dueling Pianos | 7:00 p.m. | The Metropolitan Downtown, 1701 Carey Ave | $25 | Two pianists take requests and trade songs throughout the night during The Metropolitan’s October Dueling Pianos show.

A Journey Through the ’60s! | 7:30 p.m. | Cheyenne Civic Center, 510 W 20th St | $41+ | Take a musical trip through the 1960s with hits from The Beatles, The Rolling Stones, The Beach Boys, The Kinks, The Byrds, and more. The show combines live music, vintage costumes, multimedia visuals, and familiar songs from the decade.

Sunday, October 18th
 

Soulful Sunday: Get Mindful Over Mimosas | 11:00 a.m. | Railspur | $25 | Ease into Sunday with an all-levels yoga class from Little Lotus Yoga. Admission includes an hour-long yoga session and a bottomless mimosa.

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Weekend Events in Cheyenne, WY
Looking for things to do in Cheyenne this weekend?
Every Thursday, The Weekend Drop rounds up things to do in Cheyenne this weekend — from live music and local events to markets, date-night ideas, family-friendly fun, and more. If you’re searching for weekend events in Cheyenne, WY or making last-minute plans, start here. Visit thelegendcheyenne.com for the latest Cheyenne weekend events.