Old West Holiday Highlights
Experience the magic of Cheyenne’s Old West Holiday, where frontier charm meets Christmas cheer!
From the hanging of the wreaths to Santa’s grand parade debut, downtown Cheyenne transforms into a winter wonderland filled with family fun, local spirit, and a touch of cowboy Christmas magic. Follow the trail of holiday happenings below and start planning your Old West adventure!
Old West Holiday Kick-Off
Santa’s Grand Debut
Saturday, November 29 • Cheyenne Christmas Parade
Gather the family and line the downtown streets for Santa’s grand debut at the Cheyenne Christmas Parade! The Clauses arrive in true western style, officially kicking off the holiday season in downtown Cheyenne.
December Festivities
Thursday, December 4
The Old West Holiday Passport & Map go live this day—download yours to follow Santa’s trail, visit Santa Stops, and enter the Santa Stop Sweepstakes for a chance to win festive prizes!
Saturdays, December 6 • 13 • 20
Make your way downtown for three weekends of merry moments and hands-on holiday fun!
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Photos with Santa & Mrs. Claus at the Whipple House (300 E. 17th Street) — 10 AM–4 PM
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Meet Santa’s Horses at Kringle Ranch (15th St. & Pioneer Ave.) — 10 AM–3 PM
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Letter Writing with Santa’s Elves At Chronicles Post & Station (15th St. & Thomes Ave.) — 10 AM–4 PM
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Pony Express Pick-Up At Chronicles Post & Station (15th St. & Thomes Ave.) — Noon & 2 PM
Running of the Santas (21+)
Saturday, December 6
Round up your friends for Cheyenne’s jolliest dash! Dress up in your Santa best and take part in this merry fun run and bar crawl through downtown.
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Registration begins at 3 PM at Railspur (707 W Lincolnway)
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Race starts at 4 PM
Register for Running of the Santas
Santa Send-Off at the Airport
Sunday, December 21 • 9:30 AM
Gather one last time to wish Santa a safe flight home! Enjoy pancakes, treats, cocoa, and some aeronautic fun as Santa prepares for his journey back to the North Pole.
Santa departs at 11 AM sharp!
Plan Your Visit
Passport Launch: Thursday December 4th
Location: Downtown Cheyenne, WY
Don’t forget to tag your photos with #OldWestHoliday for a chance to win during our 12 Days of Old West Holiday Giveaways!
Explore Santa Stops & Enter the Sweepstakes