Country Living

Cheyenne Through the Seasons: From Western Summers to Winter Charm

Written by

Rodeo season may be wrapping up in Cheyenne, Wyoming, but the excitement is just beginning! As the last rodeo lights dim, the city sparkles anew, this time with twinkling lights and festive cheer. With crisp autumn colors giving way to cozy jackets and snow-filled streets, Cheyenne transforms into a winter wonderland that’s perfect for your next getaway. Whether you’re dreaming of holiday markets, scenic train rides, or fireside relaxation, there’s no better time than now to plan your seasonal escape to Cheyenne!

Photo Courtesy of Visit Cheyenne

Summer Rodeo Season Ends with a Bang!

Rodeo is at the heart of Cheyenne and 2025 was no exception. With the 2025 Cheyenne Frontier Days and Hell on Wheels Rodeo Tour in full swing, thousands of fans from around the world joined together for a taste of true Americana. On August 23rd, Hell on Wheels held its fifth event, featuring The American Rodeo Qualifier, giving athletes a shot at competing in one of the world’s richest rodeos in May 2026.

Photo Courtesy of Visit Cheyenne

There’s still one more chance to catch the action before winter sets in. Don’t miss the 2025 Hell on Wheels Rodeo Championship on September 5th. Tickets are still available!

Photo Courtesy of Visit Cheyenne

Cheyenne’s Old West Holiday!

With the holiday season right around the corner, Visit Cheyenne is thrilled to invite visitors to embrace the warmth and wonder of the west. Dazzling lights, seasonal activities, and a warm welcoming atmosphere transform Downtown Cheyenne from cowboy country to a festive frontier! Adding their own distinctly western flair, Visit Cheyenne is proud to present the 2025 Cheyenne’s Old West Holiday extravaganza this November 27th through December 21st! Trade those cowboy boots for snow boots and let’s dive into a thrilling winter of fun!

Photo Courtesy of Visit Cheyenne

Mark Your Calendar!

November 27th
Kick off the festivities with Small Business Saturday, a perfect opportunity to support local shops and find unique gifts. Then experience the charm of the Mounted Marshals’ Hanging of the Wreaths, as horseback marshals adorn Capitol Avenue in timeless holiday style. Don’t miss Santa’s Old West Debut, where Santa makes his grand entrance at the close of the annual Christmas Parade, riding into the Magic City of the Plains with frontier flair.

December 6th, 13th, & 20th
Families can visit Santa and Mrs. Claus at the Whipple House (317 W. 15th St.), a cozy historic home perfect for sharing wish lists and snapping holiday photos. At Chronicles (1506 Thomes Ave.), children can drop their letters into Santa’s Mailbox and watch the Pony Express collect them at noon and 2PM. Every Saturday, the Kringle Ranch at The Stables on 15th Street (310 W. 15th St.) invites guests to meet Santa’s trusty horses from 10AM to 4PM. On December 6, don’t miss the spirited Running of the Santas, where participants don their best Santa gear for a lively jog and bar crawl through downtown Cheyenne.

December 21st
On December 21, Cheyenne bids a festive farewell during the Santa Send-Off at Cheyenne Airport. Families are invited to wave goodbye as Santa boards his private plane and takes to the skies, leaving behind a city filled with holiday cheer and ready to welcome Christmas Eve. This heartwarming tradition marks the close of Cheyenne’s Old West Holiday season with a joyful send-off that captures the spirit of the holidays.

Santa Sendoff back to the North Pole at the Cheyenne Regional Airport in Cheyenne, Wyoming on December 15, 2024 | Photo Courtesy of Visit Cheyenne

That’s Not All!

Cheyenne’s holiday season continues with even more festive experiences to explore—dates to be announced soon. Visitors can step back in time at Tinsel Through Time at the Historic Governor’s Mansion, shop for unique gifts at the Depot Holiday Markets, and enjoy seasonal entertainment with Christmas performances at the Atlas Theatre and The Nutcracker Ballet. Additional highlights include Christmas Teas, the Holiday Art Walk, the 57th Annual Christmas House, and Cheyenne Symphony Orchestra’s holiday concerts. And with even more Western-themed festivities still to come, the magic of Cheyenne’s Old West Holiday is far from over.

Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne

Old West Holiday Passport!

Gather the family and embark on a festive adventure through Downtown Cheyenne with the Santa Stops Stamp Trail! From charming spots like Mrs. Claus’ Tea Room to the playful Snowball Snapshots, each location offers holiday cheer, photo-worthy moments, and a chance to win big in the Santa Stop Sweepstakes. Simply collect digital stamps at each stop to qualify, plus, every additional visit earns you bonus entries. It’s a joyful way to explore the city, make lasting memories, and celebrate the season with a Western twist.

Christmas light display at the Whipple House | Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne

Plan Your Winter Wonderland Getaway to Cheyenne, Today!

Cheyenne’s winter festivities offer a refreshing blend of holiday tradition and Western charm, making it a standout destination for seasonal travel. From twinkling lights and historic settings to family-friendly events and unique local experiences, the city captures the spirit of the holidays in a way that’s both memorable and inviting. Whether you’re planning a weekend escape or a full holiday retreat, Cheyenne is ready to welcome you this winter!

Proudly Presented by Visit Cheyenne!

Cheyenne is more than just its Wild West reputation, it’s a city brimming with charm, culture, and adventure. A thriving culinary scene keeps friends and families well-fed as they explore shop-lined streets, while art and history bring the city to life through museums and stunning botanical gardens. Outdoor enthusiasts and leisure seekers alike can enjoy countless recreational opportunities, all set against the breathtaking backdrop of Wyoming’s landscapes. Whether you’re drawn to refined experiences or the rugged beauty of the great outdoors, Cheyenne offers something for everyone. Start planning your next visit today!

Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne
Photo Courtesy of Visit Cheyenne
Taryn Cantrell

Taryn Cantrell is an Arizona native with a lifelong connection to the rodeo arena. From her roots in barrel racing to her role as the 2017 Gilbert Days Rodeo Queen and her involvement with the Cowgirls Historical Foundation, Taryn celebrates her western heritage with enthusiasm and authenticity. Taryn holds a degree in Vocal Performance from Arizona State University, allowing her to merge her passion for music with her love of cowboy culture. As a singer and bassist, Taryn performs with bands across Phoenix and beyond including Great American Regret, Honey Marie Knight, and Sareena Dominguez. Taryn is passionate about blending her diverse interests to offer an authentic and engaging perspective on journalism. Her goal is to connect readers to the events, concerts, and celebrations that matter most, bringing them closer to the experiences she treasures. Whether you’re attending your very first rodeo or adding another to your collection of memories, Taryn is here to guide you every step of the way!

Recent Posts

Rock the Arena at the 2025 Hondo Rodeo Fest!

The 2025 Hondo Rodeo Fest is right around the corner and rodeo’s best athletes aren’t… Read More

24 hours ago

Saddle Up: A Weekend Like No Other at the Kingman Rodeo 2025

The heart of Arizona’s cowboy country beats louder than ever as the Kingsmen bring back… Read More

4 days ago

Chingazos: Ultimate Bare Knuckle Boxing Kickoff to October Country Fest

Rocky Point, Mexico - As excitement builds for the October Country Fest, Cowboy Lifestyle Network… Read More

5 days ago

Arizona Invitational Black Rodeo: “Celebrating Heritage, History, & Hope!”

Calling all rodeo fans! Are you looking for something fun and exciting to do this… Read More

1 week ago

Austin Gamblers Win Sixth Straight Game to Stop Arizona Ridge Riders’ Streak at Nine Heading To Gambler Days Homestand In Five Days

NASHVILLE, Tenn. – The Austin Gamblers rode into Nashville and did what no one else… Read More

1 week ago

No Bull Express: Earnhardt Auto Centers makes car buying simple

Are you in the market for a new vehicle, but don’t feel like driving all… Read More

1 week ago