Cycling Trips In Big Sky Country

This summer, explore one of our most memorable cycling experiences in Montana. From peaceful gravel roads to legendary mountain passes, these trips offer incredible riding, stunning scenery, and chef-prepared meals that make each day even better—just a few spots left.

Montana Gravel | Summer Camp: August 10–15, 2025

Summer Camp Vibes + Gravel Adventure

“The best kind of grown-up summer camp—amazing riding, lake swims, and unforgettable food. We loved camping in the cabins. I had a blast!” — John T.

• Scenic guided gravel routes through Western Montana
  
• Rustic cabins and chef-prepared meals
  
• Budget-conscious, all-inclusive price: $2,995
  
• Just 6 spots left
  

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→Book Your Spot! 

Epic Yellowstone to Glacier Road Tour

Most trips are already sold out! We still have space on two departures: July 9–15 & July 27–August 2, 2025

“This trip blew me away. The guides were so much fun and took great care of the group. Riding Beartooth Pass and Going-to-the-Sun in one week? I’d sign up again but my husband wants to do their Tuscany trip next.” — Betsy C. 

• Ride from Yellowstone to Glacier Natl. Parks through some of Montana’s most stunning terrain
  
• Iconic climbs: Beartooth Pass, Going-to-the-Sun Road
  
• Chef meals on the road, including food trailer support
  
• 7 days, all-inclusive: $4,895

→Request Full Itinerary
→Book Your Spot

Montana Gravel | Luxury Ranch

Two Available Departures Remain: July 29-August 3 & September 8–13, 2025

“Riding gravel during the day, relaxing with wine and a great meal at the ranch in the evening—hands down the best bike trip I’ve ever done.” – Richard W.

• • • Discover the less-traveled, scenic roads of Big Sky Country
    • 3500 acre Luxury ranch lodging and world-class food.
      
    • All the Montana charm, none of the roughing it
    • 5 nights, all-inclusive: $4715

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Ready to Ride With Us?

Come ride with us in Big Sky Country this summer—before these trips fill up. Whether you’re after iconic climbs or peaceful gravel in the wilderness, there’s a Montana cycling adventure waiting for you.

Contact Us Today

7 Things That Make The Cycling House Different

1. Unrivaled Support – With an industry-leading 3:1 guest-to-guide ratio, we ensure personalized support on and off the bike. Most tour operators run with just two staff—we have four – five!—so you’re always taken care of.

2. Food That Fuels the Ride – While others rely on restaurants and contracting out the food, we often craft fresh, home-cooked meals at our home bases, even in remote locations (not easy but worth it!). You’ll still enjoy handpicked dining experiences, but you’ll never be left to fend for yourself.

3. A People-First Approach – Our guests and guides are the heart of The Cycling House. Our guides know the regions inside and out, ride alongside you every day, and genuinely care about your experience.

4. Accommodations That Foster Connection – Instead of impersonal hotels where guests retreat to their rooms, we create a warm, communal atmosphere—because the best cycling experiences happen when we share them.

5. A Thriving Guest Community – With one of the highest repeat guest rates in the industry, our riders return year after year, often bringing friends and family. Some have even been on 30+ trips with us! Read what our guest’s say about us.

6. Cycling is Our Passion – Unlike operators who prioritize leisurely sightseeing with ~8 mile rides followed by long lunches, we focus on riding first, with great food and cultural experiences woven in. We love wine and good meals—but everyday is built around the bike in our world.

7. Rooted in Small Business Values – Founded in 2005, The Cycling House is still owned and operated by Owen Gue, who actively leads trips each year. We stay true to our mission: To deliver cycling trips of a lifetime—anchored by sharing unforgettable experiences, cultivating genuine human connections, and embracing the joy of creating something truly special. This enduring commitment serves as our guiding star for everything we do.