It may only be February, but we can’t help daydreaming about Montana summers—they’re simply the best! Montana isn’t just where we host our trips; it’s our backyard, and we couldn’t be more excited to share it with you.
From May through September, The Cycling House will guide you through Big Sky Country, showcasing our favorite roads, climbs, and gravel routes. Along the way, you’ll dig into delicious chef-prepared meals, enjoy authentic accommodations, and create memories that will last a lifetime. Beyond the bike, think wildlife viewing, fly-fishing, wide-open landscapes, and a touch of Wild West charm.
There’s nothing like the first light on Going-to-the-Sun Road. Tackle this bucket-list climb and soak in Glacier’s jaw-dropping beauty. Trust us—you’ll never forget the views (or the ride!).
Dates available:
June 16 – 21, 2025
June 23 – 28, 2025
September 8 – 13, 2025
Start and finish your adventure with two bucket list Montana rides: Beartooth Pass near Yellowstone and Going to the Sun Road in Glacier National Park. Pack on miles on scenic roads with Big Sky views as you pedal point-to-point across two Montana treasures.
Dates available:
Glacier-to-Yellowstone
August 3 – 9, 2025
Yellowstone-to-Glacier
July 9 – 15, 2025
July 27 – August 2, 2025
Think luxury meets Montana adventure. Ride up and down quiet gravel roads by day, and unwind at the historic Cliff Ranch by night. Gourmet meals, hot tubs, and Montana sunsets—need we say more?
Dates available:
May 27 – June 1, 2025
July 29 – August 3, 2025 (come visit us after Last Best Ride!)
Septmeber 1 – 6, 2025
September 8-13, 2025
September 15-20, 2025
This is the gravel trip that brings out your adventurous spirit. Ride epic gravel routes, laugh around the campfire, partake in summertime off-the-bike activities and make new friends. It’s cycling, Montana style!
Dates available:
July 13 – 18, 2025
August 10 – 15, 2025
Get ready to ride, connect, and conquer! This trip is all about amazing women, gorgeous backcountry roads, and good times. This trip ends with the all-women’s Dusty Bandita event – making it a week to remember!
Dates available:
June 3 – 8, 2025
Whether it’s your first trip to Montana or your fifth, you’ll see why we love calling this place home. Join us and experience cycling in Big Sky Country like never before.
Book your trip today as we’d love to see you in Montana!