Glacier to Yellowstone
Our most epic and difficult journey across Montana












Experience Montana’s bucket-list rides on this point-to-point tour.
Our Montana-based crew loves to show off our backyard, and you’ll understand why on this challenging point-to-point trip.
Pack on big miles and take in breathtaking views of glaciers, craggy cliffs, and rivers as we pedal over Going-to-the-Sun Road in Glacier National Park and climb to almost 11,000 feet on Beartooth Pass. Outside of the fully supported rides, you’ll enjoy a combination of Cycling House chef-prepared food – sourced locally as much as possible – and meals at local restaurants.
Curious about the route details, click here to view all the days on Ride with GPS.
Highlights
- Six days of guided supported rides through Western Montana
- Comfortable motel or lodge accommodations every night – new for 2023 – less packing! We will stay in East Glacier & Red Lodge for two nights.
- Chef-prepared or local restaurant meals each day featuring Montana produce and baked goods.
- Enjoy two bucket-list routes: Going-to-the-Sun Road in Glacier National Park and Beartooth Pass.
- Explore quaint Montana towns, including; West Glacier, East Glacier, White Sulphur Springs, and Red Lodge.
- Arrival Day Airport & Hotel pickups in Flathead Valley (FCA)
- Departure Day Airport & Hotel dropoffs in Billings (BIL)


Food
You’ll eat a combination of Cycling House chef-prepared food and meals at our favorite local restaurants. We source as much local food as possible, stopping at farmer’s markets along the way and working with a farm in the Flathead Valley to provide our dairy. Our bread and pastries are baked fresh at Le Petit Outre in Missoula, and we provide an abundance of beer from Missoula’s Big Sky Brewing Company

Accommodations
On our journey through rural Montana, we’ll stay in a mix of historic lodges and clean, comfortable motels. The trip starts in West Glacier, where we’ll stay at the Glacier Guides Lodge. The following night, we cross the Continental Divide to reach East Glacier, where we’ll spend two nights at Jacobson Cottages. Other accommodations include the idyllic Willow Creek Cabins near White Sulphur Springs and our final two nights in Red Lodge at Rock Creek Resort.
ITINERARY
Welcome to Montana!
Guests arrive at Glacier Park International Airport (FCA), and we will shuttle them to the Glacier Guides Lodge. Our chefs will have lunch prepared as we settle in and finish building bikes and fitting rentals. Our arrival day spin will be an out-and-back route into Glacier National Park for a small taste of what lies ahead. On the way back, we will make a quick stop for an optional swim in the Middle Fork of the Flathead River. Once we return to the Glacier Guides Lodge, we will have some time to relax before we do our camp briefings and dinner.
Today’s ride:
Arrival spin in West Glacier: 28 miles, 1,800′
Going-to-the-Sun-Road
Going to the Sun Road is a bucket-list ride with some of the best views you will ever see from the saddle. The climb is just under 11 miles long and gains 3,200 feet with an average grade of 5%. The road crosses the Continental Divide, topping out at Logan Pass before descending to Saint Mary Lake. The view from Logan Pass is spectacular and well worth a stop. You may spot some wildlife, including mountain goats, marmots, black bears, and grizzlies. We’ll get an early start to avoid traffic on this very memorable day on the bike.
We will continue south to St. Mary’s Pass towards East Glacier as we exit Glacier National Park. At the summit of St. Mary’s Pass, we will have a picnic lunch, and this will be the shuttle option.Â
Guests looking for more miles will continue on to Looking Glass Pass, the final pass of the day. If you choose to shuttle post-lunch, don’t worry you will have a crack at Looking Glass Pass the next day.Â
We’ll spend the night at Jacobson Cottages in East Glacier, originally an Amtrak stop on the outskirts of Glacier National Park. We will spend two nights at Jacobson Cottages.
Today’s ride:
West to East Glacier on Going-to-the-Sun Road:
Main route: 51 miles, 4,100′
Long route: 71 miles, 5,200′
Two Medicine and Looking Glass
After a big day in the saddle, nobody will complain about having another day to explore the wonders of Glacier National Park. No need to re-pack your bag this morning; we get to enjoy another day in East Glacier at Jacobson Cottages.
After a relaxing morning and breakfast, we will head North turning off towards Two Medicine, a beautiful part of Glacier National Park that sees less traffic. We will have an option to hike, or guests can head back towards Looking Glass Pass. Looking Glass is a staff favorite and one of the best rides in Montana! Even if you did it the day before, it’s worth doing it again.
Today’s ride:
Main Route: 30 miles, 2,500′
Long Route: 37 miles, 3,300′
Kings Hill Scenic Byway
We’ll shuttle to Monarch and get off the beaten path on this spectacularly scenic route to White Sulphur Springs. The first 20 miles climb gradually towards the high point of the day – the Showdown Ski area, where we’ll stop for lunch at 7,400 feet. In the afternoon, we’ll take a trip into White Sulphur Springs for a soak in the developed hot springs or to relax by the lake. That evening, the Cycling House chef will serve dinner in the authentic Willow Creek Cabins barn, followed by some amazing stargazing!
Today’s Ride:
Monarch to White Sulphur Springs.
Main Route: 53 miles, 3,600′
Short Route: 40 miles, 2,500′
Crazy Mountains
Today’s route will take us south towards Red Lodge, Montana, and the base of Beartooth Pass. After leaving Willow Creek Cabins, we will turn East towards Two Dot along a rural highway. In Two Dot, we head South and begin to parallel the Crazy mountains. We’ll finish in historic Melville with a picnic lunch and a beautiful mountain backdrop. From here, we shuttle for 2 hours to Red Lodge.
Today we will offer a shorter ride option; 51 miles and 2,000′ of climbing. This will keep you on the pavement; the more extended options include 20 miles of gravel. The gravel is hard-packed, keeps us off the busier highway, and gets us closer to the mountains.
We will have two nights at Rock Creek Resort in Red Lodge, Montana.
Today’s Ride:
Willow Creek Cabins to Melville
Main Route: 76 miles, 3,500′ *Includes 20 miles of gravel.*
Short Route: 51 miles, 2,000′
Beartooth Pass
We decided riding one bucket-list ride wasn’t enough for this trip, so we added Beartooth Pass. The ride starts in Montana and crosses into Wyoming, climbing many hairpin turns to the summit at 10,947 feet before circling back into Montana. You’ll get spectacular views of the Absaroka-Beartooth Wilderness, home to 25 peaks soaring over 12,000 feet. The climb is worth the effort; since it’s out-and-back, you get views in both directions. The ride is reminiscent of the Galibier, a famous route in the Tour de France, with most of the climb above the tree line.
Our final night at the Rock Creek Resort in Red Lodge, Montana.
Celebrate our final evening together in Red Lodge.
Today’s Ride:
Beartooth Pass Highway: 51-68 miles, 5,600- 7,400′
Departure Day
After the last group breakfast, we’ll shuttle everyone to Billings International Airport (BIL).
Today’s plan:
We’ll be running shuttles to the Billings, MT airport for those that are flying out (1 hr 15 min)
DATES & PRICES
- 2023
- Jul 16 - 22 $3,995 / Person
- 2024
- Jul 21 - 27 $3,995 / Person
DETAILS
What's Included
- Six nights/Seven days accommodations (double occupancy)
- All meals (breakfast, lunch, dinner) for seven days
- Mechanical support (including bike build and breakdown)
- Professional trip guides
- Daily sag support
- Ride nutrition products
- High-quality ride photos
- Arrival Day Airport & Hotel pickups in Flathead Valley (FCA)
- Departure Day Airport & Hotel dropoffs in Billings (BIL)
What’s Not Included
- Airfare
- Bike rentals
- Café stops
- Gratuity for guides
- Personal shopping
Optional Activities
- Lake swims
- Hiking
- Yard games
Questions?
BIKE OPTIONS
Rent A Bike
Traveling through the airport with a bike—and paying for it to fly—is not everyone’s idea of a fun way to start a vacation. Fortunately, we offer high-quality, full carbon bikes on all of our trips across the United States and Europe. Want to just show up and ride? Just bring your shoes, pedals, helmet, and saddle (if you want), and rent one of ours.


Bring Your Own
Your bike is yours—we get it. Bringing your own bike has obvious advantages in terms of individual comfort. Before your trip, we suggest getting a tune-up at your local bike shop so it’s ready to roll for your week of riding. Once you arrive, we’ll be sure to have our mechanics build it and help with any necessary tweaks. Check out some helpful resources here:
Skip The Bike
If you or your travel partner want to enjoy the trip and explore a new destination without a bike, drop us a line and we’ll discuss options. Some trips are better suited for non-rider participants than others.
TRIP TEAM
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