Montana

Glacier to Yellowstone

Our most epic and difficult journey across Montana
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  • From $3995
  • Location Montana
  • Duration 7 Days / 6 Nights
  • Rider Level 3 / 4 / 5

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 lodges and hotels. We start our trip in West Glacier and stay one night at Glacier Guides Lodge. After West Glacier, we have two nights at Jacobson Cottages in East Glacier on the edge of Glacier National Park. Next, we have one night at The Spa Hot Springs Motel in White Sulphur Springs.  We finish up with two nights at The Pollard Hotel in beautiful Red Lodge.

ITINERARY

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′

Accommodations:

Glacier Guides Lodge

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. 

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. 

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′

Accommodations:

Jacobson Cottages

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′

Accommodations:

Jacobson Cottages

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 day’s high point the Showdown Ski area, where we’ll stop for lunch at 7,200 feet. After lunch, it’s a net loss into White Sulphur Springs where we will stay at The Spa Hot Springs Motel. Guests can enjoy a soak in the thermal hot springs and stroll an authentic Montana town.

Today’s Ride:

Monarch to White Sulphur Springs.

Main Route: 53 miles, 3,600′

Short Route: 40 miles, 2,500′

Accommodations:

Spa Hot Springs Motel

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 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.

Gravel curios? Our staff favorite for today is the 33-mile route from Two Dot to Melville. It includes 21 miles of hard-packed gravel, and the views are spectacular! The gravel can be ridden on a 28c tire.

Today we will offer a shorter ride option; 44 miles and 1,600′ climbing. This will keep you on the pavement; the extended options include 20 miles of gravel. The hard-packed gravel keeps us off the busier highway and gets us closer to the mountains.

We will have two nights at The Pollard Inn in Red Lodge, Montana.

 

Today’s Ride:

White Sulphur Springs to Melville

Gravel Route: 33 miles, 2,000′ *Includes 21 miles gravel,*

Full Pavement Route: 44 miles, 1,600′

Epic Route: 76 miles, 3,500′ *Includes 21 miles of gravel.*

Accommodations:

The Pollard Hotel

 

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; you get views in both directions since it’s out-and-back. 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 Pollard Inn in Red Lodge, Montana.

Celebrate our final evening together in Red Lodge.

Today’s Ride:

Beartooth Pass Highway: 53-63 miles, 5,300- 6,300′

Accommodations:

The Pollard Hotel

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

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?

Have more questions? View our FAQ page or call us at 406-312-5770.
SEE ALL FAQs

BIKE OPTIONS

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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.

Available this trip:
Cervelo Aspero 2021-Tucson Rental Bike
Cervelo Aspero Road/Gravel Bike
Manufacturer: Cervelo
Type: Gravel Bike
Cost: $300 / trip
Specialized Vado SL 4.0 E-Bike
Manufacturer: Specialized
Type: Gravel Bike
Cost: $300 / trip
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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:

Shipping your bike

Flying with your bike.

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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

GUEST REVIEWS

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Mike M., Edwardsville, IL
July 30, 2019
This trip was outstanding! Food was excellent, lodging was good, but the best part was the Cycling House staff. They took the time to get to know everyone, handled any details that needed to be addressed quickly and with enthusiasm. They were very knowledgeable about the regions we rode through and inspired confidence in the guests each day. Special thank you to Shaun Radley. My bike had minor damage in shipment to Montana. Shaun notified me immediately. It was rideable but required an insurance claim with BikeFlights. Shaun in the office took care of everything and the insurance check even beat me back home. To not have to worry about the insurance claim during the trip was much appreciated and allowed me to enjoy the trip to the fullest.
Allison, Portland, OR
August 16, 2019
Great crew, beautiful rides, awesome food! I've ridden with other cycling outfits over the past few years, and will definitely return to The Cycling House. They have a great price point for the type of support they offer.
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Mike M., Edwardsville, IL
July 30, 2019
This trip was outstanding! Food was excellent, lodging was good, but the best part was the Cycling House staff. They took the time to get to know everyone, handled any details that needed to be addressed quickly and with enthusiasm. They were very knowledgeable about the regions we rode through and inspired confidence in the guests each day. Special thank you to Shaun Radley. My bike had minor damage in shipment to Montana. Shaun notified me immediately. It was rideable but required an insurance claim with BikeFlights. Shaun in the office took care of everything and the insurance check even beat me back home. To not have to worry about the insurance claim during the trip was much appreciated and allowed me to enjoy the trip to the fullest.
Allison, Portland, OR
August 16, 2019
Great crew, beautiful rides, awesome food! I've ridden with other cycling outfits over the past few years, and will definitely return to The Cycling House. They have a great price point for the type of support they offer.