Crater Lake Bike Tour Riders Overlooking Lake
Crater Lake Hiking Trip - Hiker Resting in Smith Rock State Park
Bend Oregon Biker Along River
Crater Lake & Cascades Bike Tour Lava Rock Ride
Crater Lake & Cascades Fence and Bikers
Crux Brewery, Bend, Oregon
Crater Lake & Cascades Ice Cream
Crater Lake & Cascades Picnic by Lake
Crater Lake & Cascades Sisters and River Valley
Crater Lake National Park, Oregon
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Oregon's Cascades & Crater Lake Bike Tour

Bend, Three Sisters & the Deschutes River

Couples, Friends & Solos

6 days 5 nights

Activity Level: 2-4

Premiere Hotels

From: $3,899 - $4,149 pp dbl occ

($1,100 for sgl occ)

Now this is living! Sun shining. Legs pumping. It’s official, you’re in love. With the rugged beauty along the mighty Deschutes River. The laid-back, small-town feel of friendly Bend. And the stunning Cascades. You’re sure life can’t get any better. Then you kick back on the deck of the lodge and find yourself mesmerized by the indescribable blue hues of Crater Lake. And excited for what's in store for you tomorrow on our Oregon bike tour.

Oregon Cascades & Crater Lake Bike Tour map
Oregon Cascades & Crater Lake Bike Tour map


Start/End Bend

Start/End locations may vary. Do not book flights until your trip details are confirmed.


  • Embark on challenging and exhilarating routes amid magnificent scenery in rugged Central Oregon's high country 
  • Bike McKenzie Pass, one of the most spectacular rides in the Pacific Northwest, showcasing stunning views of the Cascades 
  • Explore Bend, a former mill town turned adventure playground with more breweries per capita than anywhere in Oregon 
  • Skirt the rim of Crater Lake's world-famous caldera—one of Bicycling magazine's favorite rides—for breathtaking vistas


Accommodations may vary based on departure date.
6 Days Premiere Hotels*
Accommodations may vary based on departure.
Days 1-2

Explore Smith Rock State Park—a playscape for outdoor enthusiasts—on foot before heading out on a bike ride through fertile ranchland along a portion of the Oregon Scenic Bikeway | Savor a picnic lunch along the shores of the mighty Deschutes River | Check out the Old West-style town of Sisters, perhaps stopping for a post-ride pint at a local craft brewery | Western hospitality and plush amenities await at FivePine Lodge | ​Our welcome reception and dinner at a favorite family farm is the perfect ending to our first day in Oregon | Pedal McKenzie Pass, one of the Pacific Northwest's most beautiful cycling routes, past ancient lava flows and into a lush valley | Treat deserving muscles to a riverside hot-spring soak.

Exterior Five Pine Lodge
FivePine Lodge
| Premiere Hotel

Soak up the elegant Western-style ambience at this lodge, nestled in beautiful surroundings and featuring a brewpub, athletic club and even a movie house. (pool, spa)  

Days 3-4

Pedal along smooth roads on the scenic outskirts of Bend with grand views of the Cascades in the distance | Explore Bend, Oregon's vibrant adventure capital | Thirsty? Cruise downtown to find out what's on tap at over 20 local craft breweries | Experience the alpine splendor of Mount Bachelor as you bike a route from Elk Lake that ends with a thrilling descent back into town | Maybe you'll choose to join your leaders on a private tour of a famous local brewery | Bend's culinary scene offers plenty of enticing options for dinner on your own.

Exterior view of The Oxford Hotel
The Oxford Hotel
| Premiere Hotel

A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend. 

Days 5-6

Welcome to Crater Lake National Park—ready to bike the iconic Rim Drive? | As you circle this enormous caldera on two wheels, admire the lake's intense sapphire color and amazing clarity | Each curve in the road brings another incredible vista, from the cinder cone of Wizard Island to the 9,000-foot peak of Mount Scott | Unwind at the lodge or explore the spectacular landscape on foot | Hike up Garfield Peak for a stunning bird's-eye-view of the lake and its surrounds.  

Exterior view of Crater Lake Lodge terrace overlooking Crater Lake
Crater Lake Lodge
Crater Lake National Park
| *Casual Hotel

Perched on the crater's rim, this classic national park lodge transports you to a bygone era.

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Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Activity Level: 2-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Daily Route Options

* Includes shuttle.
Day 1
Level 1 | 15 miles | 500 ft. gain
Level 2 | 37 miles | 1300 ft. gain
Day 2
Level 2 | 27 miles* | 600 ft. gain
Level 4 | 40 miles | 2400 ft. gain
Day 3
Level 2 | 23 miles* | 400 ft. gain
Level 3 | 43 miles | 1200 ft. gain
Level 5 | 68 miles | 2600 ft. gain
Hiking at Smith Rock (1 Hour)
Day 4
Level 2 | 26 miles | 900 ft. gain
Level 3 | 38 miles | 1900 ft. gain
Day 5
Level 2 | 15 miles* | 1700 ft. gain
Level 3 | 23 miles | 2500 ft. gain
Level 4 | 33 miles | 4000 ft. gain
Day 6
Walking & Hiking
Level 2 | 3 miles | 1100 ft. gain

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Click the arrow to see all bike options.

Backroads Performance Road Bike
Backroads Performance Road Bike
Performance Road Bike

Included in your trip price

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Backroads Touring Bike
Backroads Touring Bike
Touring Bike

Included in your trip price

A proven classic, this custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

Backroads Electric-Assist Bike
Backroads Electric-Assist Bike
Electric-Assist Bike

Included in your trip price

Keep pace or zip ahead, pedaling with an electric boost. This bike provides plenty of power to flatten the hills and more than enough battery range to cover the distance.
Min. age to ride e-bike: 16+

Canyon Endurace SLX 9 Di2
Canyon Endurace SLX 9 Di2
Canyon Endurace SLX 9 Di2

Ride like a pro with the top-of-the-line carbon Canyon Endurace CF SLX 9 Di2. A performance-first flagship endurance bike engineered for comfort and race-level riding.

$650 rental fee; subject to availability

Co-Motion Torpedo Tandem Bike
Co-Motion Torpedo Tandem Bike
Tandem Bike

This hand-built frame features Co-Motion's custom-designed cro-moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train, and a custom, upgraded wheelset. For experienced tandem riders.
$400 rental fee

Also Included

  • All breakfasts, 6 lunches, 4 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Straight talk

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.


Crater Lake Lodge is a historic national park property that offers simpler accommodations than typical Backroads lodging. It has been selected for its stunning location on the rim of Crater Lake, and its access to world-class riding. Although clean and comfortable, the guest rooms are basic and are not equipped with televisions or air-conditioning (nights are usually cool due to the high elevation). Generally speaking, service can seem slow and casual in national parks when compared with the high standards of hospitality found on other Backroads trips.

Ask a trip expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our Help Center.

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