Backroads Hiker in Oregon - Smith Rock State Park
Crater Lake Oregon Bike Tour
Sisters Oregon - Backroads Crater Lake Bike Tour
Hiker in Smith Rock State Park - Backroads Travel
Crater Lake Bike Tour
Crux Brewery, Bend, Oregon
Oregon Bike Tour
Backroads Crater Lake Bike Tour
Smith Rock State Park - Backroads Hiking Trip
Crater Lake National Park, Oregon
Backroads Crater Lake Bike Tour
Cycling - Backroads Crater Lake Bike Tour
Cycling on Backroads Crater Lake Bike Tour
Crater Lake National Park Bike Tour
Backroads Crater Lake Bike Tour
Biking
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Oregon's Cascades & Crater Lake Bike Tour

Bend, Three Sisters & the Deschutes River

Now this is living! Sun shining. Kicking back on the deck of the lodge. The indescribable blue of the water. Thirty-four vigorous miles around the rim, with views of Crater Lake from every angle—each new vista better than the last. You're still mesmerized. You might even say you couldn't wait for tomorrow... if life weren't so perfect today. 

THIS ITINERARY: 6 days, 5 nights

ACCOMMODATIONS: Premiere Hotels*

FROM: $3,599 pp dbl occ
($800 for sgl occ)

Oregon

Start/End Bend

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

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

Our adventure starts in the high desert landscape of Central Oregon | Hike amid the unique geology of Smith Rock State Park where cliffs and rock spires tower above the Crooked River | Revel in the majestic mountain views and rugged landscape where sport climbing was born | Cycle to the Old West-style town of Sisters via one of Oregon's scenic bikeways | Western hospitality and plush amenities await at FivePine Lodge | ​Pedal McKenzie Pass, one of Oregon's most beautiful cycling routes, past ancient lava flows and into a lush valley | Treat deserving muscles to a delightful hot-spring soak.

Five Pine Lodge, Oregon
FivePine Lodge
Sisters
| 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

The grand Deschutes River and distant craggy Smith Rock provide a scenic backdrop for our ride | Explore Bend, Oregon's vibrant adventure capital | Thirsty? Cruise downtown to find out what's on tap at over 20 local craft breweries | Spin through the heart of Central Oregon on a locals' favorite route | Glistening alpine lakes share the expansive high-desert landscape with forests of pine, fir and hemlock | How would you like to spend the afternoon? Stand-up paddleboard or kayak on the Deschutes River, check out local galleries and shops or stroll peaceful riverside paths.  

Oxford Hotel, Bend, Oregon
The Oxford Hotel
Bend
| 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 ride 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.  

Crater Lake Lodge, Oregon
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.

Dates & Prices

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy

SMALL GROUP? TRY RENDEZVOUS | An extra leader and van for even more flexibility | Call us to book your Rendezvous.

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.

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Activity Level: 2-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do. LEARN MORE.

Day 1
Biking
Level 1 | 15 miles | 500 ft. gain
Level 2 | 37 miles | 1300 ft. gain
Other
Hiking at Smith Rock (1.4 miles, 200' elevation gain)
Day 2
Biking
Level 2 | 27 miles* | 600 ft. gain
Level 4 | 40 miles | 2400 ft. gain
Day 3
Biking
Level 2 | 23 miles* | 400 ft. gain
Level 3 | 43 miles | 1200 ft. gain
Level 5 | 68 miles | 2600 ft. gain
Day 4
Biking
Level 2 | 26 miles | 900 ft. gain
Level 3 | 38 miles | 1900 ft. gain
Day 5
Biking
Level 2 | 15 miles* | 1700 ft. gain
Level 3 | 23 miles | 2500 ft. gain
Level 4 | 33 miles | 4000 ft. gain
Day 6
Other
Garfield Peak Hike (3.4 miles, 1,100' elevation gain)
* Includes shuttle.

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! Read on for your available bike options for this trip.

Performance Road Bike

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. 

Touring Bike

A proven classic, our most popular 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.

NEW! Electric-Assist Bike

Our newly redesigned titanium e-bike is a lightweight yet powerful machine unique in the world of e-bikes. It provides plenty of power to flatten the hills and more than enough battery range to cover the distance.

Carbon Bike

Ride like a pro with the top-of-the-line carbon Cannondale Synapse Hi-Mod Red ETAP AXS. Delivering phenomenal acceleration and handling in a light and powerful package—it’s built for hard-core riders.
$400 rental fee

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, 4 dinners, 4 lunches
  • 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.

Accommodations

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 FAQ's.

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