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Oregon's Cascades & Crater Lake Multi-Adventure Tour

National Park Playground in the Pacific Northwest

Couples, Friends & Solos

6 days 5 nights

Activity Level: 1-4

Premiere Hotels

From: $4,299 - $4,599 pp dbl occ

($1,350 for sgl occ)

So many things to be excited about. Hiking along lush forested river trails and biking down a scenic byway through the foothills of the Cascades. Splashing and rafting on the rollicking Deschutes River. An overnight at the historic Crater Lake Lodge. "It's so blue!" uttered over and over. Don't be surprised—Crater Lake really is that blue, and containing your excitement is no small task.

Oregon Cascades & Crater Lake Multi-Adventure Tour map
Oregon Cascades & Crater Lake Multi-Adventure Tour map


Start/End Bend 

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


  • Embark on exhilarating routes amid ever-changing scenery in Central Oregon's rugged high country 
  • Hike the high-desert trails of Smith Rock for out-of-this-world views of the Cascade Mountains 
  • Explore Bend, Oregon's adventure playground, with more breweries per capita than anywhere else in the state 
  • Bike the rim of Crater Lake's world-famous caldera—one of the most spectacular rides in America 


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

Cycle through Central Oregon, tracing the mighty Deschutes River | Cruise into Bend, the state's adventure capital, then park your bike and see what's on tap at a local craft brewery | Hike in Oregon's rugged high-desert wonderland of sagebrush and rock spires | At Smith Rock State Park, follow a trail alongside the Crooked River or ascend Misery Ridge for closer views of colorful Red Wall and Monkey Face, popular among rock climbers | Spend a leisurely afternoon in downtown Bend perusing shops and galleries, or take a dip in the Deschutes River. 

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 3-4

Bike into the heart of the Cascades on a favorite ride of locals | Enjoy lunch and panoramic views of the Three Sisters—closely spaced volcanic peaks—from the top of Mount Bachelor | Meander along a riverside trail, watching placid waters transform into dramatic waterfalls | Raft through Class II–III rapids as the Deschutes winds through lush woodland.

Exterior view of Sunriver Resort grounds
Sunriver Resort
| Premiere Hotel

Situated in the pristine natural setting of the Cascade Range foothills, this top-notch resort is a mecca for outdoor enthusiasts and culinary aficionados. (pool, spa)

Days 5-6

Welcome to Crater Lake National Park—ready to ride the iconic Rim Drive? | As you circle the rim of this enormous caldera, 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.

Looks like you’re traveling with a smaller group

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: 1-4

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.

Route notes

Biking terrain ranges from mellow valley rides to mountainous riding around Mount Bachelor and Crater Lake. Hiking terrain ranges from easygoing riverside paths to rocky trails with steep drop-offs in Smith Rock State Park and at elevation in Crater Lake National Park.

Daily Route Options

* Includes shuttle.
Day 1
Level 2 | 26 miles* | 800 ft. gain
Level 3 | 36 miles | 1800 ft. gain
Day 2
Walking & Hiking
Level 1 | 4 miles | 400 ft. gain
Level 2 | 4 miles | 800 ft. gain
Day 3
Level 2 | 32 miles* | 1000 ft. gain
Level 3 | 38 miles | 1800 ft. gain
Level 4 | 47 miles | 3500 ft. gain
Day 4
Walking & Hiking
Level 1 | 4 miles | 100 ft. gain
Level 2 | 6 miles | 200 ft. gain
on the Upper Deschutes River (1 hour)
Day 5
Level 2 | 17 miles* | 2300 ft. gain
Level 3 | 30 miles* | 3200 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+

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.

Accommodations & Service Standards

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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