Oregon's Cascades & Crater Lake Bike Tour
Bend, Three Sisters & the Deschutes River
Sun shining. Legs pumping. Then bluer-than-blue Crater Lake comes into view. You’ve got the Deschutes River with its rugged beauty and the stunning Cascades. And laid-back, friendly Bend? It’s official. We’re in love.
We rate our trips based on a range of activity levels from 1-5.
See this trip's Activity Options & Terrain for more details.
From $4,299 - $4,499/person
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Snapshots from the Trip
Trip at a Glance
Highlights
Experience beautiful scenery, history and local communities along two Scenic Bikeways, official, state-recognized cycling routes showcasing the best of Oregon
Savor good food and good company at a farm-to-table dinner with incredible views of the Cascades—it doesn’t get much better than this!
Bike McKenzie Pass, one of the most spectacular rides in the region, taking in stunning views of the Cascades en route to relaxing hot springs
Explore Bend, a former mill town turned adventure playground with more breweries per capita than anywhere in Oregon
Take a spin along a portion of world-famous Crater Lake’s rim, one of Bicycling magazine’s favorite rides
Sample itinerary. Trip details may vary by departure.
Start Bend Airport & Travel Details
- Explore Smith Rock State Park on foot before heading out on a bike ride through fertile ranchland along a portion of the Oregon Scenic Bikeway
- Savor a picnic lunch at a local farm
- Discover the Old West town of Sisters—and perhaps a post-ride pint at a local craft brewery
- Western hospitality and plush amenities await at FivePine Lodge
- A favorite family farm hosts our welcome reception and dinner
- Pedal McKenzie Pass past ancient lava flows and into a lush valley
- Treat yourself to a riverside hot-spring soak.
Nights 1-2
Deluxe 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)
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
- Bike 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.
Nights 3-4
Deluxe Hotel
A boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
- Welcome to Crater Lake National Park—ready to experience the iconic Rim Drive?
- As you bike along the edge 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 bird’s-eye-view of the lake and its surrounds.
Night 5
Casual Hotel
Perched on the crater’s rim, this simple yet classic national park lodge offers incredible view of its namesake.
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
End Bend Airport & Travel Details
This trip has an activity level range of 2-4
All breakfasts, 6 lunches, 4 dinners
All accommodations on your Backroads trip
All gratuities at hotels and restaurants
Expertise and services of Backroads Trip Leaders
Fully equipped Backroads titanium bike, Wahoo GPS device, helmet and accessories
Bike fitting and equipment support throughout your trip
Backroads On Trip App with route maps, elevation profiles, daily snapshots and more
Additional local guides and experts, plus equipment for included activities as detailed in your itinerary
Exclusive activities, tours and cultural experiences, as detailed in your itinerary
All luggage transfers and porterage during your trip
Snacks and beverages between meals
Private cocktail and wine receptions on the first and last nights of your trip
Choice of Backroads cycling jersey, t-shirt or hat, plus water bottle and luggage tag
Detailed Travel Planner with destination tips and pre-trip information
