Oregon's Cascades & Crater Lake Bike Tour
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 2-4
Premiere Hotels
2025: Jun-Sep
Bend, Three Sisters & the Deschutes River
Sun shining. Legs pumping. It’s official, you’re in love. With the rugged beauty along the mighty Deschutes River and the stunning Cascades. With laid-back, friendly Bend. You kick back on the deck of the lodge and find yourself enchanted by the indescribable blue hues of Crater Lake. And you realize you may have found your happily ever after on a bicycle in Oregon.
Highlights
- Embark on challenging and exhilarating routes amid magnificent scenery in rugged Central Oregon's high country
- Bike McKenzie Pass, enjoying stunning views of the Cascades en route to relaxing hot springs—it’s one of the most spectacular rides in the Pacific Northwest!
- 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
Start/End Bend
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
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 along the shore of the mighty Deschutes River • 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
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.
Nights 3-4
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 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
Perched on the crater’s rim, this simple yet classic national park lodge offers incredible view of its namesake.
What's Included
See moreStraight Talk
We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.
Crater Lake Lodge is a historic national park property offering 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 not equipped with televisions or air-conditioning. Generally speaking, service can seem slow and casual in national parks when compared with the high standards of hospitality found on other Backroads trips.
Hotels
World-Class Hotels
Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-2
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)
Nights 3-4
Premiere Hotel
A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend.
Night 5
*Casual Hotel
Perched on the crater’s rim, this simple yet classic national park lodge offers incredible view of its namesake.
Gallery
#MyBackroadsTrip
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Included in your trip price
- Ideal for avid cyclists
- Redesigned for 2024
- Next gen titanium frame with carbon wheels
- Responsive, efficient and comfortable
- Drop handlebars only
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
- Limited availability on Unplugged Bike Tours; learn more
Min. age to ride e-bike: 16+
- $400 rental fee
- Hand-built frame features Co-Motion's custom-designed Cro-Moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train
- Custom upgraded wheelset
- Best for riders with some tandem experience.
Review Snapshot
by PowerReviews
Reviewed by 28 customers
Another fabulous Backroads adventure
Once again, Backroads provided a great trip in a beautiful area with awesome team leaders. Leni and Jasmine were top notch in every way, and they exemplified the Backroads culture of professional, kind, smiling service! We are already looking for our next adventure.
First biking trip & I am hooked for life! Amazing experienc!
Amazing first trip to Oregon & first biking excursion like this. The food, the trails, the people were just outstanding! I learned so much, got such great exercise, and laughed like crazy too!
This was our first Backroads trip but not our last!
Our leaders were amazing in every aspect of this trip and are the reason we want to do another Backroads vacation! The Bend area is beautiful and has a variety of things to offer: Good food, accommodations and things to do off your bike!
A great trip with my brothers
This was a great trip that exceeded my expectations. It was a fun experience to share with my brothers. Everything was well organized and we were well taken care of with wonderful accommodations, logistics and food. The staff was well prepared, knowledgeable, supportive, and fun to be around. The bike routes were both challenging and rewarding and we got to experience the diverse terrain of Oregon. I had a great week and would highly recommend to others.
The perfect way to see the beauty of Oregon!
This itinerary is spectacular! Every ride was more beautiful than the last. Our leaders, Kelly, Allie, and Courtney did such an amazing job, even coming up with the perfect plan B on a rainy day: a picnic and wine tasting at a lovely local vineyard. I would highly recommend this trip to anyone wanting to see just how blue Crater Lake really is!
Great tour that both avid &more casual cyclists will enjoy
This tour offered a variety of routes with different lengths, allowing both me (the avid cyclist on the performance bike) and my wife (the casual cyclist on the ebike) to enjoy the trip. Great accommodations and food, excellent support during rides. The trip leaders and support are superb.
This is a Fabulous Trip!
This was my first time to Oregon and the state and Bacroads did not disappoint. The guides were amazing. They worked like a well oiled machine to pull off 6 wonderful days. The accomodations and food were top notch and the biking incredible. I do not normally use an ebike, but I did on this trip mostly because I live on the east coast and am not used to the elevation gains. It was the right decision and would not hesitate to use one on future trips, I would highly recommend this trip!
One of the best trips I've ever taken
The 3 guides were execeptional, the food fantastic and the accomodations delightful. I was concerned the biking would be too much for me, although I'm fit I have done very little biking. However having the e-assist bike made biking in the mountains joyful rather than the ordeal I anticipated. The other guests were friendly and always asked if we were okay if we stopped on side of the road. The scenery was spectacular and more varied than I anticipated. GREAT Trip!
This trip was awesome
The central Oregon area: sisters, deschutes, crater lake, mackenzie pass- is beautiful. I want to go back already.
Our Oregon-Crater Lake Bike Trip was Outstanding!
Our trip leaders Jason, Eliav, and Jackie were exceptional. They were confident, professional, energetic, fun, experienced and safe. They were passionate and helpful. They attended to every detail, and made sure guests had a fantastic trip. In particular we loved the views, the biking, the hotels, the dinners, etc. Crater Lake is gorgeous. The biking around Bend is terrific. Thank you! Highly recommend!
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
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