Skip to main content

Crater Lake and Oregon Cascades Bike Tour

The wonders of Central Oregon, from Crater Lake National Park to Bend and Sisters

Tour Duration

5D / 4N

Trip Style

Signature, Classic Guided

Activity Level


Hotel Level



Trek Domane SL 7
Trek Electric-Assist Verve+
Trek Electric-Assist Domane+ SLR 7

View details

Starting from

$3,799.00 per person

See dates

Experience one of America's most dynamic landscapes by bike, from Crater Lake's volcanic peaks to the adventurous spirit of Bend and Sisters.

To immerse yourself in the natural wonder of the Oregon Cascades on two wheels is to experience one of the world’s most awe-inspiring landscapes. Pedal past snow-capped volcanic peaks that scrape the sky as you cycle from crystal blue Crater Lake to the recreation meccas of Bend and Sisters, Oregon. Then dig deeper into this quintessential Central Oregon playground as you enjoy unique microbrews, gourmet dining, and pampering accommodations on this unforgettable Oregon cycling tour!

Trip Wows
  • Ride along the rim of the deepest, clearest alpine lake in the country in Crater Lake National Park

  • Witness the geologic wonders of alpine lakes, canyons, and volcanic peaks by cycling the Cascade Lakes Highway and visiting stunning Smith Rock State Park

  • Enjoy organic Northwest cuisine, complemented by Willamette Valley pinots, Bend microbrews, local cheeses, and fresh produce

  • Take in views of lava fields and snowcapped peaks from the Dee Wright Observatory at McKenzie Pass

  • Enjoy the dreamy, freewheeling culture that makes Central Oregon a great place to visit while staying in top-rated properties in Bend and Sisters, and take in views from the rim of Crater Lake at the rustic National Park Lodge

Group at the top of McKenzie Pass Highway in Oregon with Volcanos in the background

McKenzie Pass Highway Summit

Take on the iconic McKenzie Pass Climb

Ride Oregon's famous road to the expansive lava fields at McKenzie Pass and the Dee Wright Observatory, before enjoying a long, winding descent into the lush western side of the Cascade Range.

What Guests are Saying

Everything was my favorite. The scenery, the organization, the planning of the trip which allowed everybody regardless of biking abilities to enjoy themselves, the food, the high tech Trek bikes, and the exceptional guides who took care of absolutely everything with a smile.

Read more

Edward, Trek Travel Guest

My first trip with Trek Travel and it was a trip of a lifetime! It was stunningly beautiful, the guides exceeded my expectations and the bikes were top notch! I am already planning my next Trek Travel adventure for next year.

Read more

Sandra, Chicago, Illinois

Crater Lake and McKenzie Pass are amazing! The whole trip is filled with wonderful scenery. And the Trek guides are always the best!

Read more

Ray, Tulsa, Oklahoma

Two cyclists riding in Oregon with the Sisters Volcanos in the background

My husband and I are avid cyclists and our 25th anniversary was this year. We had always wanted to do a road bike tour. The weather in Oregon was perfect and none of the roads had heavy traffic. It really was the ideal place to ride.

Read more

Nancy, Birmingham, Alabama

Great Ride

Ride along the rim of Crater Lake

Take in the incredible vistas from the rim of Crater Lake as you overlook one of the deepest, clearest lakes in the country.

Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability

Rider Information

Crater lake lodge overlooking crater lake
Lobby of crater lake lodge
Crater lake lodge
Crater Lake National Park, Oregon
Crater Lake Lodge
Explorer See itinerary and dates for details.

Perched on the rim of Crater Lake, you will find no better place to take in the majestic view while relaxing with a drink on the porch than the unique and historic Crater Lake Lodge. The lodge was originally constructed in 1915 and retains much of the character from that era. The rooms are relatively small and do not have phones, televisions, or air conditioning, although the incredible scenery just outside your door more than makes up for the rustic feeling of the accommodations.


Learn more
Exterior view of The Oxford Hotel Bend, with pink flowers in the foreground
Interior view of Oxford King Room at The Oxford Hotel Bend, with bed in the foreground and couch in background
The Lobby of the Oxford Hotel in Bend, Oregon
Fitness equipment shown in the fitness room of The Oxford Hotel Bend
Oxford Hotel Bend guest room suite
Bend, Oregon
The Oxford Hotel

Bend’s “eco-chic” boutique hotel is the pinnacle of luxury and sustainability. Fusing Northwest-inspired, modern design, world-class service, and earth-friendly practices and products, the Oxford is a perfect match for the active and cosmopolitan vibe that is Bend, Oregon. Located in the heart of downtown, shopping, dining, galleries, and a variety of activities are just a few steps or a cruiser ride away (cruisers are provided with your stay). Amenities like the sauna and steam room, spa, full-service bar, and restaurant make it the perfect home for your time in Bend.


Learn more
Exterior view of wooden lodge with pine trees in the foreground
Interior of a cabin with bed, desk and fireplace
Aerial view of greenish pool out back of the Five Pine Lodge
Exterior view of cabin with 2 Adirondack chairs on a patio
Sisters, Oregon
FivePine Lodge and Shibui Spa

Imagine elegant and spacious contemporary Craftsman-style cabins and lodge rooms combined with a full-service Japanese spa, all hidden in a pine forest at the base of three extinct volcanic peaks. You have just begun to picture the FivePine Lodge. This is more than a lodge—it is a true mountain retreat from which you will not want to leave—complete with swimming pool, first-run movie theater, nightly wine and beer reception, brew pub, and a trail network for hiking right out the back door.


Learn more

Bikes & Gear
Ride the Best Bikes in the Industry
New in 2023 Domane SL 7 Road
Trek Domane SL 7

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the latest Trek Domane is the best way to enjoy the ride. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes and electronic shifting. This new bike is lighter than ever before, and carbon wheels come standard on every bike. The road-smoothing IsoSpeed technology lets you ride as long as you want with less fatigue. The bike you ride on a biking vacation matters. That is why we provide the newest and best bikes in the business.

Learn more
Verve+ electric assist lowstep bike E-Bike
Trek Electric-Assist Verve+

Fun from the first pedal stroke, our e-bikes give you the boost you want to venture further on your bike tour. With its low-step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain, with energy to spare.

Learn more
Trek Domane+ SLR bike Electric road
Trek Electric-Assist Domane+ SLR 7

Take the tailwind with you and leave your limits behind on the Domane+ SLR 7. With a groundbreaking ratio of ultra-lightweight design and electric assist, the Domane+ has everything you love in a road bike, with the extra boost to take you farther than ever before. This performance e-road bike will assist you on the climbs and enable you to venture further on your cycling vacation. So go ahead—take the long way. With Domane+ SLR 7, there’s always room for more distance, more speed, and more fun!
Upgrade to the Domane+ SLR 7 on this trip for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See trip dates for details.

Learn more

Two cyclist and one rider

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Certified Guides

Additional Gear
  • Trek Travel Santini cycling jersey to keep
  • Trek Travel water bottles to keep
  • Cinch sack day bag to keep
  • Bontrager saddle
  • Bontrager helmet
  • Bontrager front and rear Flare R lights
  • Garmin Edge 1030 GPS computer with pre-loaded routes
  • Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator
  • For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.
A collage of cycling gear guests will use on a Trek Travel Classic Bike Tour.

Trip Inclusions

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

  • The rooms at Crater Lake Lodge are simple and more rustic than you would typically find on a Trek Travel trip. The amazing location and views from the Lodge make up for the lack of amenities but please be aware, there is very limited wifi and cell service and no air conditioning.
  • Cell service it limited on the routes on several days of this trip. Your guides will be equipped with walkie talkies and a satellite communication device to enable them to communicate and provide effective support even when cell service is lacking.

Before and After Your Trip