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 high desert of Bend and Sisters.

Immerse yourself in the natural wonder of the Oregon Cascades on two wheels and experience one of the world’s most awe-inspiring landscapes. Pedal past snow-capped volcanic peaks as you cycle from crystal blue Crater Lake to the recreation meccas of Bend and Sisters, Oregon. Witness the geologic wonders of the Cascade Lakes Highway and Smith Rock State Park and enjoy breathtaking views from Dee Wright Observatory at McKenzie Pass. 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

A cyclist rides on the road with Crater Lake and the volcano rim in the background.

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

A cycling couple stands in front of Crater Lake.

Great Ride

Ride along the rim of Crater Lake

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

Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability