Oregon Biking Adventure

  • 6 Days
  • 13 People Max

    1 - 8 guests

  • Activity Level 4
    • Activity Level 4

      Challenge Accepted

      I'll let my trusty guides sweat the small things, so I can focus on my goal. Getting to the top, reaching the end, achieving my dreams! Sure, it'll be tough, but the views will be worth it.

    Read more about the Active Range

  • Trip Start: Eugene, Oregon
  • Trip End: Eugene, Oregon
crater lake

Relish riding the rim of Oregon’s magnificent Crater Lake and down the Aufderheide Scenic Byway to Bend

One of our guests once expressed, “If I had one last day on Earth, I'd ride the rim at Crater Lake," and we agree! Relish the riding on satin-smooth roads sailing through forests of tall timbers, beside sparkling rivers and snow-crowned peaks. Bicycle the Aufderheide Scenic Byway, which Adventure Cycling magazine calls "...a mecca for road riders looking for ultra-smooth pavement, low traffic and scenic beauty." Explore the brewpub-and-outdoor-lover's paradise of Bend, Oregon. Hike Central Oregon’s surreal high desert. Ride beside the Wild and Scenic Rogue River. Spend two days in stunning Crater Lake National Park, and ride around the volcanic rim of the deepest lake in the United States. It all adds up to one phenomenal week.  

Oregon Biking Adventure ~ Itinerary

Trip Start: Eugene, Oregon Trip End: Eugene, Oregon
  • Day 1Meet in Eugene, ride the Aufderheide National Scenic Byway

  • Day 2Cross the Cascade Range via McKenzie Pass

  • Day 3Hike Smith Rock State Park, explore Bend

  • Day 4Ride the Cascade Lakes Highway

  • Day 5Circumnavigate the rim of Crater Lake

  • Day 6Cycle Crater Lake, farewell!

  • Day 1

    Meet in Eugene, ride the Aufderheide National Scenic Byway

    After we meet in Eugene, we kick things off by riding the beautiful Aufderheide National Scenic Byway beside the McKenzie, a Wild and Scenic River that weaves through the dense old growth of the Willamette National Forest. The Adventure Cycling Association hails the byway as one of the top 10 roads in the West, “...a mecca for road riders looking for ultra-smooth pavement, low traffic and scenic beauty.” Spend tonight at McKenzie Riverside Cottages, once a favorite haunt of President Herbert Hoover.

    McKenzie Riverside Cottages (Lunch, Dinner)

    Biking: 59.7 mi; +3659 ft / -3528 ft

  • Day 2

    Cross the Cascade Range via McKenzie Pass

    Climb from old-growth forests to the lava fields of the Old McKenzie Highway. Cross the Cascade Range via McKenzie Pass, a 3,700-foot climb spanning 22 miles. “The grades are pretty steady but not real hard,” says Chris Horner, a professional cyclist from Bend, Oregon, describing his favorite local ride for Bicycling magazine. “It’s beautiful up at the top of McKenzie Pass — a snowcapped mountain view on one side and a lava field on the other.” Enjoy lunch at the summit among 2,000-year-old jumbled lava flows. Ride a long sweeping descent through the lodgepole pines of Willamette National Forest into the Old West town of Sisters and our two-night stay at the McMenamins Old St. Francis School in Bend, Oregon – athletes' mecca and home to tasty handcrafted microbrews.

    McMenamins Old St. Francis School (Breakfast, Lunch, Dinner)

    Biking: 47.2 mi; +4608 ft / -2621 ft

  • Day 3

    Hike Smith Rock State Park, explore Bend

    After we go for a hike at the world-famous rock-climbing mecca at Smith Rock State Park in the morning, you have the afternoon to enjoy the Bend area on your own. The hard part will be deciding what to choose! Bend offers a plethora of choices: world-class fly fishing on rivers like the Deschutes and Metolius, stellar hiking and mountain biking and river rafting. In town, there are brewpubs, shops, art galleries and a lovely river walk to enjoy. Prefer to pedal? We'll show you some great road cycling options in the area. Spend another night at McMenamins Old St. Francis School and enjoy the soaking pool, on-site restaurants, bars, and movie theater.

    McMenamins Old St. Francis School (Breakfast)

  • Day 4

    Ride the Cascade Lakes Highway

    Ride the Cascade Lakes Highway today. This gorgeous National Scenic Byway in the Deschutes National Forest wraps the foothills of Mt. Bachelor, curving from Dutchman Flat to lunch at Crane Prairie Reservoir. This breeding ground for osprey is also home to record-breaking rainbow trout. After lunch, ride into Crater Lake National Park – an unforgettable cruise across a high meadow strewn with volcanic pumice from the blast of Mt. Mazama 8,000 years ago. Crest the rim for your first sight of stunning Crater Lake 1,500 feet below. As one of Oregon's seven wonders, it's nothing short of breathtaking! Spend the next two nights at Crater Lake Lodge, the lovingly restored National Park Lodge perched on the west rim. The views are fantastic.

    Crater Lake Lodge (Breakfast, Lunch, Dinner)

    Biking: Before lunch: 29 mi; +342 ft / -2,227 ft
    Biking: After lunch: 9.8 mi; +1,376 ft / -121 ft

  • Day 5

    Circumnavigate the rim of Crater Lake

    Circumnavigating the rim of Crater Lake is considered by Bicycling magazine to be one of the most spectacular one-day rides in the country.  PureWow's travel page calls it one of the '11 Most Zen Places on the Planet.' On one side, a rocky cliff leads down to the deepest lake in the United States; on the other, thrill to a 100-mile panoramic view from 7,000 feet of elevation: the Cascade Mountains, Eastern Oregon's high desert, Cinnamon Butte, The Sisters. We guarantee this will be one of the top 5 bicycle rides of your life!

    Crater Lake Lodge (Breakfast, Lunch, Dinner)

    Biking: 34.4 mi +4165 ft / -4163 ft

  • Day 6

    Cycle Crater Lake, farewell!

    You’ve earned some relaxing downhill today! Cycle north beside hypnotizing waters of Crater Lake one last time before descending into the Umpqua National Forest. Cruise the shoreline of lovely Diamond Lake on a traffic-free paved bike path to the resort where we load up for our return to Eugene, stopping for lunch along the way.

    (Breakfast, Lunch)

    Biking: 27.2 miles · +1,112 ft / -3,014 ft

Tour Departure Dates

  • Upcoming
  • 3 months
  • 6 months
  • 1 year
USD $3899/per adult
9 Jul 2023
9 Jul14 Jul
Departure Open Open
30 Jul 2023
30 Jul4 Aug
Departure Open Open
6 Aug 2023
6 Aug11 Aug
Departure Open Open
13 Aug 2023
13 Aug18 Aug
Departure Open Open
3 Sep 2023
3 Sep8 Sep
Departure Open Open
Austin PIF 2

Take 10% off the trip price when you book a trip and pay in full.

By paying in full we are able to pass on savings to our guests, but please note that by opting for this payment plan, your booking becomes non-refundable, non-cancellable, and non-changeable. 

We highly recommend that you purchase Cancel For Any Reason (CFAR) insurance. We recommend Redpoint Insurance – you can find details here.

T+Cs Apply.


Useful Info

Where does the trip start?

On the first morning of the trip, our two pick-up locations are Valley River Inn at 8am or at the Graduate Eugene at 8:15am. You are welcome to stay at any hotel in Eugene for your pre-night, though you must make your own way to one of the two pick-up points at the pre-designated times.

Where does the trip end?

Your trip ends with a drop-off at either the Eugene Airport in time for flights below or at either the Valley River Inn or Graduate Eugene between 4-6pm.

What flights would you recommend?

Arrival: We recommend arriving in Eugene at least the day before your trip starts. Many guests like to arrive a day or two early to accommodate potential flight delays and/or explore the city prior to your trip start.
Departure: Flying out on the last day of the trip, we recommend departing from Eugene after 7:30pm. Earlier flight times will require a separate transfer booked at your own expense.

Are the bikes included, and what type of bikes are they?

We include Road bikes and Hybrid bikes in our pricing. E-Bikes are available for a surcharge and are subject to availability.

Road bikes examples

Hybrid bikes examples

E-Bikes examples

Why travel with us


Experience adventure the way you want

You’ll be inspired and exhilarated, enjoying mind-blowing scenery on foot, in a sea kayak, or by bike - all at your own pace. Get ready for the trip of a lifetime.

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Crafting award-winning trips for decades - the Kiwi way

We're proud of our Kiwi roots and you’ll love our professional, warm and relaxed style of hosting. Plus, we’re always here to help with planning, travel, bookings... even hiking boot recommendations!

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Every detail covered, to maximise your time

As soon as your trip starts, we've got everything covered – top notch meals, comfortable transport, superb accommodation, amazing guides and INCREDIBLE service.

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Group travel for those who aren’t ‘group travellers’

With our small groups of typically no more than 14 (up to 18 max), you'll get to know our team, your fellow travellers, and have the flexibility and freedom to do as much (or as little!) as you like. It’s all about going at your own pace.

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Explore hidden gems through our expert local guides

All our carefully selected guides are highly experienced and have deep personal connections to nature and culture. You’ll enjoy a special experience, authentic local knowledge and an adventure like no other.

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4.54 out of 5 from 17042 reviews. That’s pretty solid.

We could hang around all day telling you how wonderful our trips are... but the best people to hear it from are our guests themselves.

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Oregon Biking Adventure