Oregon’s Crater Lake Bike Tour

Experience many of Oregon’s seven wonders

Price:  $3,295+

Duration:  7 Days / 6 Nights

Level:  Advanced

Terrain:  Rolling / Hilly

Experience an incredible biking Crater Lake Bike T‍‍our throughout the Pacific Northwest’s land of forests, farms, lakes and mountains. On this exclusive Crater Lake Tour, you’ll visit some of Oregon’s Seven Wonders, including two Scenic Bikeways and visits to Bend and Crater Lake. Picture-perfect scenery surrounds you in the Beaver State as we pedal along the lush river valleys and across high desert ranges. Come ‍c‍‍ycle along on this Crater Lake epic journey.


Day 1: Welcome to Oregon (38 miles) Meet your guides in Portland. Together, we’ll transfer to Belknap, a tiny hot springs haven and the starting point to our Oregon Crater Lake Bike Tour. We’ll set out on arguably one of the state’s most beautiful rides, McKenzie Pass Scenic Bikeway, featuring a long climb through forests and over a lava-rock moonscape summit. An overnight stay in Sisters will allow us time to give an overview of the trip, discuss logistics and to raise a toast together towards a great week ahead. Meals included: Lunch & Dinner

Day 2: Scenic Bikeways Bliss (72 miles) This morning we’ll depart from Sisters and continue our travels to Smith Rock State Park, where wildlife and rock climbers perched on the steep canyon walls compete for your attention. After lunch we continue along the Twin Bridges Scenic Bikeway before arriving in Bend, nestled along the shores of the Deschutes River. Known as both Bike Town USA and Beer Town, we’re sure there’s something for everyone here. Wander the walkable town by foot and get settled in to our accommodations for the next two nights before dining independently. Meals included: Breakfast, Lunch & Dinner

Day 3: Exploring Bend (40 miles) Today we’ve got a shorter ride in store to aid with the recovery of the last two ambitious days and to give us time to explore more of what Bend has to offer. Our cycling route goes through rural farmlands and ranches and provides spectacular views of the Cascades on the return to town. This afternoon you can stroll the variety of shops, cafes, and galleries, opt for a brewery tour (or two), or even squeeze in a second ride. Later tonight we’ll gather for another group dinner. Meals included: Breakfast & Dinner

Day 4: Mountains and Lakes around Crater Lake (62 miles) We pack up and make our way south today, covering some considerable ground on a two-ride journey, cherry-picking the best sections between Bend and Crater Lake National Park. Our first ride covers a section of the Cascade Lakes Scenic Bikeway en route to Sunriver for lunch. We then transfer by van to the northern entrance of the park and re-mount our bikes for a sublime ride along the East Rim of the lake. After arriving at our park accommodations, unwind as you see fit and enjoy dinner tonight once again with the group Meals included: Breakfast, Lunch & Lunch

Day 5: Take a Hike (Optional hike(s): Up to 5 miles) Set aside the bikes today and explore Crater Lake National Park by foot. We’ll board a boat this morning and make our way to Wizard Island. Your guides can lead you to the summit of this ancient volcano on a 2.5-mile round-trip hike before the boat returns to collect us. On the return float, a ranger provides some insight on this historic body of water. With the afternoon and evening free, you’ll have time to explore the visitor center, dine independently, and rest up for tomorrow’s outing. Meals included: Breakfast & Lunch

Day 6: What Goes Up, Must Come Down (63 miles) You’ve done some considerable climbing this past week and today is all about the descent. Savor the last views of Crater Lake’s West Rim on a morning pedal that brings us to Diamond Lake. From here it’s a downhill journey along the North Umpqua River with a stop to have a look at the stunning Toketee Falls and to enjoy lunch. We end today’s ride in Idleyld Park, where dipping the legs in the clear, cool river water will be as welcoming as the nearby cottages we’ll use for our final night’s lodging. Tonight we reconvene for a farewell dinner and share the highlights and memories made. Meals included: Breakfast, Lunch & Dinner

Day 7: Farewell (30 miles) With over 275 miles covered this past week, it’s come time to crack the 300-mile mark with a final promenade up Steamboat Creek. After this quiet out-and-back, we’ll let you hang up the helmet, enjoy breakfast and take time to pack before we take our final transfer by van back to Portland. Your guides will drop the group off at the airport for an evening flight home or to continue your travels independently as you see fit.. Meals included: Breakfast


Best Western Ponderosa Innlocated in Sisters, OR – 1 night As the largest hotel in Sisters, we prioritize a great atmosphere for our guests. Relax, renew and rejuvenate in your spacious guest room. The Best Western Ponderosa Lodge is close to a number of top destinations to enjoy the wildlife. The local llamas are popular for vacationing families, and birding is a big hobby in this neck of the woods. Guests can spot a wide variety of birds and fowl nearby.

Hilton Garden Inn– 2 nights The Hilton Garden Inn Bend hotel in Oregon has a rustic atmosphere combined with timeless elegance; it offers visitors a relaxing experience unlike any other hotel and resort. Our tastefully-appointed hotel features modern conveniences suited to the savvy traveler, along with a great location and recreational amenities to please leisure guests. Spacious guest rooms and suites boast a long list of guest amenities, generous work surfaces, luxurious Serta Perfect Sleeper beds and complimentary high-speed internet access.

Crater Lake Lodge– 2 nights Originally opened in 1915, the historic Crater Lake Lodge welcomes you with a boldly stated fireplace in the Great Hall. Following extensive renovations in 1995, the lodge also offers an atmosphere reminiscent of the 1920s and immerses visitors in its rustic charm. Each room provides the ideal hotel standards of comfort and privacy in the heart of Crater Lake National Park.

Steamboat Inn– 1 night Perched on a bluff with a commanding view of the North Umpqua River, Steamboat Inn offers beautiful accommodations, fine dining, local wines, exquisite gardens, and a tackle and gift shop. Located on Hwy 138 and a destination in itself, Steamboat is also the perfect place to stay while exploring all the area has to offer.


  • Lodging as outlined in lodging section above based on double occupancy
  • Meals as noted in itinerary above
  • Non-optional activities as outlined in itinerary above
  • Ride-friendly snacks and beverages throughout each day
  • Hybrid or alloy road bike rental – carbon road bike or E-bike available for an upgrade fee
  • Services of professional trip leader(s)
  • Van support during the trip & porterage service
  • Black Sheep Adventures reusable water bottle, wool (baaaah) socks & luggage tags
  • Pre & post tour travel
  • Alcoholic beverages
  • Optional activities such as spa treatments
  • Gratuities for your BSA guides





Single Supplement


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