Bend Breakaway Multisport Tour

Bike. Hike. Raft. Eat. Drink. You won’t find a better place to spend 5 days of magnificent adventuring than in the Bend area – the ultimate recreation town. Snowcapped peaks punctuate the high-desert skyline. Roads are dreamy-smooth. And the weather? Some of the best in Oregon! Do the math: 300-plus sun-drenched days each year equals nearly endless playtime! Ride the Crooked River, and raft the Deschutes. Visit spectacular Smith Rock, one of the most renowned rock-climbing spots on the continent. Learn about the Lava Lands forming the local topography. Ride up McKenzie Pass to see a volcanic minefield. Taste-test local microbrews. Spend the last night at Five Pine Lodge, voted a TripAdvisor ‘Top Five Hotels in the Nation.’
This tour is operated under special use permit/s with the Willamette National Forest and Deschutes National Forest. Bicycle Adventures is an equal opportunity provider.
Itinerary
Day 01
Meet in Bend. Ride to Lava Lands to take a look inside Newberry Crater.
Meals
– Lunch
–Dinner
Lodging
Sunriver Resort
Distance
44 miles
Elevation
+2,692 ft / -2,595 ft
Bend, Oregon is an outdoor lover’s mecca. The combo of high desert climate and the spectacular Cascade Range make for plenty of sun and fun. It’s heaven for cyclists, runners, climbers, skiers, and snowboarders. Oregon also takes terrific care of its roads. The pavement is smooth, shoulders are wide and there’s very little traffic.
Meet us in Bend and begin riding toward Mt. Bachelor with the volcanoes of the central Oregon Cascades front and center. Veer south through pine forests toward Sunriver where we join a network of bike paths heading to Lava Lands. Take a look into the Newberry Crater – one of the region’s numerous cinder cones – before returning to the community of Sunriver for dinner and lodging at Sunriver Resort.
Day 02
Pedal Paulina Lakes and visit the High Desert Museum before heading to Bend.
Meals
– Breakfast
– Lunch
– Dinner
Lodging
McMenamin’s Old St. Francis School
Distance
42 miles
Elevation
+2,915 ft / -2,560 ft
Cycle from our hotel to another spectacular location on the edge of the eastern Oregon desert today – azure-blue Paulina Lakes. Stop to contemplate impressive Paulina Falls where the water exiting from the lakes divides before plunging over an 80-foot high basalt cliff. On our way to Bend we will stop at the High Desert Museum (included) for an exhibition to learn more about the area’s natural history. Sample some of Oregon’s renowned craft brews this evening – our treat! Spend the next two nights at the eclectic McMenamin’s Old St. Francis School – a converted schoolhouse with a heated art-deco pool.
Day 03
Raft the Deschutes River in the morning. Explore Bend on your own in the afternoon.
Meals
– Breakfast
– Lunch
Lodging
McMenamin’s Old St. Francis School
Grab your sunscreen and get ready to cool off in the water today! We join a half-day rafting excursion on the Wild and Scenic Deschutes River with a local outfitter in the morning (included). Take the afternoon off to sample another adventure activity on your own, or to explore Bend proper. Stroll the riverfront trail, relax at a cafe, do some birding, or explore more brew pubs. Dinner is on your own tonight in Bend; your guide will have plenty of options to present.
Day 04
Ride along a basalt canyon on the Crooked River Scenic Byway and go for a short hike at the rock-climbing mecca, Smith Rock State Park.
Meals
– Breakfast
– Lunch
– Dinner
Lodging
Five Pine Lodge
Distance
39 miles
Elevation
+994 ft / -1,389 ft
Ride one of Oregon’s best kept secrets today! The Crooked River Scenic Byway is a narrow, twisting basalt canyon is guaranteed to take you back in time to the Oregon Trail days of yore. This is some of the most sublime scenery in Central Oregon: spectacular views of the snow-capped Cascade mountains, rim-rock canyons, high-desert pastureland and tranquil rivers. As if that weren’t enough for one day, we end the ride at Smith Rock. Regarded as the birthplace of U.S. sport rock-climbing, it is also one of the Seven Wonders of Oregon. After a short hike to stretch our legs, we head onward to Sisters, gateway to the equally famous McKenzie Pass. Stay tonight at the gorgeous Five Pine Lodge, one of Tripadvisor’s ‘Top Five Hotels in the Nation.’
Day 5
Bike McKenzie Pass, which RideWithGPS calls "undoubtedly the most spectacular ride in Central Oregon."
Meals
– Breakfast
– Lunch
Distance
33 miles
Elevation
+2,311 ft / -2,311 ft
Enjoy another of Central Oregon’s most remarkable rides today: the east side of McKenzie Pass. Ride from Sisters east through open woodlands. Climb a gentle grade heading into the Willamette National Forest until you reach the summit where the scenery changes dramatically. The forest abruptly disappears, and views explode into an incredible lunar landscape. Immense lava fields spread out on every side, leftovers from a volcanic eruption thousands of years ago. Snowy peaks slice the horizon. Hike the short trail to the Dee Wright observatory, hand-built from the lava rock by the Civilian Conservation Corps in 1935. Then cruise down again to Sisters for a finale lunch at Three Creeks Brewery!
*Bicycle Adventures operates under special use permits while on Federal Lands managed by the National Forest Service (USDA), National Parks and Bureau of Land Management. In accordance with Federal law and U.S. Department of Agriculture policy, this institution is prohibited from discriminating on the basis of race, color, national origin, sex, age or disability. (Not all prohibited bases apply to all programs.) To file a complaint of discrimination: write USDA, Director, Office of Civil Rights, Room 326-W, Whitten Building, 1400 Independence Avenue, SW, Washington, D.C. 20250-9410 or call (202) 720-5964 (voice and TDD). USDA is an equal opportunity provider and employer.
Have you been to Portlandia?
Our sister company, Cycle Portland, offers guided small-group bike tours exploring the vibrant city, bountiful breweries, or culinary wonders. The tours are a great way to explore the City of Roses before your bike tour begins, or after you’re out of the saddle.
Discover Portland by bike!