Oregon Biking & Hiking Adventure Tours

12 Trips

Wide shot of quickly flowing river.

Wide shot of Smith Rock State Park.

Guest with ice cream standing in front of colorful food-truck.

Five guests and their bikes, sitting on a large fence.

Guest standing on cliff's edge overlooking Smith Rock Park.

Multi-Adventure

Couples, Friends & Solos

Oregon's Bend Multi-Adventure Tour - Weekend Getaway

Mountain Town Charms, Smith Rock & the Deschutes River

3 days

Levels 1-3

Premiere Hotels

From $2,399/person

Grey and purple sky above green and yellow forest.

Close-up of a man pouring beer from a tap.

Guest in foreground, Multnomah Falls in background.

Guest cycling past young vineyard.

Four guests posing in front of large river/reservoir.

Biking

Couples, Friends & Solos

Oregon's Columbia River Gorge & Willamette Valley Bike Tour

Waterfalls & Wine Country in the Pacific Northwest

6 days

Levels 2-4

Casual & Premiere Hotels

From $3,849/person

Wide shot of Crater Lake during sunset.

Three guests next to lunch table, large lake in background.

Guest cycling past Crater Lake.

Deschutes beer flight.

Guest sitting in front of small river, craggy rocks in background.

Multi-Adventure

Couples, Friends & Solos

Oregon's Cascades & Crater Lake Multi-Adventure Tour

National Park Playground in the Pacific Northwest

6 days

Levels 1-4

Premiere Hotels

From $4,499/person

Guest cycling past fruit trees, Mount Hood in background.

Ground-level shot of two guests hiking through misty forest.

Group of guests cheersing wine glasses over a meal.

Shot of ebike, red flowers on wooden table behind it.

Close-up of red pear bushel.

Multi-Adventure

Couples, Friends & Solos

Oregon's Columbia River Gorge Easygoing Multi-Adventure Tour

Dolce Tempo Journey from Pacific Northwest Waterfalls to Willamette Valley Wine Country

6 days

Levels 1-2

Casual & Premiere Hotels

From $4,249/person

Three guests next to lunch table, large lake in background.

Wide shot of the view at The Crater Lake Lodge.

Two guests cycling past "MCKENZIE PASS" sign.

Two guests cycling and waving to camera, Mount Bachelor in background.

Wide shot of Smith Rock State Park.

Biking

Couples, Friends & Solos

Oregon's Cascades & Crater Lake Bike Tour

Bend, Three Sisters & the Deschutes River

6 days

Levels 2-4

Premiere Hotels

From $4,099/person

Two guests hiking along the rim of Crater Lake.

Shot of a large forest with small, yellow-flowered bushes below.

Guest standing on cliff's edge overlooking Smith Rock Park.

Leader standing above lunch table, gesturing to it.

Deschutes beer flight.

Walking & Hiking

Couples, Friends & Solos

Oregon's Crater Lake & Cascades Walking & Hiking Tour

National Park Adventure in the Pacific Northwest

6 days

Levels 2-4

Premiere Hotels

From $4,299/person

Wide shot of a stream among a grassy knoll, craggy cliffs in background.

Three guests in BR gear, looking to distance.

Two guests/leaders next to lunch spread, one is on the other's back.

Group of guests in rafts.

Wide shot, craggy mountain range on left, crop fields on right, river running between.

Multi-Adventure

Families with Teens & Kids

Oregon's Bend & the Cascades Family Multi-Adventure Tour

Crater Lake, Smith Rock & the Deschutes River

6 days

Levels 1-3

Premiere Hotels

From $4,299/person

Guest on cliff's edge, pointing towards Crater Lake.

Four guests taking a selfie, lake and rocky cliffs in background.

Wide shot of Smith Rock State Park.

Close-up shot of a Townsend Daisy.

Wide shot of quickly flowing river.

Walking & Hiking

Couples, Friends & Solos

Oregon's Crater Lake & Cascades Easygoing Walking Tour

Dolce Tempo Journey & National Park Adventure in the Pacific Northwest

6 days

Levels 1-2

Premiere Hotels

From $4,299/person

Guest riding down grassy road, Mount Hood in background.

Ground-level shot of two guests hiking through misty forest.

Group of guests cheersing wine glasses over a meal.

Guest cycling past fruit trees, Mount Hood in background.

Close-up of red pear bushel.

Multi-Adventure

Couples, Friends & Solos

Oregon's Columbia River Gorge Multi-Adventure Tour

Willamette Valley Vineyards & Pacific Northwest Waterfalls

6 days

Levels 1-3

Casual & Premiere Hotels

From $4,299/person

Wide shot of green pasture, large house in foreground, mountains in background.

Large, jagged mountains and cliffs in a large gravel valley

Two guests/leaders next to lunch spread, one is on the other's back.

Group of guests in rafts.

Woman hugging a man while walking on a gravel trail

NEW

Multi-Adventure

Families with Older Teens & 20s

Oregon's Bend & the Cascades Family Multi-Adventure Tour

Crater Lake, Smith Rock & the Deschutes River

6 days

Levels 1-3

Premiere Hotels

From $3,999/person

Shot of the side of Wizard Island during sunset.

Wide shot of Smith Rock State Park.

Three guests next to lunch table, large lake in background.

Five guests hiking through forest, two walking over small stream.

Woman standing with her bike looking out towards a lake and mountains

NEW

Multi-Adventure

Families with 20s & Beyond

Oregon's Cascades & Crater Lake Family Multi-Adventure Tour

National Park Playground in the Pacific Northwest

6 days

Levels 1-4

Premiere Hotels

From $4,499/person

Shot of a large forest with small, yellow-flowered bushes below.

Hiking Guests

Leader standing above lunch table, gesturing to it.

Guest sitting in front of small river, craggy rocks in background.

Close-up shot of a Townsend Daisy.

Walking & Hiking

Women's Adventures

Oregon's Crater Lake & Cascades Women's Walking & Hiking Tour

National Park Adventure in the Pacific Northwest

6 days

Levels 2-4

Premiere Hotels

From $4,299/person

Oregon Biking & Hiking Adventure Tours

Oregon is a beautiful part of America that feels untouched. Join a Backroads tour for hiking in the Cascades, a volcanic mountain range offering a paradise of hidden lakes and dense conifer forests. Or bike the state’s Willamette Valley, which boasts almost double the number of wineries as Napa Valley. Whether you’re adventuring by bike, on foot or from the water, you’ll spend your Oregon vacation immersed in clean mountain air and panoramic views worthy of a postcard.

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