Oregon Biking & Hiking Adventure Tours

11 Trips

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

Jun 15 - 20 (+ 14 dates)

From $3,999/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

Jun 19 - 24 (+ 13 dates)

From $4,299/person

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

Wide shot of the view at The Crater Lake Lodge.

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

Wide shot of Smith Rock State Park.

Guest cycling and gesturing towards Crater Lake on her right.

Biking

Couples, Friends & Solos

Oregon's Cascades & Crater Lake Bike Tour

Bend, Three Sisters & the Deschutes River

6 days

Levels 2-4

Premiere Hotels

Jun 15 - 20 (+ 11 dates)

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 1-3

Premiere Hotels

Jun 16 - 21 (+ 8 dates)

From $4,299/person

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

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

Group of people on a red rafting, paddling through a river

Deschutes beer flight.

Two guests cycling past "MCKENZIE PASS" sign.

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

Jun 14 - 19 (+ 7 dates)

From $4,499/person

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

Jun 13 - 15 (+ 7 dates)

From $2,699/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 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

Jul 2 - 7 (+ 3 dates)

From $3,999/person

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

Wide shot of Smith Rock State Park.

Close-up shot of a Townsend Daisy.

Wide shot of quickly flowing river.

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

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

Jul 7 - 12 (+ 4 dates)

From $4,299/person

U-shaped river next to large valleys and pine trees

Large, orange canyons with a river on the ground level

Sunset shot of Oregonian High Desert.

Wide shot of Crater Lake during sunset.

Shot of flowing river among mossy forest.

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

Jul 19 - 24 (+ 2 dates)

From $4,499/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 Kids & Teens

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

Crater Lake, Smith Rock & the Deschutes River

6 days

Levels 1-3

Premiere Hotels

Jul 9 - 14 (+ 3 dates)

From $4,299/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 1-3

Premiere Hotels

Jun 23 - 28 (+ 1 date)

From $4,399/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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