Oregon Biking & Hiking Adventure Tours
Mist opportunities? Not here. Between the ferns, fog and fungi— Orgeon is fully loaded.
11 Trips
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Multi-Adventure
Couples, Friends & Solos
Oregon's Bend Multi-Adventure Tour - Weekend Getaway
3 days
1-3
Deluxe Hotels
$2,699/person
(+$700 for optional single occ.)
Available
Jun 12, 2026
Friday
Jun 14, 2026
Sunday
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Biking
Couples, Friends & Solos
Oregon's Columbia River Gorge & Willamette Valley Bike Tour
6 days
2-4
Casual & Premiere Hotels
$3,999/person
(+$1,200 for optional single occ.)
Available
Jun 14, 2026
Sunday
Jun 19, 2026
Friday
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Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,100 for optional single occ.)
Available
Jun 14, 2026
Sunday
Jun 19, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Oregon's Crater Lake & Cascades Hiking & Walking Tour
6 days
1-3
Deluxe Hotels
$4,399/person
(+$1,300 for optional single occ.)
Available
Jun 15, 2026
Monday
Jun 20, 2026
Saturday
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Multi-Adventure
Families with 20s & Beyond
Oregon's Cascades & Crater Lake Family Multi-Adventure Tour
6 days
1-4
Deluxe Hotels
$4,699/person
(+$1,400 for optional single occ.)
Available
Jun 20, 2026
Saturday
Jun 25, 2026
Thursday
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Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,100 for optional single occ.)
Available
Jun 21, 2026
Sunday
Jun 26, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Oregon's Crater Lake & Cascades Hiking & Walking Tour
6 days
1-3
Deluxe Hotels
$4,399/person
(+$1,300 for optional single occ.)
Available
Jun 22, 2026
Monday
Jun 27, 2026
Saturday
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Multi-Adventure
Families with Teens & 20s
Oregon's Bend & the Cascades Family Multi-Adventure Tour
6 days
1-3
Deluxe Hotels
$4,499/person
(+$1,400 for optional single occ.)
Available
Jun 24, 2026
Wednesday
Jun 29, 2026
Monday
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Biking
Couples, Friends & Solos
Oregon's Columbia River Gorge & Willamette Valley Bike Tour
6 days
2-4
Casual & Premiere Hotels
$3,999/person
(+$1,200 for optional single occ.)
Unplugged
Available
Jun 28, 2026
Sunday
Jul 3, 2026
Friday
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Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,200 for optional single occ.)
Available
Jun 28, 2026
Sunday
Jul 3, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Oregon's Crater Lake & Cascades Hiking & Walking Tour
6 days
1-3
Deluxe Hotels
$4,399/person
(+$1,300 for optional single occ.)
Available
Jun 29, 2026
Monday
Jul 4, 2026
Saturday
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Multi-Adventure
Families with Kids & Teens
Oregon's Bend & the Cascades Family Multi-Adventure Tour
6 days
1-3
Deluxe Hotels
$4,499/person
(+$1,400 for optional single occ.)
Available
Jul 1, 2026
Wednesday
Jul 6, 2026
Monday
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Multi-Adventure
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Multi-Adventure Tour
6 days
1-4
Deluxe Hotels
$4,599/person
(+$1,200 for optional single occ.)
Available
Jul 4, 2026
Saturday
Jul 9, 2026
Thursday
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Biking
Couples, Friends & Solos
Oregon's Columbia River Gorge & Willamette Valley Bike Tour
6 days
2-4
Casual & Premiere Hotels
$3,999/person
(+$1,200 for optional single occ.)
Available
Jul 5, 2026
Sunday
Jul 10, 2026
Friday
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Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,200 for optional single occ.)
Available
Jul 5, 2026
Sunday
Jul 10, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Oregon's Crater Lake & Cascades Easygoing Walking Tour
6 days
1-2
Deluxe Hotels
$4,299/person
(+$1,300 for optional single occ.)
Available
Jul 6, 2026
Monday
Jul 11, 2026
Saturday
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Multi-Adventure
Families with Teens & 20s
Oregon's Bend & the Cascades Family Multi-Adventure Tour
6 days
1-3
Deluxe Hotels
$4,499/person
(+$1,400 for optional single occ.)
Available
Jul 8, 2026
Wednesday
Jul 13, 2026
Monday
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Multi-Adventure
Couples, Friends & Solos
Oregon's Bend Multi-Adventure Tour - Weekend Getaway
3 days
1-3
Deluxe Hotels
$2,699/person
(+$700 for optional single occ.)
Available
Jul 10, 2026
Friday
Jul 12, 2026
Sunday
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Multi-Adventure
Families with 20s & Beyond
Oregon's Cascades & Crater Lake Family Multi-Adventure Tour
6 days
1-4
Deluxe Hotels
$4,699/person
(+$1,200 for optional single occ.)
Available
Jul 11, 2026
Saturday
Jul 16, 2026
Thursday
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Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,200 for optional single occ.)
Unplugged
Available
Jul 12, 2026
Sunday
Jul 17, 2026
Friday
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Biking
30s & 40s
Columbia River Gorge & Willamette Valley Bike Tour
6 days
2-4
Casual & Premiere Hotels
$3,999/person
(+$1,200 for optional single occ.)
Available
Jul 12, 2026
Sunday
Jul 17, 2026
Friday
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Hiking & Walking
Couples, Friends & Solos
Oregon's Crater Lake & Cascades Hiking & Walking Tour
6 days
1-3
Deluxe Hotels
$4,399/person
(+$1,300 for optional single occ.)
Available
Jul 13, 2026
Monday
Jul 18, 2026
Saturday
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Multi-Adventure
Families with Kids & Teens
Oregon's Bend & the Cascades Family Multi-Adventure Tour
6 days
1-3
Deluxe Hotels
$4,499/person
(+$1,300 for optional single occ.)
Available
Jul 15, 2026
Wednesday
Jul 20, 2026
Monday
Log in to save!
Biking
Couples, Friends & Solos
Oregon's Columbia River Gorge & Willamette Valley Bike Tour
6 days
2-4
Casual & Premiere Hotels
$3,999/person
(+$1,200 for optional single occ.)
Available
Jul 19, 2026
Sunday
Jul 24, 2026
Friday
Log in to save!
Biking
Couples, Friends & Solos
Oregon's Cascades & Crater Lake Bike Tour
6 days
2-4
Premiere & Deluxe Hotels
$4,199/person
(+$1,200 for optional single occ.)
Available
Jul 19, 2026
Sunday
Jul 24, 2026
Friday
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.