Oregon Bike Tour – Columbia River Gorge & Willamette Valley
Tour Overview
Bike Tour in Portland, Hood River, and Columbia River Gorge
Duration: 6 Days / 5 Nights
Start: Portland
End: Oregon
Bikes: Ebikes (Limited. Request Early)
View Fleet
Rating: Intermediate Trips
Price Starting from:
$4,199/ Per PersonRide Oregon’s Wild Beauty: Bike | Hike | River Raft
Pedal from Portland to Hood River through the stunning Columbia River Gorge, where waterfalls spill from mossy cliffs and mountain views stretch for miles. Follow the Historic Columbia River Highway, hailed by Bicycling Magazine as a must-ride adventure, and discover why Oregon is every cyclist’s dream — a perfect mix of natural wonder, vibrant culture, and open-road freedom.
Along the way, explore the Willamette Valley’s vineyards, glide beneath Mount Hood’s alpine peaks, and cross into Washington to ride in the shadow of Mount Adams. Add an optional white-water rafting on the White Salmon River or a hike to Timberline Lodge. End your journey at the Columbia Gorge Discovery Center, where Oregon’s landscapes meet its storied past.
Experience the ride that defines the Pacific Northwest — unforgettable, untamed, and uniquely Sojourn.
Tour Highlights
- Explore Portland by Bike- Start your Oregon bike tour on the scenic Willamette River Trail, a Bicycling Magazine “must-ride.”
- Ride the Waterfall Highway- Pedal the Historic Columbia River Highway past dozens of waterfalls, including Multnomah and Horsetail Falls.
- Discover Mount Hood’s Alpine Lakes- Ride to a glacier-fed lake with sweeping Mount Hood views. Swim, hike, or paddle before cycling through Hood River orchards.
- Cross into Washington State- Cycle quiet roads beneath Mount Adams and enjoy optional white-water rafting on the White Salmon River.
- Hike the Timberline Trails- Visit Timberline Lodge and hike wildflower-lined trails with stunning mountain panoramas.
- End with an Epic Gorge Ride- Finish your journey on a Bicycling Magazine “Top Ride in the U.S.” and visit the Columbia Gorge Discovery Center.
Lodging Information
Distinctive lodging, carefully selected to complement your tour.
Riverplace Hotel, Portland
This boutique Kimpton property graces the banks of the Willamette River and is adjacent to shops and restaurants of the River Place. (1 night)
Columbia Gorge Hotel, Hood River
A classic Mediterranean Revival Style hotel built in 1921. This lovely restored property is situated above a 207’ waterfall and overlooks the Columbia River. The Hotel’s amenities combine to make this a perfect base for your active vacation. Spa, restaurant, bar. (4 nights)
Date and Pricing
- 2026
- Make it Private
What's Included
- Support of experienced tour leaders from start to finish
- Full van support for a variety of route options
- Custom Sojourn jersey and water bottles – both yours to keep
- Rafting on the White Salmon River with experienced guides
- Hikes along some of the Columbia Gorge’s top local trails
- Visit the iconic Timberline Lodge, famously featured in The Shining
- 5 nights at premiere waterfront hotels
- All gratuities at hotels and restaurants
- Baggage transfers and porterage
- All breakfasts, 4 lunches, and 4 dinners
- Complimentary use of Sojourn’s equipment and bikes: Cannondale Synapse 105, Customized Fuji Absolute 2.0
- Tandem Custom Built Cannondale or Co-Motions options at an added cost of $300
- Limited number of Electric Assist or E-bikes are also available (Learn More)
- Daily route directions, maps, and a downloadable GPS
- 5% Past Traveler Discount to use on your next Sojourn Tour
BIKE TOUR in OREGON'S COLUMBIA RIVER GORGE & WILLAMETTE VALLEY - FREQUENTLY ASKED QUESTIONS
This is an intermediate trip, perfect for cyclists who do not mind a few gently rolling hills with some longer grades. Routes average 25-85 miles daily over rolling terrain, with more extended options available. Van support and e-bikes make it approachable for newer riders.
Professionally fitted road, hybrid, and e-bikes (limited supply), plus helmet and a bike bag. We’ll set you up for comfort on Day 1.
Yes, on our planned routes e-bikes are permitted wherever traditional bikes are allowed. Your leaders will brief you on any local guidelines before each ride.
Summer months ( July-Aug-Sep) is prime travel season in Oregon when flowers bloom and its sunny, dry, breezy, and comfortable for cycling.
Most days range 20–35 miles with optional add-ons. You can ride more, less, or hop in the support van at any time.
Boutique luxury lodging, most meals, bike selection and fitting, support van and guides, route files, all admissions included in the itinerary unless otherwise mentioned, and select activities noted in your itinerary. Here’s what’s included.
Airfare, airport transfers (unless specified), some lunches, optional excursions, alcohol (except where noted), and personal purchases/gratuities outside included activities.
Yes. Tell us your restrictions during your booking; we coordinate with restaurants and hotels to accommodate most needs.
We typically include curated stops such as remote Alpine lake, Multnomah Falls, local brewery, Timberline Lodge on Mt. Hood, and Columbia Gorge Discovery Center—timing may vary with weather and operations.
Handpicked classic Mediterranean Revival Style hotel and boutique properties with pools and easy access to dining and activities.
Absolutely. Non-riders can relax at the resorts, shop, or join sightseeing while cyclists are out. Shorter ride options are available daily. We do not offer any discounted price for non-riders.
Small groups for personal attention—typically sized for a friendly, guide-to-guest ratio that keeps the experience intimate.
Light, breathable activewear, sun protection (hat, SPF, sleeves), casual resort wear, and closed-toe cycling shoes. We’ll send a detailed packing list after booking.
Plan to arrive in the Portland on Day 1; the tour concludes in Portland airport. Your confirmation packet includes recommended flight windows and transfer details.
Your support van is never far. Hop in for a lift, refill bottles, or grab a snack—no judgment, all support.
We have one of the industry’s most lenient cancellation policy. Here’s our full terms and conditions.
Guest Reviews
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DAY BY DAY
Oregon Bike Tour
Welcome to Portland & the Willamette River Ride
Begin your Oregon Bike Tour in Portland, one of America’s most bike-friendly cities. Ride the scenic Willamette River Trail, hailed by Bicycling Magazine as a “must-ride” route. Pedal through Portland’s vibrant neighborhoods and riverside parks before settling into your downtown stay.
16 Miles/ 468 FT Elevation
RiverPlace Hotel
DWaterfalls of the Historic Columbia River Highway
Cycle one of the most iconic stretches in the Pacific Northwest — the Historic Columbia River Highway. This route boasts the world’s greatest concentration of waterfalls, including Multnomah, Wahkeena, and Horsetail Falls. Every turn offers new vistas of mossy cliffs and roaring cascades — a highlight of any Columbia River Gorge bike tour.
16, 26, 46 Miles/ Up to 2900 FT Elevation Columbia River Gorge Hotel B, L, DMount Hood’s Alpine Lakes & Hood River Orchards
Today’s ride combines Oregon’s alpine beauty and fertile valleys. Visit a glacial alpine lake framed by breathtaking Mount Hood views — paddle, swim, or hike before cycling through the Hood River Valley’s orchard roads bursting with pears and cherries. It’s a day that perfectly blends adventure and serenity.
14, 35, 49 Miles/ Up to 2600 FT Elevation Columbia River Gorge Hotel B, L
HikingWashington’s Quiet Roads & White Salmon Rafting
Cross the Columbia River into Washington State for a refreshing change of scenery. Ride tranquil country roads beneath Mount Adams, then trade pedals for paddles with white-water rafting on the Wild and Scenic White Salmon River. Cap the day with a private brewery dinner and local craft tastings in Hood River.
26, 33 Miles / Up to 1400 FT Elevation Columbia River Gorge Hotel B, L, D RaftingTimberline Trails & Mount Hood Views
Take in Oregon’s alpine grandeur on a guided hike near Mount Hood, where panoramic views and wildflowers await. Visit the historic Timberline Lodge, perched high on the mountain’s slope, before returning to Hood River. For those eager for more miles, enjoy an optional afternoon ride through the valley.
19 Miles / 1400 FT Elevation ( Optional) Columbia River Gorge Hotel B, D HikingThe Grand Finale: Discovery Center & Gorge Ride
End your Oregon cycling adventure on a high note with a route celebrated by Bicycling Magazine as one of the “Top Rides in the U.S.”. Enjoy expansive views of the Gorge before exploring the Columbia Gorge Discovery Center, where history and nature converge. Return to Portland inspired and refreshed.
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