Oregon isn’t just about cloudy skies and hip coffee shops — it’s a pedaler’s paradise where desert roads meet deep forest singletrack and volcanic rim climbs. Western Spirit’s Oregon bike tours serve up an amazing mix of adventures, from the iconic Crater Lake National Park road cycling tour with rim-to-rim views of the deep blue caldera to advanced singletrack missions in the Mt. Hood National Forest and Oakridge’s legendary Cascades trails. You’ll find intermediate road bike tours, advanced mountain bike riding, and gravel-loving excursions that make your GPS quiver with excitement and your legs whisper funny things. Every route is backed by expert guides and fully supported logistics, so you get to focus on scenic rides, epic views, and maybe the occasional mock-heroic selfie at the summit.

Camping under star-splashed Oregon skies never felt so good, especially when you’ve just wrapped a day on the Umpqua River singletrack or cruised volcanic loops around Crater Lake — and the guides are already firing up coffee and chocolate brownies by the time you crawl into camp. Whether you’re chasing flowy singletrack, PNW road bike tours, or gravel thrills, these Oregon cycling adventures balance backcountry beauty with good laughs and better stories. Each trip is infused with that Pacific Northwest magic — think mossy forests, volcanic horizons, winding rivers and campfires that roast more than just marshmallows — making Oregon bike vacations a must-ride bucket list experience.

  • Crater Lake National Park Road Tour

    Bicycling Magazine chose the Crater Lake Loop as one of its top ten rides. It is in a beautiful and practically undiscovered part of southwestern Oregon. The lake was created when Mt. Mazama erupted over 7,000 years ago and the resulting crater slowly filled with water.
    Location: Medford, OR, USA
    Duration: 5-Days
    Ability: Intermediate
    Prime Season: July - August
    Price: Contact our Office for Dates and Pricing

  • Mount Hood Singletrack

    Mount Hood Singletrack

    On this guided mountain biking trip, we travel through the Mt. Hood National Forest to the east of the giant peak itself to ride some of the best mountain bike trails in Oregon. The singletrack trails in this forest are famous for a reason.
    Location: Hood River, OR, USA
    Duration: 5-Days
    Ability: Advanced
    Prime Season: July - August
    Price: $1,645 pp

  • Oakridge Singletrack Bike Trip

    While our guides have been riding the Oakridge area for decades it’s taken nearly that long for us to secure the permits to guide you in this mountain bike paradise. Finally, we can share this special place nestled in the foothills of the Cascade Mountains.
    Location: Eugene, OR, USA
    Duration: 5-Days
    Ability: Advanced
    Prime Season: July - August
    Price: $1,645 pp

  • A biker in the thick forests of the Northwest.

    Redwood National Park Adventure Trip

    Redwood Giants & Pacific Coast! 5-day CA adventure: Bike through towering redwoods and along coastal bluffs. Float the Wild & Scenic Smith River, hike Fern Canyon, and spot elk and banana slugs. Pure North Coast magic!
    Location: Brooking, OR, USA
    Duration: 5-Days
    Ability: Introductory
    Prime Season: June - August
    Price: $1,645 pp

  • Redwood National Park Family Trip

    You really can't appreciate a stand of giant redwood trees by simply driving through them. These trees are magnificent and awe inspiring, and one of the best ways to see them is by bike. Our Redwood National Park itinerary is one of our best family bike trips yet.
    Location: Brooking, OR, USA
    Duration: 5-Days
    Ability: Introductory
    Prime Season: June - August
    Price: $1,645 pp

  • Umpqua River Trail

    Our Umpqua River Trail trip includes some of the best singletrack mountain biking we ride anywhere in the country. The trail is truly the land of milk and honey: smooth, perfect trail tread with excellent traction undulating through vast and diverse forests of mountain hemlock, western cedar.
    Location: Medford, OR, USA
    Duration: 5-Days
    Ability: Advanced
    Prime Season: June - September
    Price: $1,645 pp