(971) 279-9450

Shuttle // Guide // Gear

Bikepacking // Mountainbiking // Gravel

OREGON TERRITORY OUTFITTERS

    MOUNTAIN BIKE SHUTTLES

    "THE MT HOOD EXPERIENCE" 

    This is a FULL DAY of shuttle runs showcasing some of the best trails in the Mt Hood Area.

    Approximately 20-40 miles and 8-12k' descending (with minimal climbing sprinkled in).

     

     We start with a series of shuttle runs on the Eastside featuring classic singletrack like Cooks Meadows, Lookout Mountain, Eightmile, Bottle Prairie, Fifteenmile, Surveyor's Ridge and other lesser known trails in the "44 Road Trails" system. Let us do the driving so you can experience all of the best descents with minimal climbing! Then we finish the day with a drop-in from Timberline Lodge to ride Timberline to Town Trails. It is the true Mt Hood Experience!


    Pickup Locations and DEPARTURE Times:

    Zig Zag Ranger Station @ 8:30am 

    Glacier View Snow Park @ 8:50am

    Summit Snow Park @ 8:55am

    *Eastside* Surveyor's Ridge South TH @ 9:20am


    $45 per person ($35 *Eastside*) // 4-10 people 

    Reservation Required

    April/May - October/November


    https://www.instagram.com/p/DQ9yzhgD2xx/


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    "TIMBERLINE DOWN"

    Private Shuttles on Timberline To Town Trails with Custom Options on T2T, Crosstown Trail, and Pioneer Bridle Trail Combinations. Skip the bus and Mix it up a little! 


    Pickup Locations and DEPARTURE Times:

    Zig Zag Ranger Station @ 10am 

    Glacier View Snow Park @ 10:20am

    Summit Snow Park @ 10:25am


    $25 per person // 4-10 people // 10am - 3pm

    Reservation Required

    April/May - November/December


    10% Discount on groups of 5 or more


    ON-TRAIL GUIDE AVAILABLE

    $150 Full Day (reservation only)


    DEMO BIKES AVAILABLE 

    $100 Full Suspension / $75 Hard Tail

    Full Day (reservation only)

      

    All Trails Maintained in Partnership with @44Trails  @hoodlandtrails @MHNF & @oregontimbertrail


    Book A Trip

    (971) 279-9450 - REACH OUT with Group Size and Dates
    Message Us Here

    BIKEPACKING

    GUIDED TRIPS // DEMO BIKES // BAGS & GEAR 

    OREGON TIMBER TRAIL SHUTTLE & LOGISTICS

    Shuttle Support for The Oregon Timber Trail

    We offer Rider drop-off at several locations:

    • Santiam Junction (Hood Tier) $110pp*
    • Oakridge (Deschutes Tier) $140pp*
    • Hwy 97 Xing (Willamette Tier) $175pp*
    • Deep Creek (Fremont Tier) $210pp*

    -Rider Pickup in Hood River or Portland Area-

    *4 people minimum 

    We also do custom trips including rider pickup, vehicle drops, and supply caches along the route.

    https://oregontimbertrail.org

    Let us know what you want to do and we will help to make it happen.

    (971) 279-9450 

    GUIDED BIKEPACKING TRIPS

    Packages Include : Bikepacking Bike/Gear/Guide/Meals*/Coffee or Tea


    "SANDY RIVER SHAKEDOWN"

    Intro to Bikepacking

    This is an introductory overnight GUIDED Bikepacking trip on the Sandy River Trail

    (Approximately 15mi, 1100' elevation gain/loss - 70% Paved, 30% Singletrack)


    https://www.instagram.com/oregonterritoryoutfitters/reel/C_2jlybJgvz/


     $150 per person // 2-8 people

    Thursday Nights OR by Reservation

    April/May - October


    Meet at Zig Zag Ranger Station at 2:30pm - Return by 9-10am

    Safe Overnight Vehicle Parking

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    "TRILLIUM LAKE TOUR"

    Intermediate Overnighter

    This is an introductory to intermediate GUIDED Bikepacking trip to Trillium Lake

    (Aprox 33 mi, 3300' elevation gain/loss - 50% Gravel, 50% Singletrack)


     $200 per person // 2-8 people

    Thursday Nights OR by Reservation

    May - October


     Meet at Zig Zag Ranger Station at 12pm - Return by 10-11am

    Safe Overnight Vehicle Parking

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    "TIMOTHY LAKE TOUR"

    Intermediate-Advanced Overnighter

    This is an intermediate to advanced GUIDED Bikepacking trip to Timothy Lake

    (Aprox 70mi, 6000' elevation gain loss - Gravel Centric or Singletrack Versions) 


     $240 per person // 2-8 people

    Reservation Only

    May - October


     Meet at Zig Zag Ranger Station at 9am - Return by 3pm

    Safe Overnight Vehicle Parking

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    "BOULDER LAKE TOUR"

    Intermediate-Advanced 1 or 2 Nights

    This is an intermediate to advanced GUIDED Bikepacking trip to Boulder Lake

    (Aprox 100mi, 11,000' elevation gain loss - Gravel Centric or SIngletrack Versions) 


     $240 per person (1 night) // 2-8 people

    $380 per person (2 night) // 2-8 people

    Reservation Only

    May - October


     Meet at Zig Zag Ranger Station at 8am - Return by 8pm (1 night)

    Meet at Zig Zag Ranger Station at 9am - Return by 5pm (2 nights)

    Safe Overnight Vehicle Parking

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    "BOULDER LAKE OVERNIGHTER"

    Intermediate-Advanced Overnighter*

    This is an intermediate to advanced GUIDED Bikepacking trip to Boulder Lake

    (Aprox 75mi, 8000' elevation gain loss - 33% Gravel, 33% Paved, 33% Singletrack) 


     $240 per person // 2-8 people

    Reservation Only

    May - October


    *Meet at SUMMIT SNOW PARK at 9am - Return by 5pm 

    Safe Overnight Vehicle Parking

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    "THE HOOD LOOP"

    Advanced 3-Day Ride 

    This is an advanced 3-Day GUIDED Bikepacking Trip that circumnavigates Mt Hood

    (Aprox 130 mi, 15000' elevation gain/loss - 33% Gravel, 33% Paved, 33% Singletrack)   


    https://bikepackingroots.org/project/the-hood-loop/


    https://www.instagram.com/p/DPF5apXjqn6/


    $480 per person // 2-6 people

    June/July - Early October

    Reservation Only


    Meet at Zig Zag Ranger Station at 8 am on Friday - Return by 6-8pm Sunday Evening

    Safe Long-Term Vehicle Parking

    Bail-Out Options Available


    Packages Include : Bikepacking Bike/Gear/Guide/Meals*/Coffee or Tea


    *All Trips Include 1 Pinnacle Foods Co Dinner and Breakfast Meal per night out. 

    Resupply and Restaurant options available in Parkdale and Government Camp for "The Hood Loop"

    THE HOOD LOOP

    Experience "The Hood Loop"

    This 3 Day Bikepacking Route takes you on an up close and personal tour of Mt Hood (Wy'East) as you travel around the forested flanks and adjacent ridge lines of this majestic mountain.  

    With approximately 130 mi and 15000' elevation gain/loss, this route is nearly equal parts paved forest roads, dirt/gravel forest roads and world-class singletrack trail. 

    This tour is for the intermediate/advanced rider due to mileage, elevation and technicality.

    https://bikepackingroots.org/project/the-hood-loop/

    Views Around Every Corner

    As you wind your way around the mountain you are greeted with stunning views  and changing landscapes. 

    https://www.instagram.com/p/DPF5apXjqn6/

    Spectacular Camp Sites

    The Hood Loop offers some amazing places to pitch the tent, make dinner, and fall asleep under the stars. Of course, morning coffee is equally spectacular!

    https://bikepackingroots.org/project/the-hood-loop/

    "THE HOOD LOOP" GALLERY

      Book A Trip

      (971) 279-9450 - REACH OUT with Group Size and Dates.
      Message Us Here

      COMPLETE BIKEPACKING BIKES AND GEAR FOR DEMO/RENTAL/SALES

      Book a trip with us and take a ride on these fully loaded Bikepacking Bikes. 

      With custom Bikepacking Bags these bikes are ready for Adventure.

      COMPLETE BIKEPACKING BIKE RENTALS AVAILABLE

      COMPLETE BIKEPACKING BIKE RENTALS AVAILABLE

      Each bike is set up for overnight and/or multi-day adventures with sleep system, cook system & storage systems.

      COMPLETE BIKEPACKING BIKE RENTALS AVAILABLE

      COMPLETE BIKEPACKING BIKE RENTALS AVAILABLE

      COMPLETE BIKEPACKING BIKE RENTALS AVAILABLE

      STARTING AT $100 PER DAY 

      https://www.instagram.com/p/C9fw502SSyC/

      Bikepacking Bike and Gear Rental

      BIKEPACKING BIKE

      BIKEPACKING BIKE

      BIKEPACKING BIKE

      Start with the Basics. This is a Purpose Built Bikepacking Bike with Frame Bag and Top Tube Bags included. For folks that have their own gear.

      $100 Per Day (24 hour period)

      BIKEPACKING BAGS

      BIKEPACKING BIKE

      BIKEPACKING BIKE

      Add a Seatbag/Rear Rack or Handlebar Bag and Cradle to complete your storage system.

      $20 Per Day / Per Item

      BIKEPACKING GEAR

      BIKEPACKING BIKE

      BIKEPACKING GEAR

      Add a Sleep System and Cook System to complete your Bikepacking Kit. 

      Sleeping Pad & Bag // Tent or Bivy // Cook System (includes fuel and carrying cradle).

      $20 Per Day / Per Item

      Gear Gallery

        Book A Trip OR Book a Bike

        (971) 279-9450
        Message Us Here

        Book a Trip or Book a Bike and Build Your Own Adventure

        Let us know your group size and preferred dates.

        Send us a message and lets get you and your group out on an unforgettable adventure. 

        We can also build a custom trip for you and your group. 


        Interested in doing it on your own but need a bike and bags/gear!?! We can get you set up for your own Bikepacking Adventure.


        email : BIKELIFESTYLE@GMAIL.COM phone: (971) 279-9450

        GRAVEL RIDING

        Curious about Gravel? We’ve got routes! From the simple out-and-back to custom shuttled and supported excursions - we’ve got miles and miles of forest roads and mountain views to whet your appetite for this growing segment of the adventure riding family.


        Drop us a line to get you and your group out into the wild on an adventure to remember.

        BOOK A TRIP // Ask A Question

        Drop an email here - OR CALL (971) 279-9450

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        OREGON TERRITORY OUTFITTERS

        This institution is an equal opportunity provider, which operates under a special uses permit with the Mt. Hood National Forest, USDA, Forest Service.

        Copyright © 2026 OTO - All Rights Reserved.


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