(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 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 Trails system. Let us do all the driving so you can experience the best descents with minimal climbing. Then we finish the day with a drop-in from Timberline Lodge to ride Timberline to Town Trails.


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


    Pickup Locations and DEPARTURE Times:

    Zig Zag Ranger Station @ 8:30am 

    Glacier View Snow Park @ 8:55am

    Summit Snow Park @ 9am

    *Eastside* Surveyor's Ridge South TH @ 9:30am


    Includes: Shuttle Driver and Area Guide

    $50 per person // 4-10 people 

    Friday Sat & Sun OR by Reservation M-TH

    June - October/November


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    "TIMBERLINE DOWN"

    This is a day of shuttles on Timberline To Town Trails with Custom Shuttle Options on T2T, Crosstown Trail, and Pioneer Bridle Trail Combinations. Mix it up a little! 


    Includes: Shuttle Driver and Area Guide

    $30 per person - Full Day (10am-4pm)

    4-10 people // By Reservation Only

    April - November/December


    10% Discount on groups of 6 or more

    SINGLE-DROP & CUSTOM GROUP OPTIONS 


    DEMO BIKES AVAILABLE for $90 per day

    ON-TRAIL GUIDE $45 per person (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 // SHUTTLE SUPPORT

    Shuttle Support for The Oregon Timber Trail

    We offer Rider drop-off at several locations:

    • Santiam Junction (Hood Tier) $420*
    • Oakridge (Deschutes Tier) $540*
    • Hwy 97 Xing (Willamette Tier) $660*
    • Deep Creek (Fremont Tier) $780*

    -Rider Pickup in Hood River-

    *price for 4 people - $110 per additional 

    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 Road and 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 Road and 50% Singletrack)


     $200 per person // 2-8 people

    Thursday Nights OR by Reservation

    May - Late October


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

    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, 1/3 Gravel Road, 1/3 Paved, 1/3 Singletrack)   


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


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


    $450 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


    *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/

      Book A Trip OR Book a Bike

      (971) 279-9450
      Message Us Here

      Demo Bikes and Bikepacking Gear

        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 © 2025 OTO - All Rights Reserved.


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