Adventures Await with Oregon Territory Outfitters

Bike Packing

Mountain Biking

Mountain Biking

We remove obstacles and handle the logistics of long distance Bikepacking so that you can focus purely on the experience. From the introductory overnight missions to our longer multi-day route around Mt Hood - we can get you out there and back again. We also offer logistical support for riders on the Oregon Timber Trail.

Mountain Biking

Mountain Biking

Mountain Biking

Mountain Biking has a rich history here on Mt Hood. From the classic singletrack of Road 44 Trails, to a pleasure cruise on the Timberline to Town Trail, there is truly something for everyone. With our curated selection of bike and gear rental, custom guided rides, and integrated shuttle service - we've got you covered. 


Gravel Riding

Mountain Biking

Gravel Riding

Curious about Gravel? We’ve got routes! From the simple out and back to semi-shuttled, custom tailored 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.

World Class Trails and Stunning Vistas

MOUNTAINBIKE DAYTRIPS & SHUTTLES

Shuttle Service // Guided Rides // Custom Day Trips

"THE MT HOOD EXPERIENCE" 

This is a FULL DAY Guided Mountain Bike Tour of Mt Hood

(Approximately 30-40 miles and 12k' descending with 1500' climbing sprinkled in)

 

 Experience some of the Best Descents on 44 Road Trails with Minimal Climbing and then drop in from Timberline Lodge to finish the day!


Includes: On-Trail Guide//Shuttle Driver//Refreshments

$90 per person // 3-8 people 


Pickup at the Zig Zag Ranger Station at 10am and be back by 4-6pm

Sat & Sun OR by Reservation M-F

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"RIDE THE EASTSIDE"

This is a FULL DAY of MTB SHUTTLES at 44 Road Trails Area

(Approximately 25-35 miles and 8-10k' descending with 1500' climbing)


Ride The Best Descents on 44 Road Trails - Cooks/Lookout/15mi/8mi/Knebal/Hidden/Crane


Optional Drop-off at Timberline Lodge at the end of the day

That adds 18 miles with 4500' descending and 400' climbing from Timberline to Zigzag


Includes: Shuttle Driver for the day

$45 per person // 3-10 people 


Pickup at the Zigzag Ranger Station at 10am

Pickup at Summit Snow Park at 10:20am

Eastide Pickup by Reservation Only

Sat & Sun OR by Reservation M-F


More Detailed Info on the Eastside Trails Here:

https://localfreshies.com/44-trails-mtb-guide/

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"TIMBERLINE DOWN"

This is a FULL (OR HALF) DAY of MTB SHUTTLES on Timberline To Town Trail with Custom Shuttle Options on T2T, Crosstown Trail, and Pioneer Pioneer Bridle Trail Combinations


Includes: Shuttle Driver 

$25 per person Full Day (10am-4pm)

$15 per person Half Day (1-4pm)


3-10 people // M-F by Reservation Only

 (NOW OFFERING EARLY SEASON WEEKEND TRIPS)


10% Discount on groups of 5 or more

Single-Drop & CUSTOM Group Options Available with or without Guide


DEMO BIKES AVAILABLE for $90 per day

  

All Trails maintained in Partnership with @44Trails  @hoodlandtrails & @MHNF


Book A Trip

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

BIKEPACKING

DEMO BIKES // BAGS // GEAR // GUIDED TRIPS

Now Offering SHUTTLES & LOGISTICS for the OREGON TIMBER TRAIL - Contact  for Details

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 

Guided Bikepacking Trips

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

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


"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/


 $120 per person // 2-8 people

Thursday Nights OR by Reservation


Meet at Zig Zag Ranger Station at 5pm - Return by 9am

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)


 $140 per person // 2-8 people

Thursday Nights OR by Reservation


 Meet at Zig Zag Ranger Station at 3pm - Return by 10am

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/reel/C-ABqgkRr0H/


$380 per person // 3-8 people

JULY 18-20th / AUG 8-10 / AUG 29-31 / SEPT 19-21 / OCT 10-12 OR by Reservation


Meet at Zig Zag Ranger Station at 10am on Friday - Return by 6pm Sunday Evening

Safe Long Term Vehicle Parking


*All Trips Include 1 Dinner and 1 Breakfast Meal per night (more options available for purchase). Resupply/Restaurant options in Parkdale and Government Camp for "The Hood Loop"

Introduction to Bikepacking

The Gateway to Adventure - these trips are designed to prepare you for a future full of bikepacking adventures. 


The FUNdamentals

-Bike Check and Mechanical Overview

-Gear and Supplies Preparation

-Bag/Bike Packing Strategy

-Shakedown Ride

-Navigation

-Hydration

-Nutrition



Book A Trip

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

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/reel/C-ABqgkRr0H/

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

    Demo Bikes and Bikepacking Gear

      BOOK YOUR DREAM TRIP

      (971) 279-9450 - REACH OUT! 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. 


      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 a custom adventure to remember.

      (Ride Packages and Demo Bikes coming soon...)

      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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