Home » Mountain Bike Tours » Discover the Deschutes Tier of the Oregon Timber Trail!

The Oregon Timber Trail (or OTT) is a 670-mile long, multi-use trail – running through the entire length of Oregon. It is a mix of single track, fire roads, old pack routes, and pure grit. Because of its length, the trail is split into 4 tiers, based on the environments it passed through.


One planning on riding the Oregon Timber Trail should set aside up to a month to make the arduous journey from California to Washington via mountain bike. It is a bike packing route, meaning one should be fully self-sufficient on the trail. That means loading up on food, water, camping supplies, gear, and clothes.


The adventure is novel-worthy to be sure, and it is a guaranteed month of self-reflection and discovering your own strength and limits. If this sounds intriguing,  but more of a commitment than you are ready for or have time to take – worry not! Cog Wild is here! We are now offering 2 tiers of the OTT as a fully supported and guided tour – the Fremont Tier as well as the Deschutes Tier.


Deschutes Tier Segment Specs – Waldo Lake to Sisters


This tour includes the segments of the Oregon Timber Trail from Waldo Lake to Sisters. It traverses a good chunk of the eastern flank of the Central Cascades of Oregon. Think alpine lakes, high desert forests, babbling brooks, and volcanoes scattered about. This section is fairly intermediate, so would be a great intro to the OTT experience. The OTT organization rates this section as a 5/10 on physical demands and 6/10 on technical. The bonus? It’s just you and your bike, and you don’t have to worry about navigating jugs of water and sleeping bags over rock gardens, because we’ll take care of all that for you.


What To Expect


Since the Deschutes Tier is in our backyard, we already know the ins and outs of the trail – the best places to stop and smell the roses, and the flattest ground to stake your tent. Our guides will be there for you every pedal stroke of the way so that you can conquer this segment with support and success. Our rigs will beat you to the designated campsite, where we’ll set up a gourmet spread and make sure the beers are ice cold and full of the hops, malt, and barley you crave. After all, it is a great recovery drink! All you need to do is set up your tent and find an easy chair. We’ll cook while you relax, or stroll down to the stream to take a nature bath. Your wish – our command.


This Oregon Timber Trail Tour Includes:


Trip Overview

Oregon Cascades
4 Days
4 - 7
5 - 7
Tour Style
Custom, Tour, Camping
Tour Size
OTT- Deschutes
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Come early for a skills clinic or stay late for a fun shuttle day!


  • September 9-12

These dates don’t work? Contact Cog Wild to book your private tour group for 2-12 riders.


  • $925 per person – double occupancy

*Prices do not include the following:

  • Mountain bike rentals. See our bike rentals page for more information.
  • Airport shuttles to and from the Redmond (RDM) Airport. You will need to arrange for your transportation to/from Bend (15 miles). We recommend Enviro Shuttle or Redmond Airport Shuttle.
  • Trip Insurance. We highly recommend purchasing trip insurance for the unforeseeable. See our cancellation policy below.
  • Guide gratuity. If you like the ride, tip your guide!


 Cog Wild follows the below policy for every multi-day tour guest:

    • All multi day tours will be charged a 50% deposit per person  at the time of booking, $100 of which will be non-refundable.
    • Cancellations 30-14 days prior to the tour: The participant will be required to pay 50% of trip price.
    • Cancellations within 14 days: No refund.

Note: Guests can transfer to another tour at least 2 weeks in advance. If transferring tours to next year, transfer is good for the following year only. Personal emergencies do not void cancellation policy and tours go rain or shine. Travel insurance that covers trip cancellation as well as trip interruption is highly recommended.

Day 0: meet in Bend. Stay at the Entrada Lodge. We will grill out, enjoy some local brews, and get to know each other before our adventure. You’ll be enjoying yourself so much you’ll want to stay up late, but you’ll need the rest for our epic first day!

Day 1: Waldo to Little Lava Lake – Approx 30 miles

Day 2: Little Lava Lake to Three Creeks – Approx 30 miles

Day 3: Three Creeks to Sisters – Approx 20 miles


Approximately 80 miles over the three-day vacation. Each day’s ride is custom designed based on feedback from you, the rider, to make sure everyone has a great time. We may also split into different groups for longer or shorter ride options.

Elevation can vary from between 3,400 feet to 7,500 feet. Expect climbing and descending on all the rides.

Low intermediate to expert.

Trails range from smooth, fast and fun to rocks, roots, logs and jumps. We’ll sample some of all of it. Terrain ranges from high alpine and old growth forests to high desert pine trees.

Prepare for three full days of riding, so bring adequate clothing and hydration pack. Bend is an outdoorsy mountain town, calling for casual clothing for hanging out in town.

See our Bend Vacation Planning Page for more information.