The Sisters to Smith Rock Ride

Oregon "Old West" Sisters

Added by The Outbound Collective

Unbelievable views and not a ton of elevation gain make this a truly amazing rideDistance: 36.6mi (one way)Elevation gain: 597 vertical feetDuration: 2-5hrs.

Starting in the "Old West" town of Sisters, Oregon and ending at Smith Rock State Park outside the small town of Terrebonne, this route takes riders past a variety of historical sites, shows the gentle curves of the Deschutes River and frames spectacular views of the Cascade Mountains, ending with the dramatic walls of Smith Rock State Park.

You can plan to do this in a few hours if you don't stop and keep your head down, but I would recommend making this a casual day. Stop off, get a bit to eat, possibly a beer, and take in the sites. You can see a lot of Terrebonne and the Old part of Sisters which are worth the ride. If you do stop in Terrebonne for a bite, check out Sandbaggers Saloon (technically at Crooked River Ranch) for a little baked Mac N' Cheese or Prime Rib if you want to get after it.

Detailed Route Map

Photos: Jonathan Amy Meredith

Pack List

  • All cycling gear
  • Water
  • Snacks
  • Camera/ phone
Read More




Skill Level:



Spring, Summer, Autumn

Trail Type:



36.6 Miles

Elev. Gain:

597 Feet



Easy Parking
Family Friendly
Food Nearby

Are we missing something?

Suggest an edit

How to Get There

11 months ago

One of my favorite rides in Oregon

This is one of my favorite rides in Oregon! Going in the reverse direction, from Smith Rock to Sisters, the huge peaks of the central Cascades are in your face the whole way. And for someone accustomed to western Oregon, there's something just entirely enjoyable about riding through sagebrush and juniper. The route is pretty lightly trafficked the whole way, with the busiest part being an ~0.1 mile stretch along highway 126 - but the shoulders there are extra wide anyway. Just be sure to bring extra water and spare tubes, since there is very little in the way of services between Sisters and the Terrebonne area and it can get quite hot in the summer.

11 months ago

Added by The Outbound Collective

Your Home For Adventure.

More Adventures Nearby

Run Springwater Corridor Trail

Oregon / Springwater Corridor Trail Start

Springwater Corridor is a 40-mile paved trail that stretches from downtown Portland all the way to Boring.

Rachel Davidson
6 Saves

Bike from Hood River to The Dalles

Oregon / Old Columbia River Dr Parking (Hood River)

The ride from Hood River to The Dalles is one of the best 20 mile stretches of road biking in Oregon, and arguably the best.

Michael Graw
35 Saves

Ride to the Top of Mary's Peak

Oregon / Sky High Brewing

This ride takes you from the banks of the Willamette River at the Corvallis waterfront to the top of Mary's Peak, 26 miles and 4,000 vertical feet away.

Michael Graw
151 Saves