Westside Tour

5 Star Route / Ridden and Reviewed by Gravel Girl & Captain ‘O

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Here, there and everywhere.  That’s were you are going.  A loop around the west side of Bend, with great variety, nice views, and plenty of options to dash back to the barn if the weather heads south, you run out of time, or you aren’t sure about your capabilities.  

The Details 

The route is fun, close to town, and a mix of paths and trails with a smidge of roads. You start out in downtown Bend, in the historic Drake Park. You then pass by First Street Rapids and take the River Trail around Awbrey Butte with nice views of the mountains. When the River Trail ends, you will take paved roads up the backside of Awbrey Butte and head out to Shevlin Park. Then you meander through Shevlin Park and then on a few paved roads to reach Skyliners Road and then over to Phil’s Trailhead Parking Area (which is the start of an extensive mountain biking area). Here you are on gravel roads that will loop you to Century Drive. You then catch the bike path back towards town, which winds you into gravel road, paralleling Century Drive. You will drop down into the Old Mill District and follow the Deschutes River, then slice through a historic neighborhood to take you back to Drake Park. 

**Adventure / Gravel Route
– Loop: 25 miles / 1300 ft gain
– Style: Mixed (5 gravel sectors, 12.9 miles total / 2 single track sectors, 0.9 mile / 6 bike path sectors, 4.7 miles total)
– Course by: Captain “O”
– Location: Bend, OR
– Date Updated: September 2017

For the experienced beginner. The route has two single track sections, but each can be avoided. Expand the map below and read the cue sheet for details.

**The Start
Drake park near the historic green “wagon wheel”.

**Food / Water

**GPX Track File
Click to download.

Red = paved road
Brown = gravel / dirt road / double-track
Blue = single-track
Purple = paved bike path and/or Roubaix

For more detailed information, click “View Full Version” in the upper left of a graphic.For help with Ride, GPS files, etc see the “Help with …” page.

  • Ben Groeneveld says:

    The route is riding well. Martha and I thoroughly enjoyed the mixture of riding by the river, over historic canal beds, and long abandoned rail ways. We also prefer turning right just before mile 7 on Shevlin Park Road. This avoids the suburban neighborhood and hill in preference of Shevlin Park Road through the forest on a frequented and clean bike lane. Before one exits onto Cascade Lakes highway off of Forest Road 4606-400 there are a lot of dispersed and persitent campers in the last mile. They are not a bother. Still, a concern. We recently had a camper-cause fire at Juniper Ridge on the north side of town. This style and location of camping is new there and some sort of remediation is probably in order.

  • John Stark says:

    Great route! Probably the quintessential ride around Bend. You get a taste of Bend has to offer. Highly suggest for visitors. Though would rather jettison the Putnam Road climb. :-). Was just hot today.

  • Joel says:

    What a great route. A big surprise was the MTB course at Phils! loved it!

  • Enjoyed this route very much, particularly the gravel sections – high quality. A note: the urban sections are navigation intensive and having a handlebar mounted device would be pretty handy.

  • Linda & Kevin – this is a great ride for newcomers to Bend (like me) to get an introduction to the dirt options close to town. I just did it today and really enjoyed it. I did my variation when I got to Phil’s since there are so many option there (and it was almost all dry today)
    Thanks for posting it!

    • KevinE says:

      Westside Tour is one of our “go to” routes when short on-time. I would recommend Water & Lava next. Enjoy!!

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