Billy’s Playground

5 Star Route

Imagine the year 1843, joining Chief Billy Chinook as he guided you with John Freemont and Kit Carson through this amazing area: exceptional views of the Cascades and Lake Billy Chinook. 

These are roads to nowhere, a mixture of road and gravel and a mixture of terrain. From woods to grasslands with loads of flowers in the spring.  An artistic treasure.    

The route includes a stop at the tiny ghost town cemetery of Grandview.  And a blasting downhill at mile 29  … with open views of Lake Billy Chinook and mountains off in the distance … but, you just might want to dial it down a SMIDGE.   We also love the Balance Rocks … they are always a good conversation for the group.  And look out for the buffaloes on the home stretch …. of course, they are fenced, but they are still fun to see.  

Don’t be fooled by the word SHORT or the seemingly lack of elevation.  It’s a big ride, an all day adventure.  Don’t skip the water stop because you are going to need the extra water.   

**Adventure / Gravel Route
– Loop: 67 miles / 3800 ft gain
– Surface: ~ 50% paved, 50% gravel / dirt roads
– Rideable: Spring thru Fall. Summer can be hot. Early fall it can be dusty (i.e. “moon dust”).
– Location: Sisters, Oregon
– Course by: Captain “O”
– Date posted: April 2015 (updated October, 2018)

Intermediate / advanced.  Due to distance and elevation gain. Also, a tricky descent of 1000 feet in 4 miles.

**The Start
Creekside City Park in Sisters, OR. Flush toilets and water across the foot bridge.

**Food / Water
(a) Water at the fire station at ~mile 40. Note that they have given us permission to grab water out of the hose if they aren’t around. (b) Food and water at Lake Chinook Village store. Just before mile 42, instead of turning right, continue on the pavement for another mile or so to Lake Chinook Village store (241 SW Jordan Rd / 541-420-3704).

Wahoo / Garmin Direct Download
GPX file / TXC file

For help with Ride, GPS files, etc see the “Help with …” page. To learn how to download the routes for free, see “Using Our Routes …” page.

Scroll to Top