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Ride Description/Data Sheet

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CTBikeRoutes.org Ride Description

Canaan Valley Tour II (short version)


Total Distance: 32.5 miles                Elevation Gain:  1241 feet  


Degree of Difficulty Index: 1241 ft / 32.5 mi = 38.18 ft/mi            Terrain: Rolling


Killer Hills: None


Geographical Region: Northwest Connecticut


City/Town: East Canaan, CT


Starting Location:  North Canaan Congregational Church on Rt. 44 in East Canaan about 5 miles west of Norfolk Center and about 2 miles east of Canaanthe church is set back from the road on the south side of Rt. 44.


Ride Description:  The ride leaves East Canaan en route to Great Barrington, Massachusetts over relatively flat terrain, with a rolling to hilly return trip.  The ride passes through the very pretty country of the Housatonic River Valley in southwestern Massachusetts, crosses the Appalachian Trail twice, visits a remote country store in Mill River, and passes within 0.25 mile of Umpachene Falls.

Umpachene Falls is located in a small park maintained by the town of New Marlborough, MA. They fall and slide through a rocky section of the river with many small cascades going several different ways. The left side of the falls is continually filled with rushing water funneled from the concave semi-circular ledge at the top of the falls, which then slides down the middle of the falls to eventually fall over the largest cascade at the bottom. When there is enough water, the Umpachene River also flows over the right side of the falls in steps of higher, more distinct cascades. The entire falls is fairly peaceful, but appears to be a popular park for local residents if the small playground and picnic tables are any indication. It is worth going to see.

All but the first and last three miles of the ride are in Massachusetts.


Facilities and Points of Interest:    



            Facilities - Points of Interest


Cross Appalachian Trail


Great Barrington, Massachusetts: deli and other facilities


Cross Housatonic River


Butternut Ski Basin on right


Cross Appalachian Trail


Mill River: General Store (deli sandwiches)


Umpachene Falls: Go left ¼ mile down dirt road to parking area on right. Possible swimming, excellent basking.


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DISCLAIMER: While every attempt has been made to assure that the Route Sheets (Cue Sheets) and the Ride Descriptions are accurate, the volume and nature of the information precludes any guarantees.  Mistakes will happen, various road/street signs will get changed, become obscured or disappear, etc. In general, Murphy's Law will prevail.  For this reason, use the ride information provided at your own risk. We suggest that, in addition to the Route Sheets provided here, that you also bring with you a detailed street map of the area in which you will be riding. And, we hope that you will take the time to report any problems you find. Also, this website has been developed voluntarily; no one is profiting from its use.  Email us with any comments or feedback to