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Ride Description/Data Sheet

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Lebanon Hill Ride

Anne and Warren's New Boston – Stockbridge Loop


NOTE: This Ride Description and its corresponding Route Sheet may not have been checked for accuracy by www.ctbikeroutes.org team


Total Distance: 49.7 miles               Elevation Gain:  N/A  


Degree of Difficulty Index N/A       Terrain: Rolling to hilly


Killer Hills: Two significant climbs


Geographical Region:  Central Massachusetts


City/Town: Sandisfield (New Boston), Massachusetts


Starting Location:  Route 8, 2.3 miles north of Connecticut/Massachusetts state line. Take Route 44 or Route 8 to Winsted, Connecticut and then follow Route 8 north. Continue on Route 8 north past the junction with Route 20 and cross into Massachusetts (6.5 miles from Route 20). Turn right on an unnamed road 2.3 miles north of the Massachusetts state line. Parking is on the right in 0.1 mile, just after bridge.


Ride Description:  This rolling to hilly ride showcases some of the best of southern New England scenery: woods, a great swamp and then the sleepy village of Tyringham.  After passing through this classic hamlet there are vistas of the surrounding Berkshires on your way to the well-known town of Stockbridge.  After leaving Stockbridge take in a view of Monument Mountain.  Experience a bit of a Berkshire climb (with views of course) before a thrilling 4-mile descent into New Boston and the start of the ride.


Facilities and Points of Interest:  



            Facilities - Points of Interest


Start. (Note: Bathrooms are available 5 miles north of the Route 8 – Route 20 junction at the boat ramp for Colebrook River Lake on the right.)


New Boston. General Store on right (no bathrooms). DO NOT park bikes on porch.


Portapotty on left


Tyringham Pavilion; portapotty


Santarella (Ginger Bread House). Santarella, the historic home of the sculptor Henry Hudson Kitson, is a truly magical and unique place! Known as the Gingerbread House, it gets its name from its storybook architecture and incredible roof. The design was the last great project of Kitson's life, and occupied the last 20 years of his life. The property has a history dating back to the late 18th century, when the Tyringham valley was first being settled.


Stockbridge. Various shops and restaurants. Take out sandwiches available at the Daily Bread Bakery (closed on Sunday) and The General Store. There is a convenience store on Route 7 south on the way out of town on the left.

The Norman Rockwell Museum is a short (2.5 miles each way) side trip from Stockbridge. Take Route 102 west for approximately 1.8 miles. At the flashing light, make a left onto Route 183 south. The museum entrance is 0.6 mile on the left.


New Boston. General Store on left (no bathrooms). DO NOT park bikes on porch.

www.ctbikeroutes.org           Ride description:  Wu-New014                Route sheet:  RS-New013 Ride submitted by:  Anne Coloma & Warren Chambers (6/25/06)


PDF Datasheet
PDF RouteSheet

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