Mount Everett Climb

This is one of the most challenging rides in the Berkshires, with a an ascent of several miles from South Egremont Massachusetts, riding past Mount Everett, the second highest mountain in the state to the tiny hamlet of Mount Washington, riding exactly to the end of paved roads in this corner of the Massachusetts. Here we turn toward New York State, taking an amazing descent down the winding paved road past Bash Bish Falls to the community of Copake Falls. Ride for a few miles on the paved Harlem Valley Rail Trail before cycling for several miles through New York State farm country. The ride crosses a pass in the Taconic Mountains for the return to South Egremont.   This ride is approximately 40 miles. View at RideWithGPS

Start: Windflower Inn, Rt. 23 E., Great Barrington, MA 01230 , near South Egremont
Distance: 40 mi                Max Grade: 10.0 %           Elevation: Gain and descent,   3400 ft


Mount Everett ride at RideWithGPS
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TCX Course

Cue Sheet from RideWithGPS

Turn right on Rt. 23 from Windflower Inn and enter South Egremont, MA
Take the 1st left onto MA-41 S/N Undermountain Rd 0.9 mi
Slight right at Mt Washington Rd 1.0 mi
Slight left at East St 5.4 mi
Turn left to stay on East St 6.2 mi
Sharp right at West St 9.8 mi
Turn left at Falls Rd 11.9 mi
Sharp left at Valley View Rd 15.0 mi
Take the 1st right to stay on Valley View Rd 15.1 mi
Turn right 19.1 mi
Turn right at NY-22 N 19.2 mi
Take the 2nd left onto Trout Brook Rd 20.1 mi
Turn right at Empire Rd 21.0 mi
Slight left at Co Rd 7a/Main St 22.4 mi
Turn left at Farm Rd 22.8 mi
Turn left at Overlook Rd 25.1 mi
Take the 1st right onto Black Grocery Rd 26.0 mi
Take the 1st left onto Underhill Rd 26.9 mi
Sharp right at NY-22 S 28.3 mi
Turn left at N Mountain Rd 29.8 mi
Take the 1st right to stay on N Mountain Rd 30.0 mi
Turn left at Breezy Hill Rd 30.6 mi
Turn left at NY-23 W 33.5 mi
Take the 1st right onto Oxbow Rd 33.9 mi
Turn right to stay on Oxbow Rd 34.7 mi
Turn left at Prospect Lake Rd 35.7 mi
Turn right at MA-71 E/Egremont Plain Rd 37.2 mi
Slight right at Creamery Rd 38.4 mi
Take the 1st left toward MA-23 E/MA-41 N 40.0 mi
Turn left at MA-23 E/MA-41 N to return to Windflower Inn 40.0 mi

This ride from Great Barrington, MA climbs for several miles along the side of Mount Everett, the second highest mountain in Massachusetts, before steeply descending to Copake Falls NY, near Bash Bish Falls. From here take the Harlem Valley Rail Trail parallel to Valley Road, then local roads south to Millerton NY. the ride swings east to Falls Village CT, then back through Canann CT and Sheffield MA to the start location. Steep climbs and descents at the beginning, followed by flatter terrain
in  New York and Connecticut farm country.

Mount Everett loop from Great Barrington, MA

View at RideWithGPS
Start:  Windflower Inn, Rt. 23 E., Great Barrington, MA 01230 , near South Egremont
Distance:  57 mi
Max Grade: 10.0 %  
Elevation: 
Gain and descent,   3410  ft
View a 54 mile version of this ride that goes around Mount Everett, elevation (gain and descent) 2924 ft.

Cue Sheet from RideWithGPS

Head west on MA-23 W/MA-41 S from the Windflower
Inn in Great Barrington  MA
0.0 mi
Turn left at MA-41 S/N Undermountain Rd 0.9 mi
Slight right at Mt Washington Rd 1.0 mi
Slight left at East St 5.4 mi
Turn left to stay on East St 6.2 mi
Sharp right at West St 9.8 mi
Turn left at Falls Rd 11.9 mi
Turn right to stay on Valley View Rd 15.3 mi
Turn right 19.2 mi
Turn left at NY-22 S 19.3 mi
Take the 1st left onto Under Mountain Rd 19.7 mi
Turn left at Boston Corners Rd 21.7 mi
Turn left at Main St 28.8 mi
Turn left at Dugway Rd 36.5 mi
Slight left 37.3 mi
Sharp left at Dugway Rd 37.4 mi
Turn right at Falls Mountain Rd 38.8 mi
Turn right at Water St 38.9 mi
Turn left at Railroad St 39.3 mi
Turn right at Sand Rd 40.8 mi
Turn right to stay on Sand Rd 44.1 mi
Take the 1st left onto E Main St 44.8 mi
Turn right at W Main St 45.4 mi
Turn right to stay on W Main St 45.5 mi
Take the 1st left to stay on W Main St 45.6 mi
Turn left at Ashley Falls Rd/Massachusetts 7A 47.3 mi
Turn left at Egremont Rd 53.0 mi
Turn right to stay on Egremont Rd 53.0 mi
Take the 1st right onto Buttonball Ln 56.6 mi

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