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[Berkshire Weekend] Self-Contained to the Berkshires

Way Points: 

Option 1.) Day 1: Pleasantville > N County Rail Trail > Putnam Rail Trail > Brewster > Wingdale. Day 2: Wingdale > Sharon > Millerton > Salisbury > Sheffield > Great Barrington

Option 2.) Day 1: Bronx > S & N County Rail Trails > Putnam Rail Trail > Brewster. Day 2: Brewster > Pawling > Wingdale > Dover Plains > Wassaic > Rail Trail > Millerton > Salisbury > Sheffield > Great Barrington

Option 3.) Day 1: Bronx > back roads to Bedford > back roads thru Salem > Brewster. Day 2: Brewster > Sherman > Kent > Sharon > Salisbury > Sheffield > Great Barrington

Status: 
Submitted
Author: 
Carol Waaser
Signature Route : 
Level(s): 
A
B
C
Vertical Gain: 
2500-7000
Difficulty: 
60-98
Difficulty Rating: 
3 out of 5

Memorial Day Weekend in the Bershires is a club favorite, but why not take an extra day off and make it a real adventure. Leave on Thursday and go half-way, staying in a motel or B & B overnight. Then ride the rest of the way on Friday and meet up with everyone else in Sheffield or Great Barrington. I've put together several options so that any level of rider can do this.

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3-Day Harriman - Storm King

Way Points: 

Day 1 short: Ridgewood Station > Saddle River > Airmont > Sloatsburg > Seven Lakes Dr > Kanawauke Rd > Orange Tpk > Monroe (38 mi)

Day 1 long: Grant's Tomb > GW Bridge > Demarest > Saddle River > Airmont > Sloatsburg > Seven Lakes Dr > Kanawauke Rd > Orange Tpk > Monroe (60 mi)

Day 2 short: Monroe > Dunderburg Rd > Smith Clove Rd > Mineral Springs Rd > Cornwall > Storm King Arts Center > Otter Kill Rd > Clove Rd > NY-208 > Monroe (30 mi)

Day 2 long: Monroe > US-6E > NY-293 > NY-218 (Storm King Mt.) > Cornwall > Storm King Arts Center > Otter Kill Rd > Clove Rd > NY-208 > Monroe (36 mi)

Day 3: Monroe > Orange Tpk > Kanawauke Rd > Willow Grove Rd > Call Hollow Rd > Mt Ivy > S Mountain Rd > Ridge Rd > W Nyack > Western Hwy > Rail Trail > 9W > GW Bridge (59 mi)

Status: 
Submitted
Author: 
Carol Waaser
Signature Route : 
Region Name(s): 
Level(s): 
A
B
C
Vertical Gain: 
8500-9900
Difficulty: 
98-114
Difficulty Rating: 
3 out of 5

This is a 3-day self-contained tour, staying at a motel in Monroe and doing a loop ride on Day 2 to the Storm King Arts Center. The cycling is lovely, with the exception of one unavoidable busy stretch on Day 1, and the cultural expedition is fun & enlightening. Storm King Arts Center is a 500 acre outdoor museum featuring sculptures and landscape art. https://stormking.org/ There's a cafe on the grounds for lunch and a rack to lock the bikes.

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