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[Berkshire Weekend] Self-Contained to the Berkshires

Submitted by CWaaser on Wed, 01/23/2019 - 17:08
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 : 
Region Name(s): 
Multi-Day Tours
The Berkshires
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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Bike Overnight - Brewster-Cold Spring

Submitted by CWaaser on Sun, 10/07/2018 - 17:34
Way Points: 

Day 1: Trailway to Brewster. Day 2: Putnam Lake > Ball Pond Rd > CT-37 > Haviland Hollow Rd > NY-164 > NY-311 > NY-52 > lunch in Carmel > Ninham Mountain State Park (CR-41) > Fahnstock State Park (NY-301) > Cold Spring

Status: 
Submitted
Author: 
Carol Waaser
Signature Route : 
Region Name(s): 
Multi-Day Tours
Putnam Dutchess and Columbia Counties
Level(s): 
B
C
Vertical Gain: 
5100
Difficulty: 
77
Difficulty Rating: 
3 out of 5

If you want to start doing self-contained touring but want to start small, here's the perfect bike overnight. Day 1 is quite easy, using the South & North County and Putnam Trailways to just above Brewster (Sears Corner). It's 55 miles and 2200 vertical feet. Day 2 is more challenging (but shorter - about 42 miles and 2900 vertical feet) with more climbing and several steeper sections, but it goes past beautiful lakes and through state forests. Just make sure you have low gears. Since you're just doing one overnight at a motel, you won't need to pack a lot.

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