A six day road bike tour of the Berkshire mountains and southern Vermont,
Five nights, six days of gorgeous cycling based at two Berkshire County Massachusetts inns that also touches on New York State and Vermont. The longer rides average about 45 miles, with rolling hills in the south Berkshires and longer climbs with moderate grades in the north Berkshires and southern Vermont. This tour is designed for upper intermediate and advanced level cyclists.
Lenox Itinerary
Sunday, Day: 1, Lenox: Your first two evenings are at the Apple Tree Inn in Lenox MA. You may wish to head out before checking in at the inn on a ride to Hancock Shaker Village: Soon after setting out on the 26 mile round trip from Lenox, a short climb over Lenox Mountain yields a panoramic view of Stockbridge Bowl and the craggy face of Monument Mountain. Spend a couple of hours at Hancock Shaker Village, with its wonderfully preserved shops, kitchen, barns and heritage garden. We recommend dinner tonight at Nudel Restaurant in Lenox. Cue sheet map
Monday,
Day 2: Stockbridge, Monterey and Tyringham: We start out past
"Guilded Era" mansions in Lenox and through rural farmland on our way
to popular Stockbridge.
The ride continues along the edge of Beartown State Forest to tiny Monterey,
then drops down to the Tyringham Valley. Have lunch in Lee before returning
to the Apple Tree Inn along Undermountain Road, for a total of 45 miles.
A recommendation for dinner tonight is
Trattoria Il Vesuvio on Rt. 7 in Lenox.
Cue sheet
map
Tuesday
Day 3: Alford and Stockbridge: We check out of our rooms at the
Apple Tree Inn in the morning, but leave our cars here as we head out
on a 35 mile ride through Stockbridge and past the
Norman Rockwell Museum. After cycling
along the rapids of the Housatonic river, we pass through tiny Alford
and stop for lunch in West Stockbridge. We often take a break from the
2 mile moderate climb out of West Stockbridge for a walk through the
Berkshire Botanical Garden.
Today's ride is 35 miles, after which a 45 minute drive takes us to
the Maple Terrace Motel in
Williamstown,
Massachusetts for our final three nights. We'll have dinner tonight
at the Water St. Grill in Williamstown.
Cue sheet
map
Other rides from Lenox
Lenox-Becket loop
Cue sheet
map
Shaker Village loop
cue sheet
map
Housatonic River ride
cue sheet
map
Lenox-Williamstown
cue sheet
map
Williamstown
Itinerary
Wednesday, Day 4: Around Mount
Greylock This ride takes back-roads through North Adams , and
continue on the wonderful
Ashuwillticook
Rail Trail through Adams to Cheshire . (the only flat ride in the
North Berkshires). We cross over to Lanesborough as we circle Mount
Greylock, the highest peak in Massachusetts . We'll circle around Brodie
Mountain, enjoying some of the most exquisite views in New England and
a 10 mile descent back to Williamstown, " with a stop at the Store at
Five Corners .
cue sheet
map
Thursday
Day 5, Bennington, Vermont: In the morning we'll head north
into Vermont through rural Pownal to Bennington, with a couple of interesting
stops at the
Bennington Fish Hatchery and the
Hemmings
Motor News Old Car Museum . After lunch, you'll ride through three
covered bridges in North Bennington, and on to the farmlands of Hoosac,
NY. Today's ride is about 43 miles. For our final evening, we have dinner
at
Hobson's choice in Williamstown.
cue sheet
map
Other routes from Williamstown
Deerfield River Ride
cue sheet
map
Brodie Mountain Ride
cue sheet
map
Natural Bridge Ride
cue sheet
map
Petersburg Pass Climb
cue sheet
map
View description of complete tour based in Williamstown, MA
Price: $1295 / person. Add $350 for single occupancy.Ask about group discounts.
Lodging: 5 nights at inns in Lenox and Williamstown, MA Meals: Continental breakfasts and dinners are included in the tour price.We pay for our own lunches.
Rides: Rides generally start about 9 am. Maps and cue sheets are provided for each ride, but routes are not arrowed. Our two guides will ride with participants, providing two distance and difficulty level options each day. Van support only where needed or requested.
Bikes: Road or fast hybrid bikes are required for this tour. Jamis Coda hybrid road bikes are available for $100 /week.
Other Activities: During our tour, You may wish to take time to visit other Berkshire cultural highlights: The Mount in Lenox, and Kripalu yoga center in Lenox, and the Clark Art Museum in Williamstown, and , and Mass MOCA (Museum of Contemporary Art) in North Adams.
Bicycle Shipping and rental: Assembly, transportation and reshipping of your bike is available for a $100 additional charge, plus shipping costs. Pickup and return to Logan Airport in Boston is available for a $100 extra charge.
Email Bike New England about this tour for your group
Email
Bike New England
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