Book Hotels in Ashuwillticook Rail Trail, MA
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Top Ashuwillticook Rail Trail hotels

The Williams Inn
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $253 total per night from Sep 15 to Sep 16
$253 total
Sep 15 - Sep 16
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...
"Beautiful hotel!"
Reviewed on Aug 10, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from Aug 18 to Aug 19
$179 total
Aug 18 - Aug 19
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
"Nice place. Staff was great. Great location."
Reviewed on Aug 13, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $116 total per night from Sep 2 to Sep 3
$116 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"Pleasant stay"
Reviewed on Aug 15, 2025

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Sep 8 to Sep 9
$150 total
Sep 8 - Sep 9
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"Excellent breakfast, exceptionally clean. We were in the older building, right on Rt 7, which made for early wakeups from the trucks."
Reviewed on Aug 15, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total includes taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."
Reviewed on Aug 14, 2025

The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $252 total per night from Aug 27 to Aug 28
$252 total
Aug 27 - Aug 28
Total includes taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"Very clean, fantastic staff, comfortable bed, robes to use gping to the pool/jacuzzi, plus the large bottles of water in the room."
Reviewed on Aug 14, 2025

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Aug 27 to Aug 28
$145 total
Aug 27 - Aug 28
Total includes taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
"Very nice"
Reviewed on Aug 15, 2025

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $153 total per night from Aug 24 to Aug 25
$153 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and perks like free self parking and free WiFi. A communal living room, express check-out, ...
"Walking distance to MassMOCA and several good restaurants and coffee shops."
Reviewed on Aug 15, 2025

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total includes taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
great place to stay
"Great location and staff was very hospitable. Rooms were spacious with bed and couch. Plenty of parking and nice pool."
Reviewed on Aug 9, 2025
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Hotels in Ashuwillticook Rail Trail with star-rating
Check Ashuwillticook Rail Trail Hotels by Star Rating

4 Star Hotels
13 properties
Recent Ashuwillticook Rail Trail hotel reviews by fellow wanderers

Hotel Downstreet, Ascend Hotel Collection
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Walking distance to MassMOCA and several good restaurants and coffee shops. "
A verified traveler stayed at Hotel Downstreet, Ascend Hotel Collection
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