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
$269 nightly
The price is $301 total per night from May 6 to May 7
$301 total
May 6 - May 7
Total with 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 ...
What a lovely property. Throughly enjoyed our stay.
Reviewed on Apr 23, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$145 nightly
The price is $162 total per night from May 10 to May 11
$162 total
May 10 - May 11
Total with 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 ...
This was like staying in a two bedroom walk up in NYC only sooooo much bigger and better! We were pleasantly surprised at the spaciousness of our Room! (The presidential suite). Everything was clean and tidy. Very pleasant decor. While there was not a place to get coffee down in the lobby area, there ...
Reviewed on May 4, 2026

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from May 17 to May 18
$133 total
May 17 - May 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
The room was large and very clean. Parking convenient and breakfast was good as well. I would definitely stay in this hotel when in the area again.
Reviewed on May 2, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with 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, ...
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $103 total per night from May 6 to May 7
$103 total
May 6 - May 7
Total with 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 ...
This is a very nice, quasi-boutique hotel. The rooms are nicely furnished but small. It is not fancy but it is comfortable, clean, and perfectly fine…just not fancy. But I’m not a fancy person so I like this place and will stay again without hesitation. The only reason for a 4-star rating is that, ...
Reviewed on May 4, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
$114 nightly
The price is $128 total per night from May 12 to May 13
$128 total
May 12 - May 13
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
I love this sweet little inn sited on a small lake in the Berkshires. It's affordable, exceptionally clean, and the staff is outrageously helpful. Highly recommend.
Reviewed on May 4, 2026

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $107 total per night from May 6 to May 7
$107 total
May 6 - May 7
Total with 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 ...
Muito bom para aproveitar em família ou a 2
Reviewed on May 3, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from May 17 to May 18
$208 total
May 17 - May 18
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
a delightful inn centrally located in charming Stockbridge
Reviewed on May 4, 2026

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$144 nightly
The price is $160 total per night from May 27 to May 28
$160 total
May 27 - May 28
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
Clean room, helpful staff, great mountain view!
Reviewed on Apr 30, 2026
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View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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

The Red Lion Inn
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"a delightful inn centrally located in charming Stockbridge"
A verified traveler stayed at The Red Lion Inn
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