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Top Ashuwillticook Rail Trail hotels

The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $298 total per night from May 11 to May 12
$298 total
May 11 - May 12
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 ...
Very nice understated hotel. Great staff. Nice restaurant. Walkable to coffe house and restaurants and campus. Wonderful for college community. Kudos to management staff. Really really nice.
Reviewed on May 6, 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 11 to May 12
$162 total
May 11 - May 12
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 ...
Everything was great, clean, the staff was very helpful and courteous. We enjoyed our stay !
Reviewed on May 8, 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
$108 nightly
The price is $121 total per night from May 10 to May 11
$121 total
May 10 - May 11
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 ...
Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.
Reviewed on May 6, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
$116 nightly
The price is $130 total per night from May 19 to May 20
$130 total
May 19 - May 20
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 ...
Breakfast was ok. It was difficult to adjust room temp. Very inconvenient to take luggage to second floor for seniors. There should be a lif.
Reviewed on May 8, 2026

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from May 10 to May 11
$123 total
May 10 - May 11
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 ...
I loved my stay at the resort! The view was beautiful, my room was clean, and the staff were nice. I had trouble with my door, and they sent someone quickly to fix it.
Reviewed on May 8, 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 18 to May 19
$208 total
May 18 - May 19
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 ...
I reserved a queen size room, bright with a lot of room, couch and table, writing desk , real pretty! When we opened the door there was a bed two very small chairs no place to put a suitcase no floor space ! One little window no ac, the room was on the 3th floor ! Bathroom was very small. I realize ...
Reviewed on May 8, 2026

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$142 nightly
The price is $158 total per night from May 12 to May 13
$158 total
May 12 - May 13
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 ...
The property was clean and the staff was polite, but I was disappointed that I was placed in an accessible room even though I did not request one. I asked if another room was available and was told the hotel was fully booked. While I understand availability issues happen, the room layout was not ...
Reviewed on May 7, 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
12 properties
Recent Ashuwillticook Rail Trail hotel reviews by fellow wanderers

The Red Lion Inn
2 out of 5
Posted 11 hours ago
Travelocity Verified Review
"I reserved a queen size room, bright with a lot of room, couch and table, writing desk , real pretty! When we opened the door there was a bed two very small chairs no place to put a suitcase no floor space ! One little window no ac, the room was on the 3th floor ! Bathroom was very small. I realize it is a very old in and did not expect everything to be perfect, but this was far from it ! It was a room for a maid or a distant relative you want to get rid of ! Unfortunately we had a family emergency and couldn’t stay, that’s when the staff stepped up and was very nice and courteous and gave us a refund. If we had stayed it would not have been in that room, I was very disappointed had looked forward to the stay there for a long time , but we couldn’t not have gotten a new room every room was booked !"
A verified traveler stayed at The Red Lion Inn
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