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Best Resorts in Ashuwillticook Rail Trail

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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15
No exact matches found, but these alternatives could be just right

Recommended hotels in Ashuwillticook Rail Trail

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
$71 nightly
The price is $79
Dec 24 - Dec 25
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
$94 nightly
The price is $105
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$100 nightly
The price is $112
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
$125 nightly
The price is $139
Jan 15 - Jan 16, 2026
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
$101 nightly
The price is $111
Dec 18 - Dec 19
Total with taxes and fees
Shaker Mill Inn
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
$180 nightly
The price is $202
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Red Lion Inn
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 22 - Dec 23
Total with taxes and fees
Element Lenox Berkshires
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Check-in/check-out kiosk
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
$108 nightly
The price is $120
Jan 14 - Jan 15, 2026
Total with taxes and fees
Berkshire Mountain Lodge
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
$111 nightly
The price is $124
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Exterior
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1002)
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
$101 nightly
The price is $110
Dec 22 - Dec 23
Total with taxes and fees
Hotel Vervana, Trademark Collection by Wyndham
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1002)
"Room was clean and comfortable; location was good with a breakfast restaurant next door. The in-house breakfast was OK, but we preferred an upgrade. Receptionist staff member was professional and pleasant. "
United States
Patrick
$88 nightly
The price is $98
Jan 11 - Jan 12, 2026
Total with taxes and fees
Quality Inn Lee - Lenox South
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 17 - Dec 18
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (816)
"Easiest check in and out. Great food in dining room. "
United States
William
$110 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Berkshires Untold
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$108 nightly
The price is $119
Dec 17 - Dec 18
Total with taxes and fees
The Springs Motel
Terrace/patio
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
"We did not use the hot tub the room was clean the only issue we had was with the heat but was resolved both times, views were spectacular especially the sun coming up! "
United States
Joyce
$161 nightly
The price is $170
Dec 17 - Dec 18
Total with taxes and fees
Blue Vista Motor Lodge
Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
"Nice place to stay for a wedding "
United States
Timothy
$186 nightly
The price is $208
Dec 21 - Dec 22
Total with taxes and fees
The Williams Inn
Signature Studio | Private kitchen | Fridge, microwave
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (31)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
$110 nightly
The price is $120
Dec 17 - Dec 18
Total with taxes and fees
Knotty Pine
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$48 nightly
The price is $53
Jan 2 - Jan 3, 2026
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Lowest 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.
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Top Ashuwillticook Rail Trail Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming. Highly recommend making reservations at their Tavern or Dining Area. Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline 1-night trip
Posted 10 hours ago
The Red Lion Inn

Find out more about Ashuwillticook Rail Trail

Ashuwillticook Rail Trail Resorts information

Number of reviews
14,359
Accommodation
33 Resorts
Lowest Price
$53
Highest Price
$208

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