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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Ashuwillticook Rail Trail

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (984 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is NZ$229
includes taxes & fees
30 Nov - 1 Dec
Hotel On North
A hotel with a covered entrance, a registration desk, and a parking area.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is NZ$224
includes taxes & fees
17 Nov - 18 Nov
The Yankee Inn
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

3. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,003 reviews)
"Room was spacious and clean"
United States
James
The price is NZ$186
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites
A modern hotel building with the name "Hotel Downtown" on the facade.

4. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is NZ$238
includes taxes & fees
25 Nov - 26 Nov
Hotel Downstreet, an Ascend Collection Hotel
A motel with a fenced patio area, a parking lot, and a mountain backdrop.

5. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (369 reviews)
"Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby"
United States
Grantley
The price is NZ$168
includes taxes & fees
29 Nov - 30 Nov
Williamstown Motel
A multi-story hotel with a clear entrance, a covered waiting area, and a landscaped front yard.

6. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (718 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is NZ$236
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A white two-story building with a porch, labeled as a motel.

7. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is NZ$168
includes taxes & fees
15 Nov - 16 Nov
Willows Motel Williamstown
A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.

8. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Friendly staff, quiet location set back from the road, this is our go-to place in Williamstown."
United States
Miguel
The price is NZ$137
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Exterior

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is NZ$193
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
A hotel with a covered outdoor area, a parking lot, and a well-maintained garden with a central flower arrangement.

10. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (969 reviews)
"Very friendly and helpful"
United States
Adrienne
The price is NZ$157
includes taxes & fees
16 Nov - 17 Nov
Cozy Corner Motel
A hotel entrance with a covered driveway, a sign for Hampton Inn & Suites by Hilton, and a brick building with multiple windows.

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is NZ$218
includes taxes & fees
18 Nov - 19 Nov
Hampton Inn & Suites Berkshires-Lenox
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is NZ$157
includes taxes & fees
13 Nov - 14 Nov
Howard Johnson by Wyndham Lenox
A large building with a symmetrical facade, multiple windows, and a central entrance.

13. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,841 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is NZ$180
includes taxes & fees
15 Nov - 16 Nov
Vacation Village in the Berkshires
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

14. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is NZ$205
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A two-story house with a porch, a front door, and a small garden area.

15. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is NZ$197
includes taxes & fees
15 Nov - 16 Nov
Maple Terrace Motel
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

16. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is NZ$227
includes taxes & fees
13 Dec - 14 Dec
Courtyard by Marriott Lenox Berkshires
A multi-story hotel with a prominent sign for Holiday Inn & Suites.

17. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
"enjoyed our stay"
United States
Mark
The price is NZ$195
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A large, modern two-story house with a prominent gable roof, large windows, and a covered porch area.

18. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,074 reviews)
"Nice Hotel"
United States
Juan
The price is NZ$210
includes taxes & fees
18 Nov - 19 Nov
Berkshires Untold
A two-story yellow house with a porch, a covered front porch area, and a small garden.

19. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (531 reviews)
"Great location. Really like the room."
United States
Bruce
The price is NZ$313
includes taxes & fees
13 Dec - 14 Dec
The Porches Inn at Mass MoCA
A Quality Inn by Choice Hotels with a brick facade, green awning, and a signboard.

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is NZ$170
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South
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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Learn more about Ashuwillticook Rail Trail

Venture to sights like Cheshire Reservoir as you discover the local area in Ashuwillticook Rail Trail.

See all hotels in Ashuwillticook Rail Trail
A paved path flanked by trees with autumn foliage, a wooden fence, and a clear blue sky.

Top reviews in Ashuwillticook Rail Trail

A hotel with a covered entrance, a registration desk, and a parking area.
The Yankee Inn

The Yankee Inn

The Yankee Inn
Lenox

10/10 Excellent

A convenient location. Excellent well appointed and clean room. An excellent breakfast provided. Would stay again.
Australia
Lawrence
Reviewed April 16, 2026
The Yankee Inn

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