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19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Browse Select Cheshire Resorts

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Recommended hotels in Cheshire

The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (735)
"This was an easy, clean and quiet motel not too far from North Adams. I think it would be great for hikers or others seeking a pleasant place to stop. Really nice tables and sit-down swings for adults, too. "
The price is ₹7,855
₹8,774 total
includes taxes & fees
10 Sept - 11 Sept
The Villager Motel
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (65)
"Chris was great!"
The price is ₹8,774
₹9,625 total
includes taxes & fees
11 Sept - 12 Sept
The Springs Motel
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"Very clean rooms and excellent staff."
The price is ₹9,377
₹10,474 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Plus Berkshire Hills Inn & Suites
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is ₹21,531
₹22,759 total
includes taxes & fees
25 Sept - 26 Sept
Harbour House Inn
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Lovely Inn and very responsive and approachable staff. "
The price is ₹7,849
₹13,092 total
includes taxes & fees
10 Sept - 11 Sept
Blooming Inn
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (947)
"Comfortable, clean, and great continental breakfast options! "
The price is ₹7,864
₹8,785 total
includes taxes & fees
10 Sept - 11 Sept
Willows Motel Williamstown
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ₹11,179
₹12,486 total
includes taxes & fees
16 Sept - 17 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ₹8,650
₹9,662 total
includes taxes & fees
10 Sept - 11 Sept
Huttopia Berkshires
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (802)
"My stay was perfect. I can't wait to stay there again. "
The price is ₹6,973
₹7,788 total
includes taxes & fees
10 Sept - 11 Sept
Howard Johnson by Wyndham Lenox
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (851)
"We really enjoyed our time at Cozy Corner Motel. 100% recommended "
The price is ₹7,467
₹8,786 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Corner Motel
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (573)
"Excellent place. Bountiful view. "
The price is ₹11,033
₹12,324 total
includes taxes & fees
14 Sept - 15 Sept
Maple Terrace Motel
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (870)
"Consistently a clean room with welcoming staff."
The price is ₹9,621
₹10,746 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1005)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is ₹13,425
₹14,996 total
includes taxes & fees
11 Sept - 12 Sept
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (36)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is ₹12,494
₹13,955 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (293)
"This motel is a good value considering the location and condition. Simple motel that is fairly dated. Very friendly owners/staff. If you are looking for a basic motel that is not expensive, is clean and convenient to Williamstown, this a good fit."
The price is ₹7,699
₹8,599 total
includes taxes & fees
11 Sept - 12 Sept
Williamstown Motel
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (622)
"The perfect place "
The price is ₹13,437
₹16,981 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is ₹14,917
₹16,662 total
includes taxes & fees
21 Sept - 22 Sept
Element Lenox Berkshires
The Revival House
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
8.6 out of 10, Excellent, (14)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
The price is ₹15,887
₹17,746 total
includes taxes & fees
10 Sept - 11 Sept
The Revival House
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ₹11,270
₹16,039 total
includes taxes & fees
10 Sept - 11 Sept
The Cornell Inn, Lenox & The Berkshires
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 Cheshire Hotel Reviews

Find out more about Cheshire

Find out more about Cheshire

Cheshire Resorts information

Number of reviews
Accommodation
1 Resorts
Lowest Price
Highest Price

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Frequently asked questions

What is Cheshire like for a resort holiday?
You deserve a holiday, and a resort is just the place to find all the amenities and services you need for a relaxing time in Cheshire. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for an amazing pool, shopping possibilities or activities for the youngsters.
What's the best resort for my stay in Cheshire?
Here's our top-rated resort near Cheshire: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 20.6 mi (33.2 km) from Cheshire. Access to a sauna, a fitness centre and a terrace.
What can I do in Cheshire?
Mount Greylock State Reservation, St Mary's of the Assumption Church and Mount Greylock State Reservation Visitor Center are a few interesting places to visit nearby. In the area, other attractions include Mount Greylock and Brodie Mountain.
What's the weather like in Cheshire?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What's the best way to get to and around Cheshire?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 11.5 mi (18.5 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 33.6 mi (54 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.