Compare and book 3 Star hotels in Cheshire, Massachusetts

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Top Cheshire 3 Star Hotels

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2159)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is 2.149.591 ₫
2.690.318 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Vacation Village in the Berkshires

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (776)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is 2.449.153 ₫
2.735.703 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is 2.890.843 ₫
3.229.072 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Berkshires Untold

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
The price is 2.807.873 ₫
3.504.448 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1013)
"Staff was very nice!"
United States
David
The price is 2.824.120 ₫
3.154.543 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is 3.955.350 ₫
5.596.292 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Red Lion Inn

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
The price is 3.517.342 ₫
3.928.871 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North

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
The price is 2.577.570 ₫
2.879.146 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is 3.559.275 ₫
3.975.710 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (444)
"It is the perfect place to stay!"
United States
Darrell
The price is 4.010.725 ₫
5.069.063 ₫ total
includes taxes & fees
4 Dec - 5 Dec
The Porches Inn at Mass MoCA

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (986)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is 4.982.985 ₫
5.565.994 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Jiminy Peak Mountain Resort

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is 3.734.114 ₫
5.201.901 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Cornell Inn, Lenox & The Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is 2.931.788 ₫
3.274.808 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Lenox Pittsfield

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is 3.453.815 ₫
3.857.910 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Element Lenox Berkshires

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (135)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is 3.342.271 ₫
3.733.316 ₫ total
includes taxes & fees
5 Dec - 6 Dec
The Ponds at Foxhollow

Gregory House Country Inn

3.0 star property
Averill Park
8.8 out of 10, Excellent, (82)
"The inn is attached to a fantastic restaurant and bar, also with a wood fired pizza oven! There was a nice room to hang out as a group, and the room was very quiet at night. A very comfortable stay."
United States
Andrew
The price is 2.966.062 ₫
3.292.330 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Gregory House Country Inn

Blooming Inn

3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (123)
"When visiting the friends that live in Shelburne Falls; I wouldn't stay anywhere else."
United States
christian
The price is 1.779.907 ₫
3.280.237 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Blooming Inn

Apple Tree Inn

3.0 star property
Lenox
8.6 out of 10, Excellent, (316)
"Great inn, good food at the restaurant!"
United States
michael
Apple Tree Inn

Club Wyndham Bentley Brook

3.0 star property
Hancock
9.2 out of 10, Wonderful, (565)
"Good place to take your family."
United States
Maria
Club Wyndham Bentley Brook
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Explore similar 4-star hotels

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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.

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking and local cuisine.

An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

Frequently asked questions

What are the best 3-star hotels in Cheshire?
Expedia customers in search of a comfortable and convenient Cheshire property often select Club Wyndham Bentley Brook. This 3-star hotel, around 16 km west of the centre, comes with a garden and a barbecue grill. Want another suggestion? Located 23 km southwest of downtown and including premium bedding and mountain views, Hotel On North is another go-to choice for guests.
How much does it cost to stay in a 3-star hotel in Cheshire?
To look for an economical 3-star hotel in Cheshire, use our handy filter tool. Decide on your budget, choose your amenities and more. You can also display your search results so the cheapest properties are at the top.

  • Search for the lowest price per night right now from 2.629.909 ₫

What is the difference between a 4-star and 3-star hotel in Cheshire?
Book a stay at a 3-star hotel and you can expect comfortable and well-kept rooms and amenities such as WiFi, gym equipment and tea and coffee making facilities. These properties may also feature an on-site restaurant and bar. Elevate your Cheshire holiday by selecting a 4-star hotel. With things like a wellness centre, 24-hour room service and luxury toiletries, you'll enjoy a superior level of comfort and relaxation.

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