Compare and book 3 Star hotels in Cheshire, Massachusetts

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Our top choices for Cheshire 3-star hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,210 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is 2.731.449 ₫
3.339.222 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Vacation Village in the Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (811 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is 2.592.653 ₫
3.482.910 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge

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, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is 2.574.558 ₫
2.875.886 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (836 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is 2.319.466 ₫
2.590.844 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Berkshires Untold

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

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, (820 reviews)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is 2.955.487 ₫
3.814.877 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is 3.285.051 ₫
3.669.402 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"Old time charm and hot tub under the stars"
United States
Lori
The price is 3.940.800 ₫
5.575.706 ₫ total
includes taxes & fees
19 Jan - 20 Jan
The Red Lion Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (817 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is 3.914.379 ₫
4.372.283 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Hotel On North

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, (1,000 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is 2.658.625 ₫
2.969.685 ₫ total
includes taxes & fees
26 Jan - 27 Jan
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (596 reviews)
"Our stay was great! "
United States
Gianna
The price is 3.783.024 ₫
4.225.639 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (452 reviews)
"It is the perfect place to stay!"
United States
Darrell
The price is 3.995.819 ₫
5.050.224 ₫ total
includes taxes & fees
20 Jan - 21 Jan
The Porches Inn at Mass MoCA

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is 5.753.349 ₫
6.426.491 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Jiminy Peak Mountain Resort

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is 4.094.703 ₫
4.710.997 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Cornell Inn, Lenox & The Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (661 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is 3.359.663 ₫
3.752.692 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is 3.651.669 ₫
4.078.914 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Element Lenox Berkshires

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (139 reviews)
"Great place"
United States
Lisa
The Ponds at Foxhollow

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (87 reviews)
"Loved the fact that we could have dinner and Sunday brunch right there."
United States
Maureen
The price is 2.955.487 ₫
3.280.592 ₫ total
includes taxes & fees
30 Jan - 31 Jan
Gregory House Country Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (129 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is 2.553.541 ₫
4.139.584 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Blooming Inn

Apple Tree Inn

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

Club Wyndham Bentley Brook

Club Wyndham Bentley Brook
3.0 star property
Hancock
9.2 out of 10, Wonderful, (567 reviews)
"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 natural setting.

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 2.758.455 ₫

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.