Photo by Ed Gaffny

Compare and book 3 Star hotels in Cheshire, Massachusetts

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Check availability on Cheshire 3 Star Hotels

Top Cheshire 3 Star Hotels

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1953)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is 2.845.757 ₫
3.466.915 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Vacation Village in the Berkshires

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (574)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great location!"
The price is 3.773.973 ₫
4.215.528 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Hotel Downstreet, Ascend Hotel Collection

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (680)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is 4.200.257 ₫
4.691.688 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Berkshires Untold

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

3.5 star property
9.0 out of 10, Wonderful, (694)
"Pleasant stay"
The price is 2.404.151 ₫
3.052.281 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is 5.228.128 ₫
7.013.573 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (860)
"Consistently a clean room with welcoming staff."
The price is 3.021.280 ₫
3.374.770 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (962)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is 4.177.248 ₫
4.665.987 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Lovely setting on the lake."
The price is 3.327.349 ₫
3.716.649 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is 3.354.409 ₫
4.773.979 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (520)
"Great place , love it, will return"
The price is 3.963.919 ₫
4.427.698 ₫ total
includes taxes & fees
9 Sept - 10 Sept
The Constance by the Lenox Collection

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (55)
"Big rooms, very friendly staff and great pizza!"
The price is 2.955.600 ₫
3.280.716 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Gregory House Country Inn

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (570)
"Fabulous place"
The price is 3.993.344 ₫
4.460.566 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (408)
"Very comfortable room that worked great for our family. "
The price is 4.667.221 ₫
5.800.203 ₫ total
includes taxes & fees
16 Sept - 17 Sept
The Porches Inn at Mass MoCA

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is 3.964.970 ₫
4.428.934 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is 2.708.512 ₫
4.312.736 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Blooming Inn

The Dewey

3.5 star property
8.8 out of 10, Excellent, (321)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is 4.571.328 ₫
5.106.226 ₫ total
includes taxes & fees
9 Sept - 10 Sept
The Dewey

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is 4.553.988 ₫
5.086.784 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Whistler's Inn Bed & Breakfast

The Revival House

3.0 star property
9.4 out of 10, Exceptional, (10)
"Self check in was easy. Rooms were spacious and clean. Great place."
The price is 4.728.960 ₫
5.282.248 ₫ total
includes taxes & fees
19 Aug - 20 Aug
The Revival House
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Cheshire.
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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 lake views.

Photo by Ed Gaffny
Open Photo by Ed Gaffny

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 3.021.280 ₫

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.