Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from AED 359

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Compare Cheshire 3 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (678)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is AED 326
AED 446 total
includes taxes & fees
14 Oct - 15 Oct
Berkshire Mountain Lodge

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2041)
"Extended stay since resort was so beautiful"
The price is AED 337
AED 417 total
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1000)
"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 AED 515
AED 575 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Downstreet, an Ascend Collection Hotel

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

3.5 star property
9.0 out of 10, Wonderful, (749)
"The lodging was convenient to all the area attractions."
The price is AED 426
AED 528 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (746)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is AED 321
AED 359 total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1006)
"great place have stayed several times, and hope to return."
The price is AED 536
AED 763 total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (893)
"Excellent customer service and great rooms"
The price is AED 378
AED 423 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (777)
"Great property! Very large clean room in a unique hotel! "
The price is AED 448
AED 501 total
includes taxes & fees
3 Nov - 4 Nov
Hotel On North

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great Indian restaurant in the hotel!"
The price is AED 390
AED 436 total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (981)
"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."
The price is AED 493
AED 550 total
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Mountain Resort

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (425)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is AED 653
AED 811 total
includes taxes & fees
6 Nov - 7 Nov
The Porches Inn at Mass MoCA

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"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 AED 469
AED 667 total
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (575)
"The front desk, food service, and housekeeping staff were all very friendly. The room was immaculate as well. "
The price is AED 481
AED 537 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Lenox Berkshires

The Constance by the Lenox Collection

3.5 star property
8.4 out of 10, Very Good, (549)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is AED 348
AED 389 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (309)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
The price is AED 590
AED 659 total
includes taxes & fees
8 Oct - 9 Oct
Apple Tree Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (546)
"Good place to take your family."
Club Wyndham Bentley Brook

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (647)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is AED 495
AED 553 total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (70)
"Tried this inn as we were traveling between states visiting our kids at different colleges Reasonable priced Room was very clean Staff was friendly Plenty of parking Restaurant on site Would stay again "
The price is AED 413
AED 459 total
includes taxes & fees
9 Oct - 10 Oct
Gregory House Country Inn

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (131)
"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"
The Ponds at Foxhollow

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is AED 525
AED 587 total
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
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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 natural setting.

The road less traveled sometimes is absolutely beautiful. In a month this will be a great spot for Autumn. I will repost the exact same foliage shot and see if I am correct. Excited to do it actually..
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?
Club Wyndham Bentley Brook, around 16 kilometers west of downtown Cheshire, is a guest favorite. A swimming pool and a sauna are just two of its amenities. Hotel On North is another 3-star hotel that gets great reviews from travelers. It offers premium bedding and mountain views, and is about 23 kilometers southwest of the center.
How much does it cost to stay in a 3-star hotel in Cheshire?
Use Expedia's sort and search filters to lock in a great-value 3-star hotel for your upcoming Cheshire trip. Just set your maximum rate with our convenient pricing tool. You can also pick the amenities you'd like, desired neighborhood and a lot more.

  • Search for the lowest price per night right now from AED 405

What is the difference between a 4-star and 3-star hotel in Cheshire?
The principal difference between a 3- and 4-star hotel in Cheshire is the level of service and access to creature comforts. Three-star hotels are generally more economical and come with the services and amenities you need for your comfort, such as a gym, breakfast and WiFi. You can count on a bit more at a 4-star hotel — think upscale décor, deluxe toiletries and extras like on-site spa centers.

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