Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from AED 324

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Check availability on Cheshire 3 Star Hotels

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

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Staff super friendly, most comfortable beds imo I’ve slept in. I sleep better there then at my house."
The price is AED 528
AED 589 total
includes taxes & fees
22 Jul - 23 Jul
Hotel Downstreet, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is AED 459
AED 564 total
includes taxes & fees
24 Jun - 25 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1835)
"second time stayed here. Love it!"
The price is AED 382
AED 467 total
includes taxes & fees
24 Jun - 25 Jun
Vacation Village in the Berkshires

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (737)
"Best hotel in the Berkshire! "
The price is AED 536
AED 599 total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (493)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is AED 512
AED 572 total
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (611)
"Good Attentive Staff with Good Comfortable Room."
The price is AED 2,079
AED 2,322 total
includes taxes & fees
27 Jun - 28 Jun
Berkshires Untold

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had excellent stay at the Red Lion Inn "
The price is AED 645
AED 885 total
includes taxes & fees
26 Jun - 27 Jun
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (796)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is AED 400
AED 447 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very good service and breakfast!"
The price is AED 468
AED 523 total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (557)
"clean spacious rooms and common ateas"
The price is AED 621
AED 693 total
includes taxes & fees
30 Jun - 1 Jul
Courtyard by Marriott Lenox Berkshires

Gregory House Country Inn

3.0 star property
9.4 out of 10, Exceptional, (32)
"Wonderful stay and the food is excellent"
The price is AED 413
AED 459 total
includes taxes & fees
29 Jun - 30 Jun
Gregory House Country Inn

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (390)
"Phenomenal room, staff and location! We loved The Porches!!"
The price is AED 856
AED 1,038 total
includes taxes & fees
21 Jul - 22 Jul
The Porches Inn at Mass MoCA

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (936)
"Amazing place!"
The price is AED 584
AED 652 total
includes taxes & fees
25 Jun - 26 Jun
Jiminy Peak Mountain Resort

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is AED 473
AED 672 total
includes taxes & fees
24 Jun - 25 Jun
The Cornell Inn, Lenox & The Berkshires

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (527)
"We loved the suite we stayed in. The shower was small, but the water pressure and water temperature were great. Beautiful area!"
Club Wyndham Bentley Brook

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is AED 721
AED 806 total
includes taxes & fees
26 Jun - 27 Jun
Hilton Garden Inn Lenox Pittsfield

Apple Tree Inn

3.0 star property
8.4 out of 10, Very Good, (286)
"The setting is beautiful, the air is fresh, and the atmosphere is calm. Ideal for anyone looking to disconnect and recharge."
Apple Tree Inn

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (98)
"Great Place to stay in Small town"
The price is AED 324
AED 505 total
includes taxes & fees
7 Jul - 8 Jul
Blooming Inn

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"very comfortable and pleasant hotel."
The price is AED 1,061
AED 1,238 total
includes taxes & fees
24 Jun - 25 Jun
Gateways Inn & Restaurant
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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 wildlife.

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

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 437

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.