Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from AED 269

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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, (1002)
"friendly staff nice area"
The price is AED 528
AED 589 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Downstreet, Ascend Hotel Collection

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (598)
"Amazing place . "
The price is AED 555
AED 620 total
includes taxes & fees
2 Jun - 3 Jun
Berkshires Untold

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great location, friendly staff, and clean/comfortable room!"
The price is AED 468
AED 523 total
includes taxes & fees
8 Jun - 9 Jun
The Black Swan Lee - Lenox, 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, (642)
"Wonderful property we’ve been coming here for years"
The price is AED 426
AED 528 total
includes taxes & fees
2 Jun - 3 Jun
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, (1000)
"Helpful check-in. Charming inn. Fascinating nooks, crannies, antiques, and paintings. The porch is great."
The price is AED 632
AED 870 total
includes taxes & fees
5 Jun - 6 Jun
The Red Lion Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (729)
"Wonderful stay, room was great and staff was friendly. "
The price is AED 558
AED 624 total
includes taxes & fees
2 Jun - 3 Jun
Hotel On North

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (482)
"wonderful place to stay. everything just perfect. "
The price is AED 437
AED 570 total
includes taxes & fees
2 Jun - 3 Jun
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (786)
"Great place."
The price is AED 400
AED 447 total
includes taxes & fees
2 Jun - 3 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1814)
"The property was clean and the staff very accommodated."
The price is AED 354
AED 436 total
includes taxes & fees
16 Jun - 17 Jun
Vacation Village in the Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (464)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is AED 494
AED 552 total
includes taxes & fees
12 Jun - 13 Jun
The Constance by the Lenox Collection

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (387)
"Phenomenal room, staff and location! We loved The Porches!!"
The price is AED 715
AED 954 total
includes taxes & fees
30 Jun - 1 Jul
The Porches Inn at Mass MoCA

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (556)
"Easy access to town..."
The price is AED 621
AED 693 total
includes taxes & fees
8 Jun - 9 Jun
Courtyard by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"The Inn was beautiful and the staff were knowledgeable and friendly "
The price is AED 520
AED 725 total
includes taxes & fees
4 Jun - 5 Jun
The Cornell Inn, Lenox & The Berkshires

Gregory House Country Inn

3.0 star property
9.0 out of 10, Wonderful, (16)
"Excellent stay and fabulous reataurant"
The price is AED 364
AED 404 total
includes taxes & fees
14 Jun - 15 Jun
Gregory House Country Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (525)
"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, (631)
"A bit pricey for the area and the elevator on my floor was out of order, but overall, it was a great stay."
The price is AED 687
AED 767 total
includes taxes & fees
15 Jun - 16 Jun
Hilton Garden Inn Lenox Pittsfield

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (93)
"Convenient location Good rooms with facilities Easy access "
The price is AED 269
AED 444 total
includes taxes & fees
18 Jun - 19 Jun
Blooming Inn

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (931)
"Amazing place!"
The price is AED 526
AED 587 total
includes taxes & fees
2 Jun - 3 Jun
Jiminy Peak Mountain Resort

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (472)
"Great historic inn loaded with interesting common areas and furnishings."
The price is AED 663
AED 811 total
includes taxes & fees
16 Jun - 17 Jun
Whistler's Inn Bed & Breakfast

The Revival House

3.0 star property
The price is AED 617
AED 689 total
includes taxes & fees
2 Jun - 3 Jun
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.
Still don't see what you're looking for?
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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.

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.