Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from SAR 273

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Check availability on Cheshire 3 Star Hotels

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

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"The property was clean and the staff very accommodated."
The price is SAR 443
SAR 536 total
includes taxes & fees
11 May - 12 May
Vacation Village in the Berkshires

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (576)
"Excellent stay at this beautiful property!"
The price is SAR 387
SAR 432 total
includes taxes & fees
4 May - 5 May
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, (627)
"Great for Family Vacation...will be back!"
The price is SAR 402
SAR 501 total
includes taxes & fees
14 May - 15 May
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)
"Quaint & hospitable!"
The price is SAR 559
SAR 792 total
includes taxes & fees
4 May - 5 May
The Red Lion Inn

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"The hotel services were really nice and the rooms were spacious. "
The price is SAR 475
SAR 531 total
includes taxes & fees
4 May - 5 May
Hotel Downstreet, Ascend Hotel Collection

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (712)
"Excellent service great modern love would definitely stay again"
The price is SAR 435
SAR 486 total
includes taxes & fees
12 May - 13 May
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (778)
"Great place."
The price is SAR 371
SAR 415 total
includes taxes & fees
28 May - 29 May
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, (1004)
"Beautiful hotel and very friendly staff."
The price is SAR 414
SAR 463 total
includes taxes & fees
18 May - 19 May
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (443)
"good location"
The price is SAR 304
SAR 340 total
includes taxes & fees
4 May - 5 May
The Constance, The Whitlock, & The Dewey By The Lenox Collection

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (470)
"Nice and safe place to stay and relax. Very good friendly staff. "
The price is SAR 439
SAR 574 total
includes taxes & fees
11 May - 12 May
Berkshire Mountain Lodge

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (553)
"Clean , Nice staff , quiet "
The price is SAR 634
SAR 708 total
includes taxes & fees
11 May - 12 May
Courtyard by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Quiet, friendly, convenient"
The price is SAR 501
SAR 707 total
includes taxes & fees
5 May - 6 May
The Cornell Inn, Lenox & The Berkshires

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (384)
"Phenomenal room, staff and location! We loved The Porches!!"
The price is SAR 638
SAR 871 total
includes taxes & fees
18 May - 19 May
The Porches Inn at Mass MoCA

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (630)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 621
SAR 693 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Lenox Pittsfield

Gregory House Country Inn

3.0 star property
8.6 out of 10, Excellent, (9)
"What a great group of folks running this place . . . feels like home. And having a restaurant/bar on site is a huge, huge plus."
The price is SAR 371
SAR 412 total
includes taxes & fees
16 May - 17 May
Gregory House Country Inn

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (520)
"It's very quiet "
Club Wyndham Bentley Brook

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (87)
"Owners were very helpful and accommodating. Room was charming. Extremely quiet- I got two terrific nights of sleep staying there. "
The price is SAR 273
SAR 452 total
includes taxes & fees
5 May - 6 May
Blooming Inn

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Staff was exceptionally helpful and friendly."
The price is SAR 503
SAR 562 total
includes taxes & fees
4 May - 5 May
Jiminy Peak Mountain Resort

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is SAR 713
SAR 796 total
includes taxes & fees
11 May - 12 May
Chambery Inn
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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.

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