Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from SAR 331

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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.

Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

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 SAR 539
SAR 602 total
includes taxes & fees
20 Jul - 21 Jul
Hotel Downstreet, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

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

3.5 star property
9.0 out of 10, Wonderful, (658)
"Wonderful property we’ve been coming here for years"
The price is SAR 469
SAR 577 total
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1830)
"Love it's peace and beautiful~"
The price is SAR 390
SAR 477 total
includes taxes & fees
24 Jun - 25 Jun
Vacation Village in the Berkshires
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (736)
"Best hotel in the Berkshire! "
The price is SAR 567
SAR 633 total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (492)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
The price is SAR 335
SAR 459 total
includes taxes & fees
23 Jun - 24 Jun
Berkshire Mountain Lodge
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (474)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is SAR 532
SAR 594 total
includes taxes & fees
23 Jun - 24 Jun
The Constance by the Lenox Collection
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (610)
"Amazing place . "
The price is SAR 510
SAR 569 total
includes taxes & fees
25 Jun - 26 Jun
Berkshires Untold
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is SAR 653
SAR 897 total
includes taxes & fees
25 Jun - 26 Jun
The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (794)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is SAR 409
SAR 457 total
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very good service and breakfast!"
The price is SAR 478
SAR 534 total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection
Courtyard by Marriott Lenox Berkshires
Property amenity

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 SAR 634
SAR 708 total
includes taxes & fees
23 Jun - 24 Jun
Courtyard by Marriott Lenox Berkshires
Gregory House Country Inn
Bar (on property)

Gregory House Country Inn

3.0 star property
9.4 out of 10, Exceptional, (30)
"Wonderful stay and the food is excellent"
The price is SAR 371
SAR 412 total
includes taxes & fees
22 Jun - 23 Jun
Gregory House Country Inn
The Porches Inn at Mass MoCA
Exterior

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 SAR 740
SAR 910 total
includes taxes & fees
23 Jun - 24 Jun
The Porches Inn at Mass MoCA
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (933)
"Amazing place!"
The price is SAR 597
SAR 666 total
includes taxes & fees
22 Jun - 23 Jun
Jiminy Peak Mountain Resort
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We loved the Cornell Inn. The property is well maintained inside and out. The welcome drink and brownie were a nice touch. The welcome bottle of wine in our room was also a lovely gesture. The breakfast will not disappoint and was delicious. We highly recommend this Inn."
The price is SAR 483
SAR 687 total
includes taxes & fees
24 Jun - 25 Jun
The Cornell Inn, Lenox & The Berkshires
Club Wyndham Bentley Brook
Exterior

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
Terrace/patio

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 SAR 737
SAR 824 total
includes taxes & fees
23 Jun - 24 Jun
Hilton Garden Inn Lenox Pittsfield
Apple Tree Inn
Seasonal outdoor pool

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
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (97)
"Great Place to stay in Small town"
The price is SAR 331
SAR 516 total
includes taxes & fees
23 Jun - 24 Jun
Blooming Inn
Gateways Inn & Restaurant
Room (King Room) | Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"very comfortable and pleasant hotel."
The price is SAR 1,084
SAR 1,265 total
includes taxes & fees
22 Jun - 23 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.
The Williams Inn

The Williams Inn

101 Spring Street, Williamstown, MA
The price is SAR 835 per night from Jul 13 to Jul 14
SAR 835
SAR 933 total
13 Jul - 14 Jul
includes taxes & fees
9.6/10 Exceptional! (456 reviews)
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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.

See all hotels in Cheshire
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 SAR 522

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.