Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from SAR 253

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

Hotel Downstreet
Exterior

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1043)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "
The price is SAR 436
SAR 487 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Downstreet
The Red Lion Inn
Front of property

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1020)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and...
The price is SAR 544
SAR 776 total
includes taxes & fees
1 Dec - 2 Dec
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (568)
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us. "
The price is SAR 484
SAR 593 total
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (442)
"Staff were very friendly and the rooms were decorated adorably! We absolutely enjoyed our stay! "
The price is SAR 449
SAR 502 total
includes taxes & fees
25 Nov - 26 Nov
Life House Berkshires
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is SAR 634
SAR 733 total
includes taxes & fees
1 Dec - 2 Dec
Vacation Village in the Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Terrace/patio

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

3.5 star property
8.6 out of 10, Excellent, (404)
"This was a comfortable, clean room in a great little shopping and dining neighborhood. The staff was very friendly and helpful. I look forward to staying here again! "
The price is SAR 366
SAR 409 total
includes taxes & fees
25 Nov - 26 Nov
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1012)
"Great stay"
The price is SAR 357
SAR 399 total
includes taxes & fees
9 Dec - 10 Dec
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (682)
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"
The price is SAR 371
SAR 414 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Exterior

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (411)
"Loved our room. Very clean"
The price is SAR 619
SAR 767 total
includes taxes & fees
25 Nov - 26 Nov
Berkshire Mountain Lodge
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (650)
"Very nice!"
The price is SAR 544
SAR 608 total
includes taxes & fees
26 Nov - 27 Nov
Hotel On North
Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (490)
"Amazing location and service!"
Club Wyndham Bentley Brook
The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
8.8 out of 10, Excellent, (1035)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is SAR 458
SAR 537 total
includes taxes & fees
25 Nov - 26 Nov
The Cornell Inn, Lenox
Courtyard by Marriott Lenox Berkshires
Lobby lounge

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (533)
"Nice, friendly staff. large lobby area with multiple seating areas. Coffee over priced. "
The price is SAR 458
SAR 512 total
includes taxes & fees
5 Dec - 6 Dec
Courtyard by Marriott Lenox Berkshires
The Porches Inn at Mass MoCA
Outdoor pool

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (369)
"We had an excellent time and loved all the beautiful details. Will definitely stay here again."
The price is SAR 603
SAR 737 total
includes taxes & fees
23 Dec - 24 Dec
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, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is SAR 559
SAR 614 total
includes taxes & fees
26 Nov - 27 Nov
Jiminy Peak Mountain Resort
Hilton Garden Inn Lenox Pittsfield
Exterior

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (618)
"Check in and check out where quick and easy. The room was comfortable and clean. The staff were nice and accommodating. Central location to surrounding attractions. "
The price is SAR 512
SAR 572 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Lenox Pittsfield
Blooming Inn
Room

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (72)
"It was a quaint place, perfect for B&B. The location was excellent! "
The price is SAR 253
SAR 430 total
includes taxes & fees
25 Nov - 26 Nov
Blooming Inn
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (117)
"Lovely, natural site."
The Ponds at Foxhollow by Capital Vacations
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is SAR 713
SAR 797 total
includes taxes & fees
25 Nov - 26 Nov
Chambery Inn
Whistler's Inn Bed & Breakfast
Interior

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is SAR 614
SAR 758 total
includes taxes & fees
8 Dec - 9 Dec
Whistler's Inn Bed & Breakfast
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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 765 per night from Dec 2 to Dec 3
SAR 765
SAR 854 total
includes taxes & fees
2 Dec - 3 Dec
9.6/10 Exceptional! (374 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.

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 589

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.
What is the difference between a 3-star hotel and a motel in Cheshire?
Motels generally offer cheaper rates compared to hotels, which makes them ideal if you’re touring around Cheshire on a budget. A great option for overnight trips, these roadside accommodations come with simply furnished rooms, basic services and on-site parking. Opt for a 3-star hotel and you can expect to pay more for additional space, comfort and conveniences. Travelers can take advantage of things like a gym, free WiFi and meeting rooms at this property type.
Do any 3-star hotels in Cheshire have a pool?
Take dips in between seeing the sights at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel or Club Wyndham Bentley Brook. They’re popular 3-star properties that have a pool in Cheshire. The summer months of June, July and August are a terrific time to book a hotel with a pool here. If you arrive in the warmest month of July, you’ll experience average temperatures of 15ºC at night to 25ºC during the day.
What 3-star hotels in Cheshire have an on-site restaurant?
Secure a room at Hotel On North and dine without venturing from the comfort of your accommodations. Mountain views and premium bedding are two other useful amenities at this popular 3-star option in Cheshire. Feeling hungry after a full day of activities? See what’s cooking at the on-site restaurant at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, which also features winery tour options and a cafe.
Do any 3-star hotels in Cheshire have WiFi?
Take advantage of the WiFi at Hotel On North and easily post your fantastic pictures of Cheshire. Club Wyndham Bentley Brook is another 3-star hotel where you can go online during your vacation. WiFi may be included in the room rate or available for an extra fee, so be sure to check before you book.
What 3-star hotels in Cheshire have parking?
Our top recommendations are Club Wyndham Bentley Brook and Hotel On North. Both these 3-star stays in Cheshire come with parking, making it simple for you to grab the keys and go. When you’ve covered the famous sights in the city, why not refuel and explore a little farther out? A couple of excellent day trip recommendations from central Cheshire include Saratoga Spa State Park and New York State Museum.