Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from SAR 390

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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
Exterior

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1004)
"The hotel staff were very helpful, the room was comfortable/clean, and there was a lot to do in the area"
The price is SAR 443
SAR 495 total
includes taxes & fees
9 Mar - 10 Mar
Hotel Downstreet, Ascend Hotel Collection
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (502)
"Life House Berkshires looks great, but no one actually works there. Or at least that's how it seemed during our stay. I never got the welcome text they said I would get to be able to communicate with staff. I called the 800 number once to try to get someone and couldn't get a person. I finally did get a person the next time I tried that number and that was to tell them that when we came back for the day after housekeeping had been there, our sink was clogged with muddy water. Not sure if it was...
The price is SAR 400
SAR 447 total
includes taxes & fees
7 Mar - 8 Mar
Life House Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (738)
"Great for the money. Unfortunately the jacuzzi was non-functional which was the one thing I was looking forward to after a ski day. Hotel staff was amazing."
The price is SAR 390
SAR 436 total
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (597)
"Just spent 3 nights. Kids enjoyed all the amenities. Rooms were decent. Staff was friendly. We will be going back. "
The price is SAR 446
SAR 551 total
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
The Red Lion Inn
Front of property

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"The heated pool . Nice to go outside for a swim when it's 23 degrees outside ."
The price is SAR 548
SAR 779 total
includes taxes & fees
25 Mar - 26 Mar
The Red Lion Inn
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (683)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."
The price is SAR 409
SAR 457 total
includes taxes & fees
2 Mar - 3 Mar
Hotel On North
Vacation Village in the Berkshires
Exterior

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1765)
"Great place for a family vacation. Property very clean, quiet, and well organized "
The price is SAR 409
SAR 486 total
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires
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, (1000)
"Two adults and a baby to enjoy winter wonderland: it worked very well! Very close to everything! "
The price is SAR 411
SAR 459 total
includes taxes & fees
2 Mar - 3 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection
Courtyard by Marriott Lenox Berkshires
Lobby

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (548)
"Great property close to shopping and very clean. "
The price is SAR 476
SAR 532 total
includes taxes & fees
9 Mar - 10 Mar
Courtyard by Marriott Lenox Berkshires
Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (503)
"Have been coming to Bentley for years- love the ski on/ski off for JiminyPeak. The staff is very nice, very welcoming- a definite keeper!"
Club Wyndham Bentley Brook
Hilton Garden Inn Lenox Pittsfield
Exterior

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (627)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 490
SAR 547 total
includes taxes & fees
24 Feb - 25 Feb
Hilton Garden Inn Lenox Pittsfield
The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Staff were helpful and engaging. The fireplace in the room made it extra comfy. So many delights and surprises made for an excellent experience! "
The price is SAR 390
SAR 457 total
includes taxes & fees
13 Mar - 14 Mar
The Cornell Inn, Lenox
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Exterior

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

3.5 star property
8.6 out of 10, Excellent, (428)
"The staff here is truly concerned about there customers. Everything is in place when you arrive, . Our room was very clean and comfortable. Thank you to all for making our stay a great experience. "
The price is SAR 391
SAR 437 total
includes taxes & fees
25 Feb - 26 Feb
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Berkshire Mountain Lodge
Front of property

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (432)
"We had a great stay. Pool was great, room was good, the pull out couch was a little uncomfortable, but when aren't they. The game room needed updating as one arcade machine was broken. Kitchen was great in the room, and the whole hotel had a good vibe to it!"
The price is SAR 484
SAR 615 total
includes taxes & fees
2 Mar - 3 Mar
Berkshire Mountain Lodge
The Porches Inn at Mass MoCA
Outdoor pool

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (376)
"Lovely place to stay. Wonderful breakfast."
The price is SAR 671
SAR 834 total
includes taxes & fees
23 Feb - 24 Feb
The Porches Inn at Mass MoCA
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is SAR 447
SAR 499 total
includes taxes & fees
23 Feb - 24 Feb
The Ponds at Foxhollow
Chambery Inn
Front of property

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
23 Feb - 24 Feb
Chambery Inn
Blooming Inn
Room

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (78)
"This is a great venue. It is affordably priced, conveniently located, artfully maintained in accordance with it original style (wooden floors and picket rail porch, antique furniture, etc.). I felt unique and pampered in my room. I even heard a train whistle nearby in the early wee hours of the morning, reassuring and comforting rather than disturbing. I hope to return for a longer stay."
The price is SAR 307
SAR 489 total
includes taxes & fees
3 Mar - 4 Mar
Blooming Inn
Apple Tree Inn
Exterior

Apple Tree Inn

3.0 star property
8.4 out of 10, Very Good, (277)
"Friendly, welcoming, accommodating! We will visit again and recommend this place to others."
The price is SAR 587
SAR 656 total
includes taxes & fees
23 Feb - 24 Feb
Apple Tree Inn
Gateways Inn & Restaurant
Front of property

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"Always a good place to stay. And so convenient to walk to all the restaurants and shops in town."
The price is SAR 821
SAR 958 total
includes taxes & fees
25 Mar - 26 Mar
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 672 per night from Feb 23 to Feb 24
SAR 672
SAR 750 total
includes taxes & fees
23 Feb - 24 Feb
9.6/10 Exceptional! (414 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 473

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.