Photo by Ed Gaffny

Find 3 Star Hotels in Cheshire, MA from AED 242

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Check availability on Cheshire 3 Star Hotels

Tonight
23 Mar - 24 Mar
Tomorrow
24 Mar - 25 Mar
Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr

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

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1792)
"Very nice accomodations, more like a mini apartment than a motel room. "
The price is AED 474
AED 560 total
includes taxes & fees
25 Mar - 26 Mar
Vacation Village in the Berkshires
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.2 out of 10, Wonderful, (535)
"Cool vibe. Nice rooms and bedding. Would return!"
The price is AED 356
AED 398 total
includes taxes & fees
24 Mar - 25 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, (761)
"Easy check in, nice staff. Rug in the room was kind of musty. They were accommodating to me requesting to have a slightly later check out. Would return if in the area. "
The price is AED 382
AED 427 total
includes taxes & fees
28 Mar - 29 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (611)
"I loved it so much to do"
The price is AED 437
AED 540 total
includes taxes & fees
24 Mar - 25 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"This is a gem in the Berkshires! It is quaint yet cool. We stayed in winter, so nearby attractions were limited for non-skiers but I'd go again for the heated pool, pub, great rooms and wonderful staff!"
The price is AED 398
AED 608 total
includes taxes & fees
21 Apr - 22 Apr
The Red Lion Inn
Hotel Downstreet, Ascend Hotel Collection
Exterior

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff at this hotel were very kind and attentive. The town that the hotel is located in is very rundown, did not even have a café except for McDonald’s, and was very limited for shopping and restaurants. Obviously this is more to do with the area than the hotel itself. It’s a very old property but they have done their best to spruce it up but it definitely has not been renovated"
The price is AED 465
AED 520 total
includes taxes & fees
24 Mar - 25 Mar
Hotel Downstreet, Ascend Hotel Collection
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (695)
"This is my second time staying and I love the attention to detail. However I happened to be there on a Saturday in room 202 and I could hear the dj music in my room till 1 am. This seems like it will be a regular Saturday night thing in the dining room. I would inquire about the quietness of your room if you stay on a Saturday. Other than that no complaints "
The price is AED 400
AED 447 total
includes taxes & fees
30 Mar - 31 Mar
Hotel On North
Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (442)
"We had a great time at the hotel. My sons and I loved spending time in the pool and the hot tub. The bedroom was spacious, the kitchen had everything we needed, and the bathroom was ample and clean."
The price is AED 422
AED 554 total
includes taxes & fees
24 Mar - 25 Mar
Berkshire Mountain Lodge
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, (1005)
"Beautiful views of the lake with cozy rooms. Staff is excellent. "
The price is AED 340
AED 380 total
includes taxes & fees
30 Mar - 31 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Free WiFi, bed sheets

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

3.5 star property
8.6 out of 10, Excellent, (435)
"The Constance is so cute! We loved the aesthetic of the building and its proximity to town. We were able to walk to dinner, and Lenox is full of great food spots. The room itself was a great size, with beautiful green walls and old wooden furniture. The shower was to die for and I loved how they had Roku set up in the hotel room where you can sign into your own accounts and they would wipe your account from the tv when you left. Overall a great place, I would love to go back when it’s not the...
The price is AED 305
AED 340 total
includes taxes & fees
31 Mar - 1 Apr
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Unique rooms, great breakfast, complimentary apple cider is a treat, friendly staff "
The price is AED 242
AED 414 total
includes taxes & fees
30 Mar - 31 Mar
The Cornell Inn, Lenox & The Berkshires
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (549)
"Perfect spot to spend the weekend visiting my daughter at boarding school!! "
The price is AED 481
AED 537 total
includes taxes & fees
7 Apr - 8 Apr
Courtyard by Marriott Lenox Berkshires
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (379)
"Lovely place to stay. Wonderful breakfast."
The price is AED 625
AED 853 total
includes taxes & fees
6 Apr - 7 Apr
The Porches Inn at Mass MoCA
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (629)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is AED 549
AED 613 total
includes taxes & fees
30 Mar - 31 Mar
Hilton Garden Inn Lenox Pittsfield
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 Ponds at Foxhollow
Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (507)
"We came to ski and this place was perfect! It’s a time share so it is set up for longer stays but we only stayed the weekend. Our two bed / two bath suite seemed to be recently renovated and was clean. A huge plus is that there were a few electric chargers and so that made things extra convenient. Only real negative thing we will say is that the pool water was cloudy and grayish. The hot tub water was brownish. This was after school vacation week so maybe it is due for a good cleaning? "
Club Wyndham Bentley Brook
Gregory House Country Inn
Bar (on property)

Gregory House Country Inn

3.0 star property
9.0 out of 10, Wonderful, (4)
"Was a short stay but everything was great at the location…"
The price is AED 364
AED 404 total
includes taxes & fees
5 Apr - 6 Apr
Gregory House Country Inn
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (79)
"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 AED 248
AED 420 total
includes taxes & fees
24 Mar - 25 Mar
Blooming Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is AED 547
AED 600 total
includes taxes & fees
1 Apr - 2 Apr
Jiminy Peak Mountain Resort
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.4 out of 10, Very Good, (279)
"We had a gear time the owner was friendly. The premises were well kept and relaxing "
The price is AED 569
AED 635 total
includes taxes & fees
10 Apr - 11 Apr
Apple Tree Inn
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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 AED 702 per night from Mar 24 to Mar 25
AED 702
AED 784 total
includes taxes & fees
24 Mar - 25 Mar
9.6/10 Exceptional! (425 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 local cuisine.

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 AED 411

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.