Cheshire Hotel Guide - 4 Stars Hotels in Cheshire, Massachusetts

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Our top choices for Cheshire 4-star hotels

Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (573 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is Rp3.350.364
Rp3.742.357 total
includes taxes & fees
11 Mar - 12 Mar
The Williams Inn
Terrace/patio

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is Rp1.835.124
Rp2.049.783 total
includes taxes & fees
1 Mar - 2 Mar
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (292 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is Rp2.423.232
Rp2.842.088 total
includes taxes & fees
15 Feb - 16 Feb
Lakehouse Inn
Room #10 Queen's Cottage | Living room | Flat-screen TV

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (135 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is Rp5.207.761
Rp6.300.034 total
includes taxes & fees
27 Feb - 28 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is Rp6.899.480
Rp7.706.719 total
includes taxes & fees
25 Feb - 26 Feb
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is Rp3.683.649
Rp4.114.614 total
includes taxes & fees
18 Feb - 19 Feb
Hampton Terrace Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is Rp4.018.526
Rp4.713.186 total
includes taxes & fees
22 Feb - 23 Feb
The Inn at Stockbridge
Front of property – evening/night

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Cheshire?
With Expedia's search and sort filters, locking in a superb deal on a 4-star hotel in Cheshire just got easier. Start by entering your chosen arrival date and length of your stay. Then sort the results by price and pick a property that best matches your style and budget.

  • Search for the lowest price from Rp2.049.783

What's the difference between 5-star and 4-star hotels in Cheshire?
Offering a welcoming traveller experience and upscale décor, 4-star hotels are a fantastic option for your Cheshire break. These kinds of accommodation generally feature lots of useful amenities that make it a breeze to unpack and unwind — think large beds, bathrobes, gyms and pools. Or get a taste of the high life at a 5-star hotel designed to spoil you with luxury perks and amenities. Full-service health clubs, premium toiletries and fine dining are typically included at these deluxe properties.
Does Cheshire have any 4-star all-inclusive resorts?
Enjoy a relaxing holiday experience where just about everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is easy when your room, food and many activities are already taken care of. Eager for more ideas? Check out the terrific offers on our standard 4-star hotels in and around Cheshire.