Photo by Ed Gaffny

Cheshire Hotel Guide - 4 Stars Hotels in Cheshire, Massachusetts

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Check availability on Cheshire 4 Star Hotels

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Cheshire 4 Star Hotels

The Williams Inn
Stunning hotel with a blend of traditional and modern architecture, surrounded by beautifully maintained gardens and a serene water feature.

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (477)
"The property was spacious but still had a cozy feel. "
The price is Rp4.120.300
Rp4.602.396 total
includes taxes & fees
11 Aug - 12 Aug
The Williams Inn
The Central Downtown Inn & Suites
Compact kitchen with modern design, featuring white and wood cabinetry, refrigerator, coffee maker, and toaster.

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is Rp2.116.245
Rp2.363.796 total
includes taxes & fees
6 Aug - 7 Aug
The Central Downtown Inn & Suites
Lakehouse Inn
Relax on the deck with a glass of wine, taking in the serene views of the surrounding water and lush landscape.

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (275)
"Great Views & Hospitality"
Lakehouse Inn
Devonfield Inn B&B
Stunning two-story house with a central entrance and beautifully manicured lawn.

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
33 Main
Features a sleek glass-enclosed shower, vanity with sink and mirror, toilet, and bidet.

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
33 Main
Seven Hills Inn
Enjoy meals in this elegant dining area with a central round table and comfortable seating.

Seven Hills Inn

4.0 star property
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Seven Hills Inn
The Inn at Stockbridge
Stroll through the serene park and enjoy the soothing sounds of the multi-tiered fountain surrounded by lush trees and a shaded walkway.

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy meals in this inviting dining room with a large table, comfortable chairs, and ample natural light.

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is Rp6.436.758
Rp7.786.653 total
includes taxes & fees
13 Aug - 14 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hampton Terrace Inn
Welcome to this charming two-story house with a cozy front porch and balcony, featuring a wreath above the door and green shutters.

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
The price is Rp5.576.060
Rp6.228.322 total
includes taxes & fees
4 Aug - 5 Aug
Hampton Terrace Inn
Garden Gables Inn
Stunning mountain retreat with a spacious porch and multiple windows, surrounded by snow-covered trees and a well-lit pathway.

Garden Gables Inn

4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
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Photo by Ed Gaffny
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Top Cheshire Hotel Reviews

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 Rp2.116.245

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.