4 Stars Hotels in Sheffield, Massachusetts from CA $227

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Check availability on Sheffield 4 Star Hotels

Tonight
Mar 2 - Mar 3
Tomorrow
Mar 3 - Mar 4
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Sheffield 4-star hotels

Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (293 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is CA $193
CA $227 total
includes taxes & fees
Mar 6 - Mar 7
Lakehouse 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 CA $422
CA $511 total
includes taxes & fees
Mar 16 - Mar 17
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 CA $326
CA $382 total
includes taxes & fees
Mar 13 - Mar 14
The Inn at Stockbridge
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 CA $633
CA $708 total
includes taxes & fees
Mar 10 - Mar 11
33 Main
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
Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $416
CA $502 total
includes taxes & fees
Mar 3 - Mar 4
The Old Inn On The Green
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $299
CA $334 total
includes taxes & fees
Mar 3 - Mar 4
Hampton Terrace Inn
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
Interior

Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
4.5 star property
Winsted
10.0 out of 10, Exceptional, (4 reviews)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
United States
Jessica
Rock Hall Luxe Lodging
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sheffield.
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
The price is CA $750 per night from Mar 4 to Mar 5
CA $750
CA $903 total
Mar 4 - Mar 5
includes taxes & fees
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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 Sheffield

Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.

See all hotels in Sheffield
FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

Find out more about Sheffield

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Sheffield are calling your name. Known for providing first-rate service in amazing locations, each of the Sheffield 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Sheffield. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Sheffield, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Sheffield hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield?
To book a 4-star hotel in Sheffield that's within your budget, make use of Expedia's sort and search filters. Browse what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most wallet-friendly retreat first.

  • Search for the lowest price from CA $903

What's the difference between 5-star and 4-star hotels in Sheffield?
If you choose to book a stay at a 4-star hotel in Sheffield, you'll usually find loads of amenities to keep you relaxed, such as a restaurant, pool and gym. You can look forward to excellent service and upscale accommodations. Go for a 5-star hotel and you'll get a few extra perks — think concierge assistance, on-site spas and nightly turndown services. You'll most likely get more amenities and exclusive services at a 5-star stay, but both are great options for luxury guests.
Does Sheffield have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next dream getaway in Sheffield where just about everything is taken care of, from your room to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this destination.

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