Sheffield Hotel Guide - 4 Stars Hotels in Sheffield, Massachusetts

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Our top choices for Sheffield 4-star hotels

Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is Rp2.430.288
Rp2.850.362 total
includes taxes & fees
22 Jan - 23 Jan
Lakehouse Inn
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 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)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is Rp6.445.664
Rp7.797.422 total
includes taxes & fees
28 Jan - 29 Jan
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (145 reviews)
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
United States
Jeanette
The price is Rp4.130.646
Rp4.750.200 total
includes taxes & fees
19 Jan - 20 Jan
The White Hart
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10 reviews)
"Nice room. "
South Korea
JeongHoon
The price is Rp8.322.156
Rp9.570.479 total
includes taxes & fees
26 Jan - 27 Jan
9 Academy
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

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 Rp7.088.340
Rp7.917.675 total
includes taxes & fees
21 Jan - 22 Jan
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 Rp3.694.375
Rp4.126.595 total
includes taxes & fees
21 Jan - 22 Jan
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 Inn at Stockbridge
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 Rp5.140.775
Rp6.203.483 total
includes taxes & fees
15 Jan - 16 Jan
The Old Inn On The Green
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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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.

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FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield?
Expedia can help you quickly find the ideal 4-star hotel for your stay in Sheffield. Use our filter tool to fine-tune your search by things like budget, amenities and property star rating and get access to fantastic deals in a couple of clicks.

  • Search for the lowest price from Rp2.850.362

What's the difference between 5-star and 4-star hotels in Sheffield?
Offering a welcoming traveller experience and upmarket décor, 4-star hotels are a fabulous option for your Sheffield holiday. These types of accommodation generally come with loads of handy amenities that make it simple to unpack and recharge — think large beds, bathrobes, restaurants and gyms. Or live the high life at a 5-star hotel designed to spoil you with exclusive perks and amenities. Full-service health clubs, oversized bathrooms and world-class dining are typically included at these plush properties.
Does Sheffield have any 4-star all-inclusive resorts?
Enjoy a stress-free holiday experience where just about everything is included in the one upfront price by using our "All inclusive" filter. Staying within budget is a cinch when your accommodation, meals and many activities are already taken care of. Eager for more ideas? Check out the terrific deals on Expedia's standard 4-star options in and around Sheffield.