Compare and book 4 Star hotels in Sheffield, Massachusetts

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Check availability on Sheffield 4 Star Hotels

Top Sheffield 4 Star Hotels

Our top choices for Sheffield 4-star hotels

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (137)
"Restaurant was fabulous. Rooms were quaint and comfortable. Staff was excellent "
The price is 8.654.346 ₫
9.952.629 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The White Hart

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is 7.630.770 ₫
9.207.971 ₫ total
includes taxes & fees
25 Aug - 26 Aug
The Old Inn On The Green

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! "
The price is 16.287.747 ₫
18.193.413 ₫ total
includes taxes & fees
27 Aug - 28 Aug
33 Main

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 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 8.143.084 ₫
9.851.008 ₫ total
includes taxes & fees
3 Sept - 4 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

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 8.364.903 ₫
9.343.483 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hampton Terrace Inn

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is 14.472.150 ₫
16.642.972 ₫ total
includes taxes & fees
7 Sept - 8 Sept
9 Academy

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

Rock Hall Luxe Lodging

4.5 star property
10.0 out of 10, Exceptional, (4)
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
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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.

Top Sheffield Hotel Reviews

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 matches your budget, make use of Expedia's sort and search filters. Check out the availability during your getaway dates and use our pricing filter to set your limit. You can also list your results by the most affordable option first.

  • Search for the lowest price from 7.630.770 ₫

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 conveniences to keep you comfortable, such as a gym, restaurant and pool. You can look forward to excellent service and upscale accommodation. Go for a 5-star hotel and you'll get a few extra bells and whistles — think concierge assistance, on-site spas and indulgent turndown services. You'll most likely get more amenities and premium services at a 5-star retreat, but both are terrific options for luxury guests.
Does Sheffield have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream hotel in Sheffield where just about everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this popular destination.