Compare and book 4 Star hotels in Sheffield, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Sheffield 4 Star Hotels

Top Sheffield 4 Star Hotels

The White Hart
4.0 star property
9.6 out of 10, Exceptional, (140)
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
The price is 8.663.226 ₫
9.962.842 ₫ total
includes taxes & fees
23 Oct - 24 Oct
The White Hart
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (285)
"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "
The price is 4.793.880 ₫
5.622.502 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Lakehouse Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (107)
"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. "
The price is 8.151.440 ₫
9.861.117 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
The price is 8.033.700 ₫
9.694.437 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Old Inn On The Green
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Seven Hills Inn
9 Academy
4.0 star property
8.6 out of 10, Excellent, (7)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is 13.005.375 ₫
14.956.181 ₫ total
includes taxes & fees
14 Oct - 15 Oct
9 Academy
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (131)
"Great place!!!"
Devonfield Inn B&B
33 Main
4.0 star property
10.0 out of 10, Exceptional, (72)
"The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast dining."
The price is 13.933.860 ₫
15.564.043 ₫ total
includes taxes & fees
2 Nov - 3 Nov
33 Main
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 7.794.006 ₫
8.705.897 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Terrace Inn
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The price is 9.743.693 ₫
11.428.136 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Stockbridge
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
Save an average of 15% on thousands of hotels when you're signed in

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
Still don't see what you're looking for?
See all properties in Sheffield.
You can also use these popular filters to refine your search.
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 5.622.502 ₫

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.