A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

Interior detail

1. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
$182 nightly
The price is $203
Oct 29 - Oct 30
Total with taxes and fees
Wilder House Berkshires
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

2. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$384 nightly
The price is $429
Nov 2 - Nov 3
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
$75 nightly
The price is $84
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Great Barrington
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (924 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 1 - Nov 2
Total with taxes and fees
Monument Mountain Motel
A modern hotel lobby with seating areas, tables, and a reception desk.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (836 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
$83 nightly
The price is $93
Nov 12 - Nov 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
$79 nightly
The price is $88
Oct 18 - Oct 19
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (815 reviews)
"Excellent room! Clean and good breakfast!"
Canada
Kelly
$144 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two single beds, a nightstand with a lamp, a window with natural light, and an air conditioning unit on the wall.

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (56 reviews)
"great place!"
United States
ERIK
$112 nightly
The price is $125
Nov 14 - Nov 15
Total with taxes and fees
East Rock Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

9. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (451 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Oct 18 - Oct 19
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A large house with a balcony and a grassy yard.

10. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (627 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
$115 nightly
The price is $128
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

11. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (146 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
$166 nightly
The price is $186
Nov 15 - Nov 16
Total with taxes and fees
Little Cat Lodge
A dining area with round tables set for two, a fireplace, and a mural on the wall.

12. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (93 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$319 nightly
The price is $350
Nov 1 - Nov 2
Total with taxes and fees
The Old Inn On The Green
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

13. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.0 out of 10, Wonderful, (9 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
$148 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

14. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (232 reviews)
"Quiet room Wonderful breakfast Pleasant atmosphere"
United States
Donna
$190 nightly
The price is $219
Oct 19 - Oct 20
Total with taxes and fees
Blackberry River Inn
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

15. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (280 reviews)
"We absolutely loved our two nights at the Alander, Jason, Reid, and Presley were amazing and kind and we absolutely encourage anyone thinking to stay here to do so!"
United States
Joseph
$165 nightly
The price is $185
Oct 31 - Nov 1
Total with taxes and fees
the Alander
A dining table with pastries, a coffee pot, and a vase of sunflowers.

16. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
$254 nightly
The price is $284
Oct 25 - Oct 26
Total with taxes and fees
Granville House
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

17. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (45 reviews)
"Great stay!"
United States
Conor
$345 nightly
The price is $385
Nov 10 - Nov 11
Total with taxes and fees
Prospect Berkshires
A hotel room with a bed, a desk, and two wall-mounted lamps.

18. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (703 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
$65 nightly
The price is $73
Nov 6 - Nov 7
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A covered porch with wicker furniture and hanging flower baskets.

19. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,004 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$191 nightly
The price is $214
Nov 5 - Nov 6
Total with taxes and fees
The Red Lion Inn
A building with a porch and multiple windows, surrounded by purple flowers.

20. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
$135 nightly
The price is $150
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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.
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Top Sheffield Hotel Reviews

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Sitting around the fire pit after a long day of leaf peeping was glorious..."
Steve 2-night trip
Posted 3 hours ago
Courtyard by Marriott Lenox Berkshires

Find out more about Sheffield

Sheffield Country Houses information

Number of reviews
5,521
Accommodation
5 Country Houses
Lowest Price
$73
Highest Price
$429

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