Find Extended Stay Hotels in Sheffield, MA

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Top Sheffield Extended Stay Hotels | Reserve now, pay later

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$630 nightly
The price is $704
Nov 24 - Nov 25
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County

Cheerful 3-bedroom cottage with woodstove

Sheffield
10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$450 nightly
The price is $503
Nov 23 - Nov 24
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$116 nightly
The price is $128
Dec 2 - Dec 3
Total with taxes and fees
Shaker Mill Inn

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (763)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$99 nightly
The price is $110
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (789)
"Place was great!"
United States
Benjamin
$119 nightly
The price is $133
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$164 nightly
The price is $183
Nov 23 - Nov 24
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
$130 nightly
The price is $146
Dec 7 - Dec 8
Total with taxes and fees
East Rock Inn

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
$100 nightly
The price is $113
Nov 30 - Dec 1
Total with taxes and fees
The Brooks Motel

the suite @ barn & bike - private, bucolic, serene setting

Red Hook
9.8 out of 10, Exceptional, (14)
"The hosts were great communicators! The space was artistic with a relaxing vibe. Comfortable, quiet and clean. We would love to return for another stay. "
United States
Katherine B.
$181 nightly
The price is $203
Nov 25 - Nov 26
Total with taxes and fees
the suite @ barn & bike - private, bucolic, serene setting

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (134)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
$127 nightly
The price is $142
Dec 5 - Dec 6
Total with taxes and fees
The Ponds at Foxhollow
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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Most booked related extended stays in Sheffield in 2025

Frequently asked questions

Why book an extended stay hotel in Sheffield through Expedia?
If you're searching for a long-term rental for your extended stay in Sheffield, Expedia's got your back. Simply filter your results by price, rating and location to find your ideal long-term stay. Some of these great properties may even offer discounted weekly rates. Want to learn how to score the best deals? Sign up to become an Expedia member for free and save big bucks with exclusive offers — plus you'll earn reward points on every booking. Our extended stay hotels in Sheffield have conveniences like refrigerators and dining areas, so even though you're far away, you can still enjoy the feeling of home.
What can I expect from an extended stay hotel?
Save money while enjoying comfort and convenience with an extended stay hotel in Sheffield. Whether you're looking for a modest studio for yourself or spacious accommodations that'll fit your traveling buddies too, these types of properties provide amenities designed to make you feel at home. In addition to standard conveniences like a pool and a restaurant, many extended stay hotels have kitchens and a washer and dryer area. This means you can cook your own meals and wash your own clothes, allowing you to keep a little jingle in your pocket. Competitive weekly rates can stretch your savings even further.

Top Sheffield Hotel Reviews

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