Find hotels in Sheffield, MA from NT$2,709

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Compare 1,264 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (37)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
United States
Marina
The price is NT$4,974
NT$5,556 total
includes taxes & fees
Nov 11 - Nov 12
Wilder House Berkshires
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1003)
"We had a lakeside room which was wonderful!"
United States
Nancy
The price is NT$3,367
NT$3,761 total
includes taxes & fees
Nov 11 - Nov 12
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (787)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is NT$2,848
NT$3,181 total
includes taxes & fees
Nov 2 - Nov 3
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1026)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is NT$3,292
NT$3,677 total
includes taxes & fees
Nov 2 - Nov 3
The Yankee, Trademark Collection by Wyndham
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (773)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is NT$3,596
NT$4,446 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1002)
"Very friendly staff. "
United States
Pamela
The price is NT$3,955
NT$5,618 total
includes taxes & fees
Nov 6 - Nov 7
The Cornell Inn, Lenox & The Berkshires
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (742)
"Great stay, perfect "
United States
Lawrence
Berkshire Mountain Lodge
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1026)
"Food was great!"
United States
Emily
The price is NT$4,575
NT$6,482 total
includes taxes & fees
Nov 13 - Nov 14
The Red Lion Inn
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel
The Brooks Motel
2.0 star property
7.4 out of 10, Good, (113)
"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."
United States
Robert
The Brooks Motel
Dinner served, American cuisine
the Alander
the Alander
2.5 star property
9.0 out of 10, Wonderful, (179)
"Very nice clean place in a beautiful area. "
United States
Wayne
The price is NT$4,303
NT$4,820 total
includes taxes & fees
Nov 2 - Nov 3
the Alander
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
The price is NT$3,632
NT$4,057 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (686)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is NT$3,289
NT$3,674 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (747)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
United States
Denise
The price is NT$4,391
NT$4,905 total
includes taxes & fees
Nov 6 - Nov 7
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Front of property
Chambery Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (371)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
United States
Mary
Chambery Inn
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (151)
"The highlight of our 10 day trip through the northeast"
United States
bruce
The price is NT$5,046
NT$5,803 total
includes taxes & fees
Nov 4 - Nov 5
Blackberry River Inn
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (12)
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
United States
Andy
The price is NT$8,161
NT$10,146 total
includes taxes & fees
Nov 9 - Nov 10
Prospect Berkshires
Terrace/patio
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (409)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
The price is NT$3,224
NT$3,708 total
includes taxes & fees
Nov 6 - Nov 7
Locust Tree Bed and Breakfast LLC
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (584)
"Fabulous place"
United States
Mary
The price is NT$3,904
NT$4,360 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Lenox Berkshires
Exterior
The Whitlock
The Whitlock
2.0 star property
8.6 out of 10, Excellent, (277)
"The Whitlock is in a great location. The bed was very comfortable and the staff was extremely friendly and knowledgeable. I definitely recommend staying here. Just steps away from town. "
United States
Sarah
The price is NT$4,396
NT$4,910 total
includes taxes & fees
Nov 19 - Nov 20
The Whitlock
Free daily continental breakfast
Inn at Pine Plains
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (297)
"Very nice spacious room and a good value."
United States
Theodore
The price is NT$7,599
NT$8,597 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Pine Plains
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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Stay near popular Sheffield attractions

Ashley House

You can learn about the history of Sheffield with a trip to Ashley House. Discover the area's breweries or seek out the hiking trails.
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Bartholomew's Cobble

You can take time to visit Bartholomew's Cobble during your travels to Sheffield. Make some time to visit the casinos while you're in the area.
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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.

See all hotels in Sheffield
FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Yes"
Vasyl 1-night trip
Posted 1 day ago
Monument Mountain Motel

More cheap stays in Sheffield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is NT$2,426 per night from Nov 7 to Nov 8
NT$2,426
NT$2,709 total
Nov 7 - Nov 8
includes taxes & fees
7.4/10 Good! (815 reviews)

Frequently asked questions

Where is the best place to stay in Sheffield?
Wilder House Berkshires is one of the top choices for your stay based on our traveler data. This B&B offers free breakfast and free parking. Other good choices for your trip to the area are Berkshire Mountain Lodge and Berkshires Untold. See all available top hotels, or vacation rentals in Sheffield.
If I need to cancel my hotel reservation in Sheffield, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.
Where can I learn more about changing or cancelling my trip to Sheffield?
To access more information about changing or cancelling your trip to Sheffield, go to https://www.expedia.com/service/.
What's the best place to stay near Ashley House?
Sheffield 1802 House is one of the top choices for your stay based on our traveler data, and this 3.5-star B&B offers free breakfast and free parking. It's located 3.2 mi (5.1 km) from Ashley House. Another good option is Locust Tree Bed and Breakfast, located 3.8 mi (6.2 km) away.
What about the best place to stay near Magnolia Bluffs Casino?
One of the top choices for your stay is Sheffield 1802 House, located 1.6 mi (2.6 km) from Magnolia Bluffs Casino, and this 3.5-star B&B offers free breakfast and free parking.
What are some accommodations with pools in Sheffield?
Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. The Red Lion Inn and Howard Johnson by Wyndham Lenox are a couple of other choices that offer an onsite pool. View all hotels with pools in Sheffield.
What is the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What's it like staying in Sheffield?
Visitors can enjoy all that Sheffield has to offer including the casinos and local tours. In Sheffield, there are 32 hotels and other accommodations to choose from. Find out more about Sheffield.
What should I see while I'm in Sheffield?
Favorite places to visit include Housatonic River, Magnolia Bluffs Casino, and Mount Everett State Reservation. A couple of additional sights to add to your agenda are Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary. Check out what more to see and do in Expedia's Sheffield guide.
What's the weather like in Sheffield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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