Sheffield Chalets

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Next weekend
Oct 17 - Oct 19
In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7

Chalets in Sheffield

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Recommended hotels in Sheffield

Wilder House Berkshires
Exterior

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (36)
"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."
$155 nightly
The price is $174
Oct 27 - Oct 28
Total with taxes and fees
Wilder House Berkshires
Cheerful 3-bedroom cottage with woodstove
Exterior detail

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
$405 nightly
The price is $452
Nov 9 - Nov 10
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
$640 nightly
The price is $715
Oct 26 - Oct 27
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
$135 nightly
The price is $151
Nov 9 - Nov 10
Total with taxes and fees
Element Lenox Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (674)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
$103 nightly
The price is $115
Nov 10 - Nov 11
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn
Exterior

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1008)
"Staff was very helpful - easy location - clean rooms!"
$93 nightly
The price is $104
Oct 26 - Oct 27
Total with taxes and fees
Quality Inn
Monument Mountain Motel
Exterior

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (767)
"Excellent value. Owners are attentive. Rooms are clean and comfortable. "
$67 nightly
The price is $74
Nov 2 - Nov 3
Total with taxes and fees
Monument Mountain Motel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn
Exterior

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1009)
"Nice and clean would stay again."
$84 nightly
The price is $94
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn
Locust Tree Bed and Breakfast LLC
Aerial view

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (406)
"Peaceful area and great staff; Thank you for the service and experience "
$105 nightly
The price is $121
Oct 14 - Oct 15
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Berkshires Untold
Exterior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (755)
"Easy parking, great community spaces, beautiful decor! "
$88 nightly
The price is $98
Nov 2 - Nov 3
Total with taxes and fees
Berkshires Untold
Berkshire Mountain Lodge
Exterior

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (696)
"Great stay, perfect "
$113 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (809)
"Good for the one night drive through! "
$79 nightly
The price is $88
Oct 19 - Oct 20
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (428)
"Very casual and easy check in and out; lovely and substantial breakfast"
$130 nightly
The price is $143
Nov 13 - Nov 14
Total with taxes and fees
Shaker Mill Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
$134 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (272)
"We were disappointed in the shabby quality of this venue. But the bathroom had been remodeled. Older hotels can be an adventure and this one was,"
$136 nightly
The price is $152
Nov 5 - Nov 6
Total with taxes and fees
The Whitlock
Prospect Berkshires
View from property

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (7)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
$278 nightly
The price is $311
Nov 2 - Nov 3
Total with taxes and fees
Prospect Berkshires
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Very clean, nice amenities , great location!!"
$111 nightly
The price is $124
Nov 13 - Nov 14
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
$119 nightly
The price is $133
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (310)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
$175 nightly
The price is $195
Oct 26 - Oct 27
Total with taxes and fees
Apple Tree Inn
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The room is nice and clean, good parking, quiet environment "
Lisa 1-night trip
Posted 9 hours ago
Berkshire Mountain Lodge

Find out more about Sheffield

Sheffield Chalets information

Number of reviews
10,212
Accommodation
3 Chalets
Lowest Price
$74
Highest Price
$715

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