Sheffield B&B
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B&B in Sheffield
The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
$172 nightly
The price is $192 total per night
$192 total
Dec 10 - Dec 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Cornell Inn, Lenox & The Berkshires in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Breakfast included
Parking included
Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
$164 nightly
The price is $189 total per night
$189 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at Blackberry River Inn in Norfolk, you'll be within a 5-minute drive of Haystack Mountain State Park and Infinity Music Hall and Bistro.
Pool
Breakfast included
Shaker Mill Inn
2 Oak Street West Stockbridge MA
$109 nightly
The price is $120 total per night
$120 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.
Breakfast included
Parking included
Inn at Pine Plains
3036 Church St. Pine Plains NY
$275 nightly
The price is $311 total per night
$311 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Inn at Pine Plains in Pine Plains, you'll be a 5-minute walk from The Stissing Center and 6 minutes by foot from Pine Plains Library.
Breakfast included
Pet friendly
Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
$105 nightly
The price is $121 total per night
$121 total
Dec 6 - Dec 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in East Canaan, Locust Tree Bed and Breakfast LLC is within a 5-minute drive of Lawrence Field and Beckley Furnace Industrial Park.
Breakfast included
Parking included
Wilder House Berkshires
48 S Main Street Sheffield MA
$162 nightly
The price is $181 total per night
$181 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
Breakfast included
Parking included
Lakehouse Inn
615 Laurel St. Lee MA
$195 nightly
The price is $218 total per night
$218 total
Dec 12 - Dec 13
Total with taxes and fees
With a stay at Lakehouse Inn in Lee, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Parking included
Chambery Inn
199 Main St Lee MA
$190 nightly
The price is $212 total per night
$212 total
Dec 7 - Dec 8
Total with taxes and fees
A stay at Chambery Inn places you in the heart of Lee, a 4-minute drive from Lee Premium Outlets and 6 minutes from The Mount.
Hot Tub
Spa
Granville House
98 Division St Housatonic MA
$200 nightly
The price is $223 total per night
$223 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Housatonic, Granville House is within a 5-minute drive of Housatonic River and Monument Mountain.
Breakfast included
Pet friendly
Brook Farm Inn
15 Hawthorne Street Lenox MA
$179 nightly
The price is $200 total per night
$200 total
Dec 11 - Dec 12
Total with taxes and fees
When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Tanglewood Music Center and Shakespeare and Company.
Pool
Breakfast included
Inn at Silver Maple Farm
1871 State Route 295 East Chatham NY
$129 nightly
The price is $144 total per night
$144 total
Dec 8 - Dec 9
Total with taxes and fees
Located in East Chatham, Inn at Silver Maple Farm is within a 15-minute drive of Furnace Brook Winery at Hilltop Orchards and Mount Lebanon Shaker Village.
Breakfast included
Parking included
Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$349 nightly
The price is $390 total per night
$390 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.
Pool
Breakfast included
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.
Sheffield B&B essential information
Accommodation | 41 B&B |
|---|---|
Lowest Price | $120 |
Highest Price | $390 |
Popular accommodation | The Cornell Inn, Lenox & The Berkshires, Blackberry River Inn, Shaker Mill Inn, Inn at Pine Plains, Locust Tree Bed and Breakfast LLC, Wilder House Berkshires, Lakehouse Inn, Chambery Inn, Granville House, Brook Farm Inn, Inn at Silver Maple Farm, Devonfield Inn B&B |