Hillsdale B&B
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B&B in Hillsdale
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
it's a good thing
233 9 Partners Rd Clinton Corners NY
$141 nightly
The price is $160 total per night
$160 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Clinton Corners, it's a good thing is in a rural location, within a 10-minute drive of Omega Institute and Clinton Vineyards.
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
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.
Hillsdale B&B essential information
Accommodation | 51 B&B |
|---|---|
Lowest Price | $120 |
Highest Price | $311 |
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, it's a good thing, Lakehouse Inn, Chambery Inn, Granville House, Brook Farm Inn, Inn at Silver Maple Farm |