North Canaan B&B
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B&B in North Canaan
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
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
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
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
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night
$462 total
Dec 18 - Dec 19
Total with taxes and fees
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a 5-minute drive of Berkshire Botanical Garden and Norman Rockwell Museum.
Pool
Breakfast included
The Inn at Stockbridge
30 East Street Lee MA
$276 nightly
The price is $308 total per night
$308 total
Dec 21 - Dec 22
Total with taxes and fees
With a stay at The Inn at Stockbridge in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.
Pool
Breakfast included
Tanglewood Suites
MA-102 Stockbridge MA
$219 nightly
The price is $219 total per night
$219 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Tanglewood Suites in Stockbridge, you'll be in the mountains, within a 10-minute drive of Tanglewood Music Center and Housatonic River.
Breakfast included
Parking included
Manor House Inn
69 Maple Ave Norfolk CT
$329 nightly
The price is $365 total per night
$365 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Norfolk, Manor House Inn is in the historical district, within a 5-minute drive of Infinity Music Hall and Bistro and Haystack Mountain State Park.
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.
North Canaan B&B essential information
Accommodation | 14 B&B |
|---|---|
Lowest Price | $121 |
Highest Price | $462 |
Popular accommodation | Blackberry River Inn, Inn at Pine Plains, Locust Tree Bed and Breakfast LLC, Wilder House Berkshires, Chambery Inn, Granville House, Devonfield Inn B&B, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Inn at Stockbridge, Tanglewood Suites, Manor House Inn, The Red Door B&B |