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Hotels in East Canaan

Choose from 830 East Canaan Hotel Deals

Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
  • 10 min walk from Land of Nod Vineyard and Winery
The price is $121 per night from Apr 17 to Apr 18
$121
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3-star B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (357 reviews)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."

Reviewed on Jan 28, 2025

Locust Tree Bed and Breakfast LLC
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 out of 5
190 Meadow Street, South Lee, MA
  • 44 min drive from Land of Nod Vineyard and Winery
The price is $134 per night from Apr 28 to Apr 29
$134
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (619 reviews)
"Great deal for villa resort suite. Lots of space, great condition, great amenities, great location."

Reviewed on Apr 12, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 31 min drive from Land of Nod Vineyard and Winery
The price is $75 per night from Apr 29 to Apr 30
$75
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,002 reviews)
"We like Great Barrington. This is a great location. This is a great value.. We will be back."

Reviewed on Mar 29, 2025

Quality Inn
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 45 min drive from Land of Nod Vineyard and Winery
The price is $211 per night from Apr 17 to Apr 18
$211
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Quaint & hospitable!"

Reviewed on Apr 13, 2025

The Red Lion Inn
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
  • 48 min drive from Land of Nod Vineyard and Winery
The price is $104 per night from Apr 29 to Apr 30
$104
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"affordable hotel"

Reviewed on Apr 5, 2025

Quality Inn
The Litchfield Inn
The Litchfield Inn
4 out of 5
432 Bantam Road, Litchfield, CT
  • 46 min drive from Land of Nod Vineyard and Winery
The price is $272 per night from Apr 21 to Apr 22
$272
includes taxes & fees
Apr 21 - Apr 22
Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (907 reviews)
"Service was outstanding and aimed to please."

Reviewed on Apr 15, 2025

The Litchfield Inn
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
  • 38 min drive from Land of Nod Vineyard and Winery
The price is $85 per night from Apr 30 to May 1
$85
includes taxes & fees
Apr 30 - May 1
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (479 reviews)
"A cozy little inn! I recommend it!"

Reviewed on Apr 9, 2025

The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
  • 34 min drive from Land of Nod Vineyard and Winery
The price is $139 per night from May 1 to May 2
$139
includes taxes & fees
May 1 - May 2
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (609 reviews)
"Staff was very nice and the room was clean and quiet."

Reviewed on Mar 28, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
  • 33 min drive from Land of Nod Vineyard and Winery
The price is $161 per night from Apr 20 to Apr 21
$161
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (695 reviews)
"Stayed a week while working in the area. Staff was super friendly, rooms were clean & quiet, mattresses pretty comfortable. The only thing keeping it from a solid 5 stars was the breakfast is not so good. Watery eggs just aren't my jam."

Reviewed on Apr 10, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 out of 5
74 Interlaken Road, Lakeville, CT
  • 15 min drive from Land of Nod Vineyard and Winery
The price is $229 per night from Apr 17 to Apr 18
$229
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3.5-star spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the property condition in our reviews. Popular ...
8/10 Very Good! (244 reviews)
"Adequate"

Reviewed on Mar 15, 2025

Interlaken Inn & Resort
Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
2 out of 5
492 East Main St, Torrington, CT
  • 37 min drive from Land of Nod Vineyard and Winery
The price is $98 per night from Apr 20 to Apr 21
$98
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,000 reviews)
"Extremely friendly & helpful staff, clean rooms and we always have a great experience when we stay there."

Reviewed on Mar 31, 2025

Days Inn by Wyndham Torrington
the Alander
the Alander
2.5 out of 5
7519 NY-22, Copake, NY
  • 19 min drive from Land of Nod Vineyard and Winery
The price is $151 per night from Apr 17 to Apr 18
$151
includes taxes & fees
Apr 17 - Apr 18
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (121 reviews)
"I've considered staying here before and finally did. Very comfortable bed. Excellent bathroom with super hot water and great shower head. Goodies for purchase in the room were quite thoughtful. Complimentary French press coffee was perfect in the morning. Guessing rooms will continue to be updated ..."

Reviewed on Mar 31, 2025

the Alander
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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