Canann Village Historic District Vacations from $357
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The Latest Canann Village Historic District vacation packages
Price found within the past 48 hours. Click for updated prices.
Eastwind Windham
Price was $496, price is now $427 per person
$427
per person
Dec 5 - Dec 7
found 7 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.2/10 Wonderful! (62 reviews)
Not sure how there were "exceptional" ratings prior to our visit. We were in main building which is on a major road and noisy but they did provide ear plugs. Some mold in corner of shower and they must have well water because it had a sulphur odor. Parking was fine. Would not return.
Reviewed on Oct 14, 2025
Wylder Hotel Windham
Price was $490, price is now $427 per person
$427
per person
Dec 5 - Dec 7
found 7 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
8.8/10 Excellent! (74 reviews)
The property was very nice. The staff was very friendly and accommodating. Overall our stay was great. My only complaint would be the inconvenience about morning coffee. There is no coffee pot in the rooms and no coffee in the lobby. You have to walk to another building to a bakery to purchase coffee and they don’t open until 7:00. My husband is an early riser and likes his coffee
Reviewed on Oct 13, 2025
The Haüs Windham
Price was $643, price is now $567 per person
$567
per person
Dec 5 - Dec 7
found 7 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
8.6/10 Excellent! (15 reviews)
Hot tub could have been cleaner but all in all. Beautiful and amazing views! Great service with the front desk calls and extra towels provided no problem!
Reviewed on Sep 15, 2025
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The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Nov 4 to Nov 5
$204 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (1,019 reviews)
This is a quaint, charming, lovely decorated very old New England Inn. Given its age (135years) expect uneven and creaky wood floors and somewhat porous walls. Main dining room is very elegant. Make reservations well in advance because there is only one other venue for dining in town and it is not ...
Reviewed on Oct 25, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundable
$142 nightly
The price is $158 total per night from Nov 2 to Nov 3
$158 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (767 reviews)
An amazing service the staff is very friendly and helpful, it’s a nice location and a great place
Reviewed on Oct 24, 2025
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
$102 nightly
The price is $114 total per night from Nov 13 to Nov 14
$114 total
Nov 13 - Nov 14
Total with taxes and fees
8.8/10 Excellent! (678 reviews)
This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well.
Reviewed on Oct 18, 2025
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.
Find the Best Canann Village Historic District Vacation Packages
Canann Village Historic District Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.