Canann Village Historic District Vacations from $688

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The Latest Canann Village Historic District vacation packages

Price found within the past 48 hours. Click for updated prices.
The Hidden Inn

The Hidden Inn

4 out of 5
Save 100% on your flight
Price was $973, price is now $688 per person
$688
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.4/10 Exceptional! (37 reviews)
The staff was great. There has to be a better communication between the hotel and expedia.

Reviewed on Aug 20, 2025

Amazing Hiking Cozy Home Close to Mountns Fireplace

Amazing Hiking Cozy Home Close to Mountns Fireplace

2 out of 5
Save 100% on your flight
Price was $1,750, price is now $1,248 per person
$1,248
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
No reviews
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
Price was $1,053, price is now $763 per person
$763
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Very convenient to hiking trails. Staff very friendly and helpful

Reviewed on Aug 23, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
Price was $2,262, price is now $1,639 per person
$1,639
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
9.4/10 Exceptional! (170 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.

Reviewed on Aug 18, 2025

Twin Cabin I - Hot Tub Firepit Hiking Retreat

Twin Cabin I - Hot Tub Firepit Hiking Retreat

2 out of 5
Save 100% on your flight
Price was $2,498, price is now $1,820 per person
$1,820
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
No reviews
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Canann Village Historic District Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 7 to Sep 8
$104 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Great location and close enough to walk to shops and restaurants."

Reviewed on Aug 22, 2025

Quality Inn
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $249 total per night from Sep 10 to Sep 11
$249 total
Sep 10 - Sep 11
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Typical issues with old properties: failing latches, old windows, broken or missing pavers. Excessive wait times. Mediocre food service at excessive prices. Pet-friendly accommodations are good and convenient. Location makes up for almost all failings."

Reviewed on Aug 20, 2025

The Red Lion Inn
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
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $116 total per night from Sep 2 to Sep 3
$116 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (701 reviews)
"This place is it's own oasis in the Berkshires. Very nice place which was clean and the folks we talked to at the front desk were very very nice and helpful! It would be tough for someone who has any mobility issues, no elevator and even we had a really hard time getting into and out of the tub/shower ..."

Reviewed on Aug 22, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 757 properties in Canann Village Historic District
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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Frequently asked questions

How much does a Canann Village Historic District vacation package cost?
You'll find cheap prices from $688 on Expedia for your Canann Village Historic District break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Canann Village Historic District costs.
What are the cheapest months to go to Canann Village Historic District?
If you'd like to snag a cheap Canann Village Historic District vacation package, consider visiting in December, January and February. You're likely to find better prices on accommodations and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Canann Village Historic District?
Usually, a handful of days is enough to explore the main sights during your Canann Village Historic District vacation. However, if you'd like to have more time to kick back or go on day trips, think about extending your trip.
How to find the best Canann Village Historic District package deals?
Use Expedia's filter tool to help you find some fabulous Canann Village Historic District package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Canann Village Historic District package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Canann Village Historic District vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a customized Canann Village Historic District vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Canann Village Historic District?
Enjoy fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Canann Village Historic District break.
Does Expedia offer Book Now, Pay Later Canann Village Historic District vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Canann Village Historic District break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.