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Find kid-friendly hotels & resorts in Canaan, NY from $84

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Top Canaan Family Hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1019)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
$102 nightly
The price is $114
Nov 2 - Nov 3
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (917)
"Enjoyable stay. Staff were very nice. "
United States
Claire
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2 out of 10, Wonderful, (1004)
"Great Indian restaurant in the hotel!"
United States
Chris
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 2 - Nov 3
Total with taxes and fees
Element Lenox Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (555)
"Excellent location, friendly service, clean, comfortable room."
United States
Beth
$75 nightly
The price is $84
Oct 26 - Oct 27
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (11)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$261 nightly
The price is $292
Nov 9 - Nov 10
Total with taxes and fees
Prospect Berkshires
Skiing
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (983)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
$140 nightly
The price is $157
Oct 26 - Oct 27
Total with taxes and fees
Jiminy Peak Mountain Resort
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
9.4 out of 10, Exceptional, (61)
"This is a very cute lodge, updated with a bit of vintage charm. Close to all the Berkshires must sees and nature hiking trails. "
United States
Kayla
$169 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
Little Cat Lodge
Miscellaneous
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 star property
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
$109 nightly
The price is $122
Nov 23 - Nov 24
Total with taxes and fees
1896 House Country Inn & Motels
Property amenity
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (745)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
$143 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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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Top Canaan Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Bed was very comfortable and pillow same. Clean facility"
Kevin 1-night trip
Posted 4 days ago
Comfort Inn & Suites East Greenbush - Albany

Frequently asked questions

What's Canaan like for family-friendly vacations?
If you've been thinking about a trip with your kids, the budget-friendly destination of Canaan is a good choice. The museums, local tours, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 15.8 mi (25.4 km) from the city center.
When's the best time to book a family-friendly vacation in Canaan?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Canaan?
While you are visiting Canaan, you might want to round up the kiddos and make time to see interesting attractions such as Tanglewood Music Center and Bousquet Ski Area. Make sure you have lots of time for activities like Shakespeare and Company and Ventfort Hall Mansion and Gilded Age Museum.

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