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Check availability on Canaan Family Hotels

Our top choices for Canaan family-friendly hotels

Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (18 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NT$4,370
NT$4,881 total
includes taxes & fees
Feb 22 - Feb 23
Element Lenox Berkshires
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$3,018
NT$3,371 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Plus Berkshire Hills Inn & Suites
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (87 reviews)
"Loved the fact that we could have dinner and Sunday brunch right there."
United States
Maureen
The price is NT$3,537
NT$3,926 total
includes taxes & fees
Feb 17 - Feb 18
Gregory House Country Inn
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (93 reviews)
"clean place - would stay there again"
United States
Andradys
The price is NT$2,810
NT$3,035 total
includes taxes & fees
Feb 26 - Feb 27
Spark by Hilton West Coxsackie
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NT$4,152
NT$4,637 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,003 reviews)
"I have stayed here many times and have had good experiences always."
United States
Scott
The price is NT$3,180
NT$3,530 total
includes taxes & fees
Feb 28 - Mar 1
Comfort Inn & Suites East Greenbush - Albany
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
Great Barrington
7.6 out of 10, Good, (569 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is NT$2,358
NT$2,634 total
includes taxes & fees
Feb 22 - Feb 23
Travelodge by Wyndham Great Barrington Berkshires
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is NT$3,073
NT$3,433 total
includes taxes & fees
Mar 8 - Mar 9
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,005 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,207
NT$3,582 total
includes taxes & fees
Mar 7 - Mar 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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Choose what matters most at family-friendly hotels in Canaan

Breakfast included
Pool

Top Canaan Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Everything! :)"
Joanie 5-night trip
Posted 4 days ago
The Yankee, Trademark Collection by Wyndham

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 Lenox Library and Shakespeare and Company.

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