Find Family Hotels in Canaan, CT

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Canaan Family Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Canaan Family Hotels

Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (550)
"Excellent location, friendly service, clean, comfortable room."
The price is AED 275
AED 308 total
includes taxes & fees
8 Oct - 9 Oct
Travelodge by Wyndham Great Barrington Berkshires
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat Lodge
Prospect Berkshires
Egyptian cotton sheets, premium bedding, down comforters, minibar

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (7)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is AED 1,074
AED 1,323 total
includes taxes & fees
3 Nov - 4 Nov
Prospect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (740)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is AED 525
AED 587 total
includes taxes & fees
4 Nov - 5 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (945)
"The Litchfield Inn was very nice and quaint! Judy at the Front Desk was amazing and so accommodating. Will definitely stay again."
The Litchfield Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (635)
"Easy check in"
The price is AED 230
AED 257 total
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Lee - Great Barrington
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Property grounds

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is AED 595
AED 1,440 total
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Game room

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.6 out of 10, Exceptional, (8)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
The price is AED 588
AED 1,420 total
includes taxes & fees
6 Oct - 7 Oct
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Guesthouse Cabin vacation rentals in Berkshire County
Dining

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is AED 1,355
AED 2,552 total
includes taxes & fees
6 Oct - 7 Oct
Guesthouse Cabin vacation rentals in Berkshire County
Americas Best Value Inn Torrington CT
Premium bedding, down comforters, Select Comfort beds, in-room safe

Americas Best Value Inn Torrington CT

2.5 star property
5.6 out of 10, (761)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
The price is AED 364
AED 418 total
includes taxes & fees
2 Nov - 3 Nov
Americas Best Value Inn Torrington CT
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.
View all properties

Top Canaan Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Bed and pillows were amazing. We slept like babies. So quiet too. Staff always attentive and kind. We will definitely be back. "
Robert 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's Canaan like for family-friendly vacations?
You might want to consider the welcoming destination of Canaan if you've been thinking about a trip for the whole family. The coffee shops and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 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 67°F, while the coldest months are January and February with an average of 29°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 and your family are staying in Canaan, you might want to visit some family-friendly attractions such as Connecticut Railroad Historical Museum, Douglas Library, and C H Pease Museum. Make sure you have lots of time for activities like Infinity Music Hall and Bistro and Music Mountain.