Find Family Hotels in Canaan, CT

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Top Canaan Family Hotels

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is SAR 281
SAR 314 total
includes taxes & fees
9 Dec - 10 Dec
Travelodge by Wyndham Great Barrington Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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
The price is SAR 976
SAR 1,216 total
includes taxes & fees
17 Dec - 18 Dec
Prospect Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
The price is SAR 477
SAR 532 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (795)
"Place was great!"
United States
Benjamin
The price is SAR 479
SAR 608 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (649)
"Great place. , good staff "
United States
ketul
The price is SAR 236
SAR 264 total
includes taxes & fees
19 Dec - 20 Dec
Econo Lodge Lee - Great Barrington

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is SAR 547
SAR 1,412 total
includes taxes & fees
8 Dec - 9 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (958)
"Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!"
United States
Holly
The price is SAR 824
SAR 948 total
includes taxes & fees
18 Dec - 19 Dec
The Litchfield Inn

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (26)
"Enjoyed our stay!!!"
United States
Fred W.
The price is SAR 432
SAR 793 total
includes taxes & fees
8 Dec - 9 Dec
Home in Great Barrington
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.

Top Canaan Hotel Reviews

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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 Umpachene Falls Park and Infinity Music Hall and Bistro.