Find hotels in Canaan, CT from 1.727.748 ₫

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4 Dec - 5 Dec
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5 Dec - 6 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 Canaan hotels and places to stay

Property amenity
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 star property
South Lee
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
The price is 2.808.725 ₫
3.598.875 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is 3.402.375 ₫
4.978.809 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Red Lion Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is 2.821.911 ₫
3.152.074 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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 3.982.323 ₫
4.448.255 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
In-room safe, desk, free cots/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, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.977.975 ₫
2.209.530 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Travelodge by Wyndham Great Barrington Berkshires
Desk, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1001)
"The room was clean and the staff is very friendly and helpful "
United States
janet
The price is 2.174.454 ₫
2.500.622 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Days Inn by Wyndham Torrington
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect 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 6.856.980 ₫
8.543.006 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Prospect Berkshires
Standard Room, 1 King Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (648)
"Great place. , good staff "
United States
ketul
The price is 1.546.776 ₫
1.727.748 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge Lee - Great Barrington
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very good, (1000)
"Clean room and good breakfast "
United States
Kelly
The price is 2.389.658 ₫
2.669.247 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very good, (1000)
"Clean room, nice location "
United States
Devron
The price is 1.995.117 ₫
2.228.546 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Quality Inn
Seasonal outdoor pool
Little Cat Lodge

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
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (802)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is 5.910.189 ₫
6.796.717 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Interlaken Inn & Resort
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is 3.561.100 ₫
3.977.749 ₫ total
includes taxes & fees
17 Dec - 18 Dec
East Rock Inn
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is 2.901.030 ₫
3.240.451 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Lobby sitting area
The Litchfield Inn

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 7.173.409 ₫
8.249.421 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Litchfield Inn
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (162)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.334.403 ₫
4.984.564 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Blackberry River Inn
Terrace/patio
The Abner Hotel

The Abner Hotel

3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (45)
"Spacious room and friendly staff "
United States
Frank
The price is 5.731.288 ₫
6.591.113 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Abner Hotel
Front of property
Gedney Farm

Gedney Farm

3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.891.927 ₫
5.366.444 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Gedney Farm
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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Stay near popular Canaan attractions

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
See properties

C H Pease Museum

You can spend time exploring the galleries in C H Pease Museum during your travels in Canann Village Historic District.
See properties

Learn more about Canaan

Love the countryside and dining? Get away to Canaan!

See all hotels in Canaan
Red bridge over the Housatonic River

Top Canaan Hotel Reviews

Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession. "
Kate 2-night trip
Posted 5 days ago
Prospect Berkshires

More cheap stays in Canaan

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

492 East Main St Torrington CT
The price is 2.174.454 ₫ per night from 30 Dec to 31 Dec
2.174.454 ₫
2.500.622 ₫ total
30 Dec - 31 Dec
includes taxes & fees
7.2/10 Good! (1,009 reviews)

Hotels in Canaan with star rating

Frequently asked questions

What's the weather like in Canaan?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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