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Top hotels and accommodation in East Canaan

Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AU$182
includes taxes & fees
11 Dec - 12 Dec
Locust Tree Bed and Breakfast LLC
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, (797)
"Place was great!"
United States
Benjamin
The price is AU$222
includes taxes & fees
11 Dec - 12 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, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AU$319
includes taxes & fees
6 Jan - 7 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, (706)
"Great hospitality "
United States
regina maria
The price is AU$172
includes taxes & fees
15 Dec - 16 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
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 AU$126
includes taxes & fees
18 Dec - 19 Dec
Travelodge by Wyndham Great Barrington Berkshires
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, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is AU$214
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 AU$488
includes taxes & fees
10 Dec - 11 Dec
Prospect Berkshires
Standard Room, 1 King Bed
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is AU$106
includes taxes & fees
24 Dec - 25 Dec
Econo Lodge Lee - Great Barrington
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 AU$381
includes taxes & fees
18 Dec - 19 Dec
The Litchfield Inn
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
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 AU$128
includes taxes & fees
22 Dec - 23 Dec
Quality Inn
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very good, (1001)
"Clean room and good breakfast "
United States
Kelly
The price is AU$153
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very good, (270)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is AU$388
includes taxes & fees
10 Dec - 11 Dec
Interlaken Inn & Resort
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 AU$185
includes taxes & fees
5 Jan - 6 Jan 2026
The Little Lion
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen
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 AU$223
includes taxes & fees
5 Jan - 6 Jan 2026
East Rock Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is AU$366
includes taxes & fees
10 Dec - 11 Dec
Cornwall Inn and Lodge
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AU$285
includes taxes & fees
11 Dec - 12 Dec
Blackberry River 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
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
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 East Canaan attractions

Land of Nod Vineyard and Winery

You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.
See properties

Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.
See properties

Learn more about East Canaan

Trip time! Discover the wineries in East Canaan.

See all hotels in East Canaan
Lonely Canoe on a Mountain Lake with Wooded Shores in Autumn. Great Reflection in Water

Top East Canaan Hotel Reviews

Recent Reviews in East Canaan

the Alander

the Alander

10/10 Excellent
"Always a fun stay"
Richard 1-night trip
Posted 3 days ago
the Alander

More cheap accommodation in East Canaan

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

492 East Main St Torrington CT
The price is AU$146 per night from 14 Dec to 15 Dec
AU$146
14 Dec - 15 Dec
includes taxes & fees
7.2/10 Good! (1,009 reviews)

Frequently asked questions

Where is the best place for a stay in East Canaan?
Based on our traveller data, Locust Tree Bed and Breakfast LLC is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other options for your trip to the area are The Red Lion Inn and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG. See all available top hotels, or vacation rentals in East Canaan.
What are some of the best holiday rentals that East Canaan has to offer?
Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of East Canaan is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in East Canaan.
If I need to cancel my hotel reservation in East Canaan, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in East Canaan.
What's the best LGBTQ-friendly accommodation in East Canaan?
Locust Tree Bed and Breakfast LLC is a top LGBTQ-friendly B&B, and features free breakfast and flat-screen TVs. See all available hotels listed as LGBTQ-friendly in East Canaan.
What is staying in East Canaan like?
Visitors can enjoy all that East Canaan has to offer, including its wineries. In East Canaan, there are 4 hotels and other accommodation options to choose from. Find out more about East Canaan.
What should I do while I'm visiting East Canaan?
A couple of favourite places to visit are Beckley Furnace Industrial Park and Land of Nod Vineyard and Winery. You'll also find Haystack Mountain State Park and Infinity Music Hall and Bistro in the area. Take a look at what more there is to see and do in Expedia's East Canaan guide.
What's the seasonal weather in East 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 East Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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