Find hotels in East Canaan, CT from 2.222.970 ₫

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15 Dec - 16 Dec
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16 Dec - 17 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for East Canaan hotels

Exterior
Locust Tree Bed and Breakfast LLC

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)
Set in serene East Canaan, this welcoming B&B offers complimentary full breakfast daily and free self parking. Nearby Land of Nod Vineyard and Beckley Furnace Industrial Park provide local exploration opportunities. Guests consistently praise the helpful staff.
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.762.235 ₫
3.176.570 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Locust Tree Bed and Breakfast LLC
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (707)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness centre, and complimentary WiFi.
"Great hospitality "
United States
regina maria
The price is 2.814.849 ₫
3.144.186 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Desk, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1004)
Near both Hotchkiss-Fyler House Museum and Warner Theatre, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness centre or venture out for nearby downhill skiing adventures.
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is 2.414.983 ₫
2.777.230 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Days Inn by Wyndham Torrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (805)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1003)
Set in a serene location near Housatonic River Walk, this hotel offers free breakfast, WiFi, and parking. Enjoy the fitness centre or explore nearby trails for hiking and skiing. Guests praise the helpful staff and quiet atmosphere in this convenient Great Barrington retreat.
"Clean room, nice location "
United States
Devron
The price is 1.990.125 ₫
2.222.970 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Great Barrington
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

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 1.973.025 ₫
2.204.000 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
Discover a tranquil Great Barrington escape with an outdoor pool and rejuvenating sauna. Enjoy dinner at The Cliff House featuring local cuisine, then unwind at the bar. Near Catamount Aerial Adventure Park with free WiFi and parking for easy exploration.
"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 6.629.364 ₫
8.286.546 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Prospect Berkshires
Exterior
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
Surrounded by natural attractions like Monument Mountain, this welcoming motel offers complimentary WiFi and parking. Daily housekeeping ensures comfort while the attentive staff enhances every stay in this charming Berkshires location.
"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 2.893.770 ₫
3.232.341 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is 3.946.050 ₫
5.583.134 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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)
Tranquil accommodation in Great Barrington offer soundproof rooms for undisturbed sleep. The helpful staff, complimentary breakfast, and free parking enhance your stay, while restaurants within walking distance and nearby Housatonic River provide convenient exploration options.
"Clean room, very courteous staff "
United States
Thomas
The price is 3.551.445 ₫
3.966.964 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
Discover this charming motel in Lee with free WiFi and parking. The helpful staff ensures a welcoming stay while the seasonal outdoor pool provides refreshment. Nearby attractions include Lee Library and Tanglewood Music Centre, with hiking trails waiting for exploration.
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.367.630 ₫
2.644.643 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sunset Inn
Restaurant
The Abner Hotel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (46)
Enjoy panoramic views from the rooftop terrace of this charming 3-star hotel. Located near Litchfield Town Green and Historical Society Museum, it offers free breakfast, WiFi, and parking plus an inviting bar/lounge.
"Spacious room and friendly staff "
United States
Frank
The price is 5.716.511 ₫
6.574.119 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Abner Hotel
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

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, (804)
Nestled in the Berkshires, this family-friendly resort features 2 outdoor and 2 indoor swimming pools. Enjoy refreshments at the pool bar or coffee shop while staying near cultural attractions like Tanglewood Music Centre and Berkshire Theatre Festival.
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is 3.172.624 ₫
4.058.122 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (189)
Discover tranquility at this countryside lodge featuring the North Star restaurant serving American cuisine for dinner. Enjoy free WiFi and parking while exploring nearby Undermountain Golf Course and Copake Town Park. Rooms offer rainfall showerheads for extra comfort.
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is 3.682.980 ₫
4.124.937 ₫ total
includes taxes & fees
16 Dec - 17 Dec
the Alander
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1002)
Experience tranquility at this welcoming hotel, just 15 minutes from Tanglewood Music Centre. Guests praise the quiet atmosphere, helpful staff, and complimentary continental breakfast. Conveniently located near Lee Library and local restaurants with easy access to shopping.
"Room was clean and comfortable; location was good with a breakfast restaurant next door. The in-house breakfast was OK, but we preferred an upgrade. Receptionist staff member was professional and pleasant. "
United States
Patrick
The price is 2.330.011 ₫
2.602.623 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Lee - Lenox South
Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
Escape to Sheffield's serene countryside in this inviting B&B. Enjoy complimentary WiFi, parking, and a delicious cooked-to-order weekend breakfast. Nearby attractions include the unique UFO Monument Park and peaceful Lime Kiln Farm Wildlife Sanctuary.
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is 4.261.734 ₫
4.760.356 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Wilder House Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
Outdoor enthusiasts will love this Great Barrington motel's access to hiking trails, kayaking, and mountain biking. Relax in the garden after exploring nearby Housatonic River and River Walk, with convenient free WiFi and parking throughout your stay.
"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 3.583.171 ₫
4.002.401 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
East Rock Inn
Egyptian cotton sheets, premium bedding, memory-foam beds, desk
The Brooks Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (119)
Stay at this inviting Hillsdale motel near Catamount Aerial Adventure Park. Enjoy premium bedding after a day of skiing and snowboarding in the area. Convenient amenities include free WiFi and parking.
"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
Located in a quiet area of Norfolk with free daily cooked-to-order breakfast, this B&B provides peaceful comfort near Haystack Mountain State Park. Enjoy complimentary WiFi and parking while the attentive staff ensures a relaxing countryside retreat.
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.323.555 ₫
4.972.088 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Blackberry River Inn
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
Set in Lee, this motel offers fun mini golf on the property and free continental breakfast each morning. Just a short drive from Greenock Country Club and shopping at Lee Premium Outlets, guests appreciate the attentive staff and convenient free parking.
"The room was clean and the service adequate"
United States
David
The price is 1.654.710 ₫
1.848.312 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Econo Lodge Lee - 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.
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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

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 2 weeks ago
Prospect Berkshires

More cheap stays in East Canaan

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is 1.990.125 ₫ per night from 28 Dec to 29 Dec
1.990.125 ₫
2.222.970 ₫ total
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)

Hotels in East Canaan with star rating

Frequently asked questions

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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