Find hotels in East Canaan, CT from 2.223.645 ₫

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21 Dec - 22 Dec
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Our top choices for East Canaan hotels

Terrace/patio
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 2.763.075 ₫
3.177.536 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Locust Tree Bed and Breakfast LLC
Room, 1 Queen Bed, 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, (807)
"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, (1001)
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.
"My go to place for my ski weekends"
United States
Ryan
The price is 1.990.730 ₫
2.223.645 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Great Barrington
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, (709)
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 2.815.705 ₫
3.145.142 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 2.368.350 ₫
2.645.447 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sunset Inn
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 3.363.057 ₫
4.270.993 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
American cuisine
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 3.131.485 ₫
3.507.265 ₫ total
includes taxes & fees
22 Dec - 23 Dec
the Alander
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, (1003)
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 2.415.717 ₫
2.778.074 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Torrington
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 1.973.625 ₫
2.204.671 ₫ total
includes taxes & fees
22 Dec - 23 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

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 3.552.525 ₫
3.968.170 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
Experience tranquility at this peaceful B&B in Lee, where deep-tissue massages and aromatherapy await. Just a 10-minute drive from Tanglewood Music Centre, guests enjoy access to a hot tub, terrace, and snack bar while exploring nearby Berkshire attractions.
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is 3.947.250 ₫
5.584.832 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
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 2.174.145 ₫
2.428.520 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Lee - Lenox South
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
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 4.324.870 ₫
4.973.600 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Blackberry River Inn
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
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 2.894.650 ₫
3.233.324 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Front of property
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
Nestled in the quaint town of Becket, this motel offers complimentary WiFi and parking just moments from the Historic Quarry. Explore nearby hiking trails before returning to comfortable rooms with convenient room service.
"Comfortable stay "
United States
Paul
The price is 2.552.555 ₫
3.733.020 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Becket Motel
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is 5.568.254 ₫
6.403.492 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Cornwall Inn and Lodge
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
Relax at this inviting lodge near Catamount Ski Area featuring a seasonal outdoor pool and restaurant. After adventures, unwind in the sauna or garden, or sip drinks at the bar while enjoying free breakfast, WiFi, and parking.
"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
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.
"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 4.881.170 ₫
5.354.644 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Gedney Farm
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
Discover this charming B&B in Housatonic offering complimentary full breakfast, WiFi, and parking. Conveniently located near Monument Mountain and its reservation, this business-friendly getaway provides a perfect base for exploring local attractions.
"Outstanding all around!"
United States
Jonathan
The price is 5.894.560 ₫
6.584.276 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Granville House
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

Beckley Furnace Industrial Park

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

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

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 3 weeks ago
Prospect Berkshires

More cheap stays in East Canaan

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is 1.990.730 ₫ per night from 4 Jan to 5 Jan
1.990.730 ₫
2.223.645 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,000 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.