Find hotels in East Canaan, CT from 2.224.997 ₫

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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 2.764.755 ₫
3.179.468 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Locust Tree Bed and Breakfast LLC
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
Devonfield Inn B&B offers massages, free breakfast, and complimentary WiFi near Greenock Country Club. The charming property features a lovely terrace and garden, with free parking for easy exploration of nearby attractions.
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
Luxurious B&B featuring a seasonal outdoor pool and beautiful terrace surrounded by nature. Enjoy complimentary breakfast before hiking nearby trails or kayaking. Just minutes from Tanglewood Music Centre with free WiFi and parking for seamless exploration.
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.056.336 ₫
12.165.309 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303)
Warm Hudson Valley B&B offering free continental breakfast and parking. The Inn puts you close to Pine Plains Library and The Stissing Centre. Guests praise the helpful staff and convenient location. Rhinecliff Station is just a short drive away.
"Great stay"
United Kingdom
Katherine
The price is 6.516.922 ₫
7.372.268 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Inn at Pine Plains
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
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 1.974.825 ₫
2.206.011 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Travelodge by Wyndham Great Barrington Berkshires
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 5.898.144 ₫
6.588.280 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Granville House
Library
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
Pamper yourself at this spa retreat with complimentary breakfast and free parking. Enjoy deep-tissue massages or visit the 24-hour fitness centre after exploring White Memorial Conservation Centre. Helpful staff ensure a comfortable stay near Mount Tom State Park.
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is 7.213.641 ₫
8.295.582 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Litchfield Inn
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, (1000)
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 1.991.940 ₫
2.224.997 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Great Barrington
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 7.688.652 ₫
9.470.471 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
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 2.896.410 ₫
3.235.289 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
The Little Lion
Free daily continental breakfast
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 5.571.640 ₫
6.407.386 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Cornwall Inn and Lodge
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 2.554.301 ₫
3.735.572 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Becket Motel
Free WiFi, bed sheets
Hitching Post Country Motel

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (81)
Tucked into Cornwall Bridge, this country motel provides free WiFi and parking for nature enthusiasts. Explore nearby Housatonic Meadows State Park or try snowboarding, then return to comfort with 24-hour front desk service.
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is 3.423.030 ₫
3.936.485 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Hitching Post Country Motel
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
This charming 4-star retreat offers complimentary self-parking and WiFi in a serene setting. Explore nearby Mount Frissell and Scoville Memorial Library, or enjoy seasonal outdoor adventures like snowboarding and canoeing.
"Nice room. "
South Korea
JeongHoon
The price is 13.000.931 ₫
14.951.071 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
9 Academy
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
Set in Lee, this B&B offers serene escapes with an outdoor pool and rejuvenating massages. Explore nearby National Shrine of Divine Mercy while enjoying free breakfast, WiFi, and parking. The 24-hour fitness centre and garden create a peaceful country getaway.
"Well-run and elegant property. "
United States
Steven
The price is 6.603.815 ₫
7.745.527 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Inn at Stockbridge
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, (710)
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 2.817.417 ₫
3.147.055 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 4.884.137 ₫
5.357.898 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Gedney Farm
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 2.369.790 ₫
2.647.055 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Sunset 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
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 1 month ago
Prospect Berkshires

More cheap stays in East Canaan

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is 1.991.940 ₫ per night from 7 Jan to 8 Jan
1.991.940 ₫
2.224.997 ₫ total
7 Jan - 8 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.