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Our top choices for Canaan hotels

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, (1002)
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 NZ$192
includes taxes & fees
8 Jan - 9 Jan 2026
Days Inn by Wyndham Torrington
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, (714)
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.
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is NZ$189
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is NZ$162
includes taxes & fees
18 Jan - 19 Jan 2026
Quality Inn Lee - Lenox South
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, (565)
"Excellent location!!"
United States
Abdul Samad
The price is NZ$144
includes taxes & fees
1 Jan - 2 Jan 2026
Travelodge by Wyndham Great Barrington Berkshires
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (811)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
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 NZ$208
includes taxes & fees
1 Jan - 2 Jan 2026
Locust Tree Bed and Breakfast LLC
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, (759)
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.
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NZ$260
includes taxes & fees
27 Jan - 28 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
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 NZ$523
includes taxes & fees
11 Jan - 12 Jan 2026
Prospect Berkshires
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, (548)
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.
"Perfect for pets "
United States
Maria
The price is NZ$212
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
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, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NZ$352
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (274)
Set on the greens in Lakeville, this inn provides a tranquil retreat with spa services, deep-tissue massages, and fitness options. Guests can enjoy meals at the restaurant, drinks at the bar, and easy access to local museums and tea rooms.
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is NZ$355
includes taxes & fees
1 Jan - 2 Jan 2026
Interlaken Inn & Resort
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen
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 NZ$247
includes taxes & fees
7 Jan - 8 Jan 2026
East Rock 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 NZ$145
includes taxes & fees
26 Jan - 27 Jan 2026
Quality Inn Great Barrington
American cuisine
the Alander

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (193)
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 was a great find! Clean, cozy and super comfortable beds. We loved the complimentary local tea, yogurt and granola. I especially appreciated the maps with local places to explore and the host’s suggestions for activities. I hope I will be able to return in the summer to enjoy the outdoor spaces and the fire pit. Thank you for a great stay!"
United States
Devorah
The price is NZ$270
includes taxes & fees
6 Jan - 7 Jan 2026
the Alander
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 NZ$173
includes taxes & fees
11 Jan - 12 Jan 2026
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, (813)
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.
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is NZ$266
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Terrace/patio
The Abner Hotel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (47)
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.
"Clean room great staff"
United States
Patricia
The price is NZ$430
includes taxes & fees
29 Jan - 30 Jan 2026
The Abner Hotel
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166)
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 NZ$325
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn
Lobby sitting area
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 NZ$575
includes taxes & fees
1 Jan - 2 Jan 2026
The Litchfield Inn
Wilder House Berkshires Room 3
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (41)
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.
"The place is lovely, room is cozy, and the bed is comfy"
United States
Mark
The price is NZ$330
includes taxes & fees
4 Jan - 5 Jan 2026
Wilder House Berkshires
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

Douglas Library

Douglas Library, established in 1821, stands as one of Connecticut's oldest public libraries with 17,000 volumes. Browse the local history collection or join community events like storey hours and art exhibitions.
See properties

Connecticut Railroad Historical Museum

Housed in the restored Canaan Union Station, this museum showcases the region's railway heritage through vintage artefacts. Model trains and historical photographs transport you to the golden age of rail travel.
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Very clean. Nice staff"
Rosael 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

More cheap accommodation in Canaan

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is NZ$145 per night from 26 Jan to 27 Jan
NZ$145
26 Jan - 27 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)

Frequently asked questions

What's the best place to stay in Canaan?
Located 17.7 mi (28.4 km) from the heart of Canaan, The Red Lion Inn is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG and Holiday Inn Express Hotel & Suites Great Barrington by IHG. See all available top hotels, or vacation rentals in Canaan.
What are some of the best holiday rentals that Canaan has to offer?
Peace and quiet on the lake: This holiday home rental outside of Canaan is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Canaan.
If I need to cancel my hotel reservation in Canaan, will I receive a refund?
Yes! Most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Canaan.
What are some hotels with pools in Canaan?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG and Holiday Inn Express Hotel & Suites Great Barrington by IHG are two additional hotels that offer an on-site pool. View all hotels with pools in Canaan.
How is it to stay in Canaan?
Visitors can enjoy all that Canaan has to offer, including the restaurants and coffee shops. This city also attracts tourists with its welcoming and rural setting. In Canaan, there are 5 hotels and other accommodation options to choose from. Find out more about Canaan.
What is there to see in Canaan?
Natural beauty is on display at Housatonic River, Eddy Field and Edith Scoville Memorial Sanctuary. A couple of additional sights to add to your itinerary are Campbell Falls State Park and Lawrence Field. Take a look at what more there is to see and do in Expedia's Canaan guide.
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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