Hotels in Canaan

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Check prices for these dates

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Where to stay in Canaan?

Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
Wake up to a complimentary full breakfast at this cozy East Canaan B&B. Located near Land of Nod Vineyard and Winery, the inn offers free parking and daily housekeeping. Guests consistently praise the helpful staff for making stays memorable.
The price is $105
$121 total
includes taxes & fees
May 29 - May 30
Locust Tree Bed and Breakfast LLC
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (183 reviews)
Unwind in this peaceful country retreat with a seasonal outdoor pool and complimentary gourmet breakfast. Located near Haystack Mountain State Park, the inn offers free WiFi and parking while helpful staff ensure a memorable stay in Norfolk's quiet surroundings.
The price is $156
$179 total
includes taxes & fees
May 27 - May 28
Blackberry River Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (49 reviews)
Escape to the Berkshires in this inviting Sheffield accommodation with complimentary WiFi and parking. Start your day with cooked-to-order weekend breakfast before exploring nearby Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
The price is $193
$215 total
includes taxes & fees
May 27 - May 28
Wilder House Berkshires
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
A charming stay in Salisbury at this historic hotel with a welcoming bar and café. Unwind in the peaceful garden or relax on the terrace after exploring nearby Mount Frissell and Hanging Rock Park. Free breakfast, WiFi, and parking enhance your visit.
The price is $343
$395 total
includes taxes & fees
May 27 - May 28
The White Hart
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 reviews)
This 4-star Salisbury guesthouse offers free WiFi and parking while being close to Mount Frissell. Outdoor enthusiasts will appreciate nearby snowboarding and canoeing options. Relax in the garden after exploring Scoville Memorial Library.
The price is $591
$679 total
includes taxes & fees
May 27 - May 28
9 Academy
Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138 reviews)
Wake up to complimentary breakfast at this cozy B&B, then explore nearby trails by foot or on free rental bikes. Infinity Music Hall and Norfolk Historical Museum are close, while perks like free WiFi, parking, and a garden enhance your countryside retreat.
The price is $329
$365 total
includes taxes & fees
Jun 15 - Jun 16
Manor House Inn
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (137 reviews)
Unwind at this charming Great Barrington retreat featuring complimentary breakfast, WiFi, and parking. The hotel offers a restaurant, welcoming bar, and tranquil outdoor spaces near Questing and New Marlborough Town Library.
The price is $175
$192 total
includes taxes & fees
May 27 - May 28
Gedney Farm
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (299 reviews)
Nestled beside a golf course in Lakeville, this resort offers a seasonal outdoor pool and rejuvenating deep-tissue massages at the spa. Unwind at the bar after dining at the on-site restaurant, or maintain your routine in the fitness center, all while enjoying free WiFi and parking.
The price is $259
$298 total
includes taxes & fees
May 27 - May 28
Interlaken Inn & Resort
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
Experience culinary delights at The Old Inn Fine Dining, featuring American cuisine for breakfast, lunch, and dinner. Cool off in the seasonal pool, then sip drinks at the bar. Nearby attractions Questing and New Marlborough Town Library await your exploration.
The price is $330
$398 total
includes taxes & fees
May 27 - May 28
The Old Inn On The Green
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,006 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is $85
$94 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Great Barrington
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (27 reviews)
Relish free breakfast before exploring the Harlem Valley Rail Trail and Yoakum Preserve. This hotel offers complimentary WiFi and parking, with the on-site restaurant serving Mediterranean dishes for lunch and dinner in charming surroundings.
The price is $251
$284 total
includes taxes & fees
May 27 - May 28
The Millerton Inn
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (225 reviews)
Experience tranquil moments at this countryside retreat near Undermountain Golf Course and Copake Town Park. North Star restaurant serves American cuisine for dinner, while free WiFi and parking add convenience. Guests consistently praise the attentive staff who enhance every stay.
The price is $130
$146 total
includes taxes & fees
May 27 - May 28
the Alander
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (45 reviews)
This cozy motel offers complimentary WiFi and parking, making outdoor adventures hassle-free. Explore the nearby Housatonic River and River Walk, or try kayaking and mountain biking. Garden views provide a serene backdrop for your Berkshires escape.
The price is $146
$163 total
includes taxes & fees
Jun 23 - Jun 24
East Rock Inn
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
The price is $247
$276 total
includes taxes & fees
May 27 - May 28
The Berkshire Mountain Inn
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (857 reviews)
The price is $76
$85 total
includes taxes & fees
May 27 - May 28
Monument Mountain Motel
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
Escape to this mountain lodge near Catamount Ski Area, featuring a seasonal outdoor pool and relaxing sauna. After alpine adventures, savor complimentary breakfast before unwinding at the bar. Free WiFi and parking round out this Copake Falls retreat.
The price is $169
$189 total
includes taxes & fees
May 27 - May 28
Little Cat Lodge
Exterior

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (781 reviews)
This tranquil hotel offers sound-insulated accommodations near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
The price is $178
$198 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (766 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness center adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
The price is $129
$144 total
includes taxes & fees
Jun 1 - Jun 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
In-room safe, desk, free cribs/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, (580 reviews)
The price is $75
$84 total
includes taxes & fees
May 27 - May 28
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (28 reviews)
Scenic Berkshires escape featuring an outdoor pool and rejuvenating sauna. Enjoy local flavors at The Cliff House restaurant after exploring nearby Catamount attractions. Free WiFi and parking make this wooded sanctuary even more appealing.
The price is $329
$400 total
includes taxes & fees
May 31 - Jun 1
Prospect 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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Top landmarks in Canaan

C H Pease Museum

If museums are on your list of things to see, then you might want to head to C H Pease Museum, located in the heart of Canann Village Historic District.If you want to see more of the museums in Canann Village Historic District, Ashley House isn't far either.
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Learn more about Canaan

Canaan is well-known for its attractions such as C H Pease Museum and Campbell Falls State Park. This welcoming city has something for everyone including sights like Housatonic River and North Canaan Town Hall within a rural setting.

See all hotels in Canaan
Red bridge over the Housatonic River

Check out reviews of Canaan hotels guests love

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Terrific generous breakfadt menu, cozy eating lounge. The room was in tip top shape and the hotel is superbly located right on Main Street and in walking proximity of shops, stores restaurants and cafes. Ideal place to stay abd reasonably priced room rates."
Selwyn 3-night trip
Posted 1 hour ago
Quality Inn Great Barrington

Frequently asked questions

What hotels do travelers like in Canaan?
Guests like Interlaken Inn & Resort, Locust Tree Bed and Breakfast LLC and Blackberry River Inn.
Can I book refundable accommodations in Canaan?
If you want the flexibility to change your plans to Canaan, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Canaan if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 5 vacation homes.
What will the weather in Canaan be like during my trip?
July and August are typically the warmest months in Canaan when the average temp is 67°F. January and February are the coldest months when the average temperature is 29°F. October and December are the months with the most rain.
Why should I book my Canaan hotel through Hotels.com?
There are lots of reasons to book your Canaan trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.