Book a Canaan Resort

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Resorts in Canaan

We don't have any properties that match your exact search
See all properties in Canaan

Recommended hotels in Canaan

Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
United States
Stephanie
The price is ￥33,014
￥36,876 total
includes taxes & fees
Oct 28 - Oct 29
Granville House
Front of property - evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (132)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Free daily continental breakfast
Inn at Pine Plains
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (296)
"Cozy room with comfy bed close to dining. "
United States
Shela
The price is ￥37,310
￥42,208 total
includes taxes & fees
Oct 26 - Oct 27
Inn at Pine Plains
Exterior
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
United States
Steven
The price is ￥52,280
￥61,317 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Stockbridge
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (37)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
United States
Marina
The price is ￥22,468
￥25,097 total
includes taxes & fees
Nov 3 - Nov 4
Wilder House Berkshires
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT
CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥17,789
￥99,300 total
includes taxes & fees
Nov 4 - Nov 5
CT Gate House Goshen CT, Gate House Goshen CT
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart
The White Hart
4.0 star property
9.6 out of 10, Exceptional, (141)
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
United States
Jeanette
The price is ￥43,282
￥49,775 total
includes taxes & fees
Oct 27 - Oct 28
The White Hart
Front of property
Chambery Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
United States
Mary
Chambery Inn
Interior
The Red Door B&B
The Red Door B&B
3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveler
The Red Door B&B
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (745)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
The price is ￥21,557
￥24,078 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (148)
"A wonderful facility, lovely breakfast and way way more than you would expect in every catagory."
United States
Steve
The price is ￥24,776
￥28,492 total
includes taxes & fees
Oct 27 - Oct 28
Blackberry River Inn
Interior detail
Manor House Inn
Manor House Inn
3.0 star property
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is ￥42,769
￥47,473 total
includes taxes & fees
Nov 19 - Nov 20
Manor House Inn
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
9.4 out of 10, Exceptional, (61)
"This is a very cute lodge, updated with a bit of vintage charm. Close to all the Berkshires must sees and nature hiking trails. "
United States
Kayla
Little Cat Lodge
Terrace/patio
The Abner Hotel
The Abner Hotel
3.0 star property
9.4 out of 10, Exceptional, (40)
"Beautiful property and great service."
United States
Joshua
The price is ￥44,224
￥50,858 total
includes taxes & fees
Nov 11 - Nov 12
The Abner Hotel
Premium Apartment | Private kitchen | Microwave, electric kettle
East Rock Inn
East Rock Inn
2.0 star property
9.4 out of 10, Exceptional, (35)
"Quiet and peaceful location set off the road, with woodsy area in the back. Very close to Main Street shops and restaurants. "
United States
Amanda
The price is ￥19,309
￥21,568 total
includes taxes & fees
Nov 4 - Nov 5
East Rock Inn
Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
United States
Blair
Gedney Farm
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ￥45,979
￥55,484 total
includes taxes & fees
Nov 2 - Nov 3
The Old Inn On The Green
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge
Cornwall Inn and Lodge
3.0 star property
9.2 out of 10, Wonderful, (151)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is ￥29,999
￥34,499 total
includes taxes & fees
Nov 1 - Nov 2
Cornwall Inn and Lodge
Business center
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
9.2 out of 10, Wonderful, (108)
"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 ￥47,015
￥56,875 total
includes taxes & fees
Nov 4 - Nov 5
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (11)
"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 ￥39,527
￥49,243 total
includes taxes & fees
Nov 9 - Nov 10
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"In a very nice annex suite."
Julia 2-night trip
Posted 3 days ago
The Red Lion Inn

Find out more about Canaan

Canaan Resorts information

Number of reviews
2,768
Accommodation
3 Resorts
Lowest Price
￥21,568
Highest Price
￥99,300

Frequently asked questions

What is Canaan like for a resort vacation?
You deserve to get away, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing time in Canaan. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, shopping possibilities, or fun activities to try.
What's a top resort for my stay in Canaan?
Here's our top-rated resort near Canaan: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 17.3 mi (27.8 km) from Canaan. Has a sauna, a fitness center, and a terrace.
What can I do in Canaan?
Campbell Falls State Park, Housatonic River, and North Canaan Town Hall are a few of the interesting sights to visit. For more to see in the area, you can spend time at Edith Scoville Memorial Sanctuary or Lawrence Field.
What's the seasonal weather like in Canaan?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Canaan?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia