Best Resorts in Canaan

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3
In one month
May 15 - May 17
In two months
Jun 12 - Jun 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Canaan

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
$102 nightly
The price is $114
Apr 20 - Apr 21
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
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, (840 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
$67 nightly
The price is $74
Apr 19 - Apr 20
Total with taxes and fees
Monument Mountain Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
$112 nightly
The price is $123
May 5 - May 6
Total with taxes and fees
Shaker Mill Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (899 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
$87 nightly
The price is $97
Apr 21 - Apr 22
Total with taxes and fees
Berkshires Untold
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
$150 nightly
The price is $168
Apr 19 - Apr 20
Total with taxes and fees
The Revival House
Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$71 nightly
The price is $78
Apr 18 - Apr 19
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
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, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
$75 nightly
The price is $84
Apr 18 - Apr 19
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Great location, friendly staff"
United States
James
$75 nightly
The price is $84
Apr 26 - Apr 27
Total with taxes and fees
Quality Inn Great Barrington
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (849 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
$79 nightly
The price is $88
Apr 18 - Apr 19
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (906 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
$108 nightly
The price is $120
May 17 - May 18
Total with taxes and fees
Berkshire Mountain Lodge
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
$151 nightly
The price is $169
Apr 26 - Apr 27
Total with taxes and fees
Element Lenox Berkshires
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
$112 nightly
The price is $122
Apr 21 - Apr 22
Total with taxes and fees
The Springs Motel
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$150 nightly
The price is $168
Apr 19 - Apr 20
Total with taxes and fees
Wilder House Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
$110 nightly
The price is $123
Apr 19 - Apr 20
Total with taxes and fees
The Little Lion
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
$200 nightly
The price is $223
Apr 19 - Apr 20
Total with taxes and fees
The Berkshire Mountain Inn
Property grounds

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
$380 nightly
The price is $424
Apr 19 - Apr 20
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$79 nightly
The price is $88
Apr 19 - Apr 20
Total with taxes and fees
Berkshire Inn
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
$101 nightly
The price is $113
May 3 - May 4
Total with taxes and fees
Quality Inn Lee - Lenox South
Terrace/patio

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (277 reviews)
"Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! "
United States
christine b.
$185 nightly
The price is $207
Apr 19 - Apr 20
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (218 reviews)
"Very clean. Updated "
United States
jennifer
$116 nightly
The price is $130
Apr 18 - Apr 19
Total with taxes and fees
Chatham Travel Lodge
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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"A convenient location. Excellent well appointed and clean room. An excellent breakfast provided. Would stay again."
Lawrence 1-night trip
Posted 10 hours ago
The Yankee, Trademark Collection by Wyndham

Find out more about Canaan

Canaan Resorts information

Number of reviews
10,076
Accommodation
28 Resorts
Lowest Price
$74
Highest Price
$424

Frequently asked questions

What can I expect from a resort vacation in Canaan?
You deserve a getaway, and a resort is just the place to indulge in all the services and amenities you need for a relaxing time in Canaan. One of the comfortable resorts in the area could be just what you're searching for, whether you want an amazing pool, shopping possibilities, or activities for the kids.
What's a favorite resort in Canaan?
Our top-rated resort near Canaan: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 13 mi (21 km) from Canaan. Access to a sauna, a fitness center, and a terrace.
What can I do in Canaan?
Queechy Lake, Hollow FIelds Reserve, and Hand Hollow State Forest are a few of the interesting sights to visit. Other attractions in the area include Bates Memorial State Park and Hancock Shaker Village.
What's the weather like in Canaan?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°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 8 mi (12.9 km) from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia