Photo by Robin/Loving Life

Best Resorts in Canaan

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

    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
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

Courtyard
The Springs Motel
The Springs Motel
2.0 star property
9.2 out of 10, Wonderful, (82)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
United States
Tricia
$96 nightly
The price is $106
Oct 23 - Oct 24
Total with taxes and fees
The Springs Motel
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (678)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
$102 nightly
The price is $114
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1018)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
$102 nightly
The price is $114
Nov 2 - Nov 3
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (814)
"We enjoyed our stay. It's basic but clean and comfortable."
United States
Kit Ping
$79 nightly
The price is $88
Oct 22 - Oct 23
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (430)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
$116 nightly
The price is $128
Nov 4 - Nov 5
Total with taxes and fees
Shaker Mill Inn
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (774)
"Very convenient and we were happy that the little restaurant we'd chosen for dinner was right across the street (we drove anyway, as it's a busy street)."
United States
Elizabeth
$67 nightly
The price is $74
Nov 2 - Nov 3
Total with taxes and fees
Monument Mountain Motel
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
7.6 out of 10, Good, (554)
"Excellent location, friendly service, clean, comfortable room."
United States
Beth
$75 nightly
The price is $84
Oct 22 - Oct 23
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (915)
"Enjoyable stay. Staff were very nice. "
United States
Claire
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great Indian restaurant in the hotel!"
United States
Chris
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very Good, (1018)
"Staff was very helpful - easy location - clean rooms!"
United States
Karen
$93 nightly
The price is $104
Nov 9 - Nov 10
Total with taxes and fees
Quality Inn
Front of property - evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (784)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
$106 nightly
The price is $118
Nov 11 - Nov 12
Total with taxes and fees
Hotel On North
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (722)
"Great stay, perfect "
United States
Lawrence
$113 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
Berkshire Mountain Lodge
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (772)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$103 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Berkshires Untold
Free buffet breakfast
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
2.5 star property
8.8 out of 10, Excellent, (844)
"Clean spacious rooms, Helpful and courteous staff. Hot and healthy options for breakfast. Hotel is in quiet area on hill overlooking city. "
United States
Wakeland
$105 nightly
The price is $117
Nov 14 - Nov 15
Total with taxes and fees
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
Berkshire Inn
2.0 star property
7.8 out of 10, Good, (832)
"This property has a mid century motel look from the street but the rooms have been recently upgraded and are fully modern inside. A great value and comfortable place to stay"
United States
Phillip
$76 nightly
The price is $85
Nov 12 - Nov 13
Total with taxes and fees
Berkshire Inn
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 2 - Nov 3
Total with taxes and fees
Element Lenox Berkshires
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2091)
"Great place!"
United States
Nicole
$112 nightly
The price is $125
Oct 30 - Oct 31
Total with taxes and fees
Vacation Village in the Berkshires
Seasonal outdoor pool
Apple Tree Inn
Apple Tree Inn
3.0 star property
8.6 out of 10, Excellent, (312)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
United States
Amy
$162 nightly
The price is $182
Oct 22 - Oct 23
Total with taxes and fees
Apple Tree Inn
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
7.6 out of 10, Good, (407)
"That can be reserved at any time"
United States
Felicita
$84 nightly
The price is $94
Nov 14 - Nov 15
Total with taxes and fees
Sunset Inn
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very Good, (1000)
"Clean room, nice location "
United States
Devron
$84 nightly
The price is $94
Nov 4 - Nov 5
Total with taxes and fees
Quality Inn
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

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

10/10 Excellent
"Clean room. "
Michael 1-night trip
Posted 3 days ago
Fairfield Inn & Suites Albany East Greenbush

Find out more about Canaan

Canaan Resorts information

Number of reviews
14,995
Accommodation
34 Resorts
Lowest Price
$74
Highest Price
$182

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