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Best Resorts in Canaan

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Nov 21 - Nov 23
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Dec 12 - Dec 14
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Jan 9 - Jan 11

Resorts in Canaan

No exact matches found, but these alternatives could be just right

Recommended hotels in Canaan

Lobby sitting area
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, (1003)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Nov 13 - Nov 14
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (434)
"Nice place, easy check in"
United States
Robert
$101 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
Shaker Mill Inn
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
"Clean room and good breakfast "
United States
Kelly
$87 nightly
The price is $98
Dec 1 - Dec 2
Total with taxes and fees
Quality 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
Great Barrington
9.0 out of 10, Wonderful, (783)
"This was an older property, but room was nice and bathroom was updated. "
United States
Martha
$67 nightly
The price is $74
Nov 11 - Nov 12
Total with taxes and fees
Monument Mountain Motel
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (948)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
$98 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (819)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 11 - Nov 12
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
$101 nightly
The price is $113
Nov 18 - Nov 19
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
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, (692)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
$102 nightly
The price is $114
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington 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
Lee
9.0 out of 10, Wonderful, (1005)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$110 nightly
The price is $122
Dec 1 - Dec 2
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (556)
"I loved the stay people were nice loved the pool and internet was great "
United States
Jennifer
$75 nightly
The price is $84
Nov 11 - Nov 12
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.6 out of 10, Exceptional, (10)
"Very friendly with dog. No complaints with accommodations "
United States
Lilian
$135 nightly
The price is $151
Nov 20 - Nov 21
Total with taxes and fees
Element Lenox Berkshires
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (85)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$103 nightly
The price is $114
Nov 11 - Nov 12
Total with taxes and fees
The Springs Motel
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1003)
"Nice and clean would stay again."
United States
Stephen
$84 nightly
The price is $94
Nov 24 - Nov 25
Total with taxes and fees
Quality Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (751)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
$113 nightly
The price is $126
Nov 11 - Nov 12
Total with taxes and fees
Berkshire Mountain Lodge
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (656)
"Lovely hotel, room was great along with the staff and the grounds where beautiful. Thank you."
United States
Vicki
$111 nightly
The price is $124
Nov 23 - Nov 24
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Breakfast was awesome"
United States
Kathleen
$111 nightly
The price is $124
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (837)
"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
$74 nightly
The price is $83
Nov 23 - Nov 24
Total with taxes and fees
Berkshire Inn
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (57)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
$118 nightly
The price is $132
Dec 2 - Dec 3
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (409)
"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
$86 nightly
The price is $97
Dec 2 - Dec 3
Total with taxes and fees
Sunset Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (543)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
$129 nightly
The price is $144
Nov 11 - Nov 12
Total with taxes and fees
The Little Lion
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 Canaan Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We came here because it was off season, great price, and it had an indoor pool. "
Monica 3-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Find out more about Canaan

Canaan Resorts information

Number of reviews
13,548
Accommodation
34 Resorts
Lowest Price
$74
Highest Price
$151

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.

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