Search Chalets in East Canaan

  • 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

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun
No exact matches found, but these alternatives could be just right

Recommended hotels in East 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, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
14 Feb - 15 Feb
Locust Tree Bed and Breakfast LLC
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,002 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 309
AED 345 total
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Lee - Lenox South
Exterior

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
"Very respectable staff and clean environment "
United States
Hannah
The price is AED 309
AED 355 total
includes taxes & fees
15 Feb - 16 Feb
Days Inn by Wyndham Torrington
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, (732 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is AED 393
AED 439 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is AED 481
AED 537 total
includes taxes & fees
6 Mar - 7 Mar
East Rock Inn
Exterior

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (568 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AED 275
AED 308 total
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (834 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is AED 413
AED 533 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is AED 516
AED 740 total
includes taxes & fees
10 Mar - 11 Mar
The Red Lion Inn
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (822 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (553 reviews)
"Great friendly staff"
United States
Pablo
The price is AED 404
AED 451 total
includes taxes & fees
15 Feb - 16 Feb
The Little Lion
Exterior

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (19 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is AED 720
AED 927 total
includes taxes & fees
2 Mar - 3 Mar
Prospect Berkshires
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,002 reviews)
"Clean room, great location"
United States
Andrea
The price is AED 278
AED 310 total
includes taxes & fees
26 Feb - 27 Feb
Quality Inn Great Barrington
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very Good, (13 reviews)
"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."
United States
Jamie
The price is AED 592
AED 670 total
includes taxes & fees
15 Feb - 16 Feb
The Millerton Inn
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (200 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is AED 514
AED 576 total
includes taxes & fees
16 Feb - 17 Feb
the Alander
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, (767 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is AED 555
AED 620 total
includes taxes & fees
22 Feb - 23 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (127 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel
Street view

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (280 reviews)
"Great"
United States
Jorge
The price is AED 612
AED 704 total
includes taxes & fees
17 Feb - 18 Feb
Interlaken Inn & Resort
Terrace/patio

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (51 reviews)
"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."
United States
Francis
The Abner Hotel
Front of property

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 604
AED 694 total
includes taxes & fees
16 Feb - 17 Feb
Blackberry River Inn
Interior

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is AED 342
AED 382 total
includes taxes & fees
15 Feb - 16 Feb
Sunset 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

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Canaan Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Love this place—no frills but clean and with kind staff. An excellent value, great location, and all of things. I highly recommend. For context, I love a great resort and I’ve been to the Ritz, etc but there is something sweet, real, and special about this place. I’d rather stay here that than at some of the pricier places I’ve stayed in the Berkshires."
Heather 2-night trip
Posted 3 days ago
Monument Mountain Motel

Explore a world of travel with Expedia