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Top East Canaan hotels

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $169 total per night from Aug 25 to Aug 26
$169 total
Aug 25 - Aug 26
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
"Was the perfect stop over for our way home. All the employees were extremely friendly."

Reviewed on Aug 1, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 out of 5
190 Meadow Street, South Lee, MA
$132 nightly
The price is $147 total per night from Sep 2 to Sep 3
$147 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on Jul 24, 2025

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

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
Fully refundableReserve now, pay when you stay
$305 nightly
The price is $350 total per night from Aug 13 to Aug 14
$350 total
Aug 13 - Aug 14
Total includes taxes and fees
A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"Breakfast could have been better"

Reviewed on Jul 25, 2025

The Litchfield Inn
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
$105 nightly
The price is $121 total per night from Aug 6 to Aug 7
$121 total
Aug 6 - Aug 7
Total includes taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
Great Place
"The breakfast was amazing!!!"

Reviewed on Jul 28, 2025

Locust Tree Bed and Breakfast LLC
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
$212 nightly
The price is $237 total per night from Aug 6 to Aug 7
$237 total
Aug 6 - Aug 7
Total includes taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"Food was great!"

Reviewed on Aug 1, 2025

The Red Lion Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
$139 nightly
The price is $155 total per night from Sep 2 to Sep 3
$155 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Amazing service and cheerful staff !!! Thanks so much"

Reviewed on Aug 2, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $96 total per night from Sep 1 to Sep 2
$96 total
Sep 1 - Sep 2
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
"This was one of the best motels I've stayed in. Normally motels are older and musty. This was very bright, no smell. White bathroom was very clean. Comfortable bed. It's set a little back on the main road. Because it was cool, we turned off the AC and opened the rear window. It was quiet. Check in/out ..."

Reviewed on Aug 2, 2025

Monument Mountain Motel
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 2 to Sep 3
$104 total
Sep 2 - Sep 3
Total includes taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
"Close to city center, safe and great costumer experience"

Reviewed on Jul 30, 2025

Quality Inn
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Sep 1 to Sep 2
$122 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. ...
"Not a bad stay here. Check in took a bit longer due to the confused person ahead of us. The poor desk manager had a long line of check ins and a phone ringing off the hook and no help. The room was a good size and the king bed was comfortable. We had a corner room and the window facing the side parking ..."

Reviewed on Jul 31, 2025

Quality Inn
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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.

East Canaan Hotel & Travel Guide\n

For those visitors that are looking to discover a place to tuck in for the night near the bright lights of East Canaan, Travelocity's booking page offers customers a few good options. You'll be able to book 3 accommodation options within a 6-mile (10-kilometer) distance of downtown East Canaan.

The Locust Tree Bed and Breakfast is one of the most conveniently located options, one of the limited options that are within walking distance of the East Canaan town center.

The Rock Hall Luxe Lodging can be found about 8 miles (12 kilometers) outside central East Canaan. Another accommodation option is the Federal House Inn, which is approximately 19 miles (30 kilometers) away. Other accommodation options include the Fairfield Inn and Suites by Marriott Lenox Great Barrington and the Manor House Bed & Breakfast.

Make sure you get your serving of sport by taking a journey to Times Union Center, which is located 50 miles (81 kilometers) to the northwest of East Canaan. Anyone that need to find Travelocity-listed hotels close to the action can compare between the Hilton Albany or the TownePlace Suites by Marriott Albany Downtown/Medical Center.

If you are flying via Bradley International Airport and need to find Travelocity-listed accommodation in the area, look at Sheraton Hartford Hotel at Bradley Airport or Holiday Inn Express & Suites Bradley Airport.

Frequently asked questions

What are the top kid-friendly hotels in East Canaan?
East Canaan features one kid-friendly option — Locust Tree Bed and Breakfast LLC. It comes with conveniences to keep youngsters and adults alike comfortable and happy, such as a pillowtop mattress.
Where can I find cheap hotels in East Canaan?
At Travelocity you'll find really nice hotels in East Canaan at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near East Canaan rather than in East Canaan. We may find you even better rates, too.
How do I find the best East Canaan hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in East Canaan then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in East Canaan?
The cheapest hotel in East Canaan is $96. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in East Canaan?
There are 876 hotels in East Canaan on Travelocity.
What are the best hotels in East Canaan?
East Canaan has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in East Canaan for you!
When is the best time to visit East Canaan?
If you want the joy of a fun-filled trip in peak season, visit East Canaan during April, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, March and December.
When is the cheapest time to stay in East Canaan?
Based on historic data is usually the cheapest month to visit East Canaan. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in East Canaan?
There are multiple hotels in East Canaan that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to East Canaan. We have plenty of kid-friendly hotels in East Canaan to choose from on Travelocity!
Why book a hotel in East Canaan through Travelocity?
Because we have the top hotels in East Canaan! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in East Canaan on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent East Canaan hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Amazing service and cheerful staff !!! Thanks so much "
A verified traveler from Dorchester stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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