Book Hotels in East Canaan, CT

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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
$143 nightly
The price is $160 total per night from Nov 16 to Nov 17
$160 total
Nov 16 - Nov 17
Total with 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 ...
I WOULD HAVE SELECTED SOME FRESH FRUIT AT BREAKFAST IF IT HAD BEEN OFFERED.

Reviewed on Nov 5, 2025

Opens in a new windowFairfield 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
Fully refundable
$147 nightly
The price is $164 total per night from Nov 12 to Nov 13
$164 total
Nov 12 - Nov 13
Total with 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 ...
Place was great!

Reviewed on Nov 5, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $121 total per night from Nov 10 to Nov 11
$121 total
Nov 10 - Nov 11
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
Everything was very good!!! Location was exceptional, parking was private and very secure for my classic car. Breakfast was great!!!

Reviewed on Nov 2, 2025

Opens in a new windowLocust Tree Bed and Breakfast LLC
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Nov 16 to Nov 17
$204 total
Nov 16 - Nov 17
Total with 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 ...
I love the ambience - historic and comfortable and excellent food.

Reviewed on Nov 5, 2025

Opens in a new windowThe 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
$102 nightly
The price is $114 total per night from Nov 16 to Nov 17
$114 total
Nov 16 - Nov 17
Total with 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 ...
Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again

Reviewed on Nov 6, 2025

Opens in a new windowHoliday 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
$67 nightly
The price is $74 total per night from Nov 10 to Nov 11
$74 total
Nov 10 - Nov 11
Total with 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.
Yes

Reviewed on Oct 31, 2025

Opens in a new windowMonument 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
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
Total with 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. ...
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.

Reviewed on Nov 6, 2025

Opens in a new windowQuality Inn
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Dec 1 to Dec 2
$98 total
Dec 1 - Dec 2
Total with 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. ...
Clean spacious room. Friendly staff at check in. Breakfast room was small but not difficult to get a table. Good location with restaurants within walking distance.

Reviewed on Nov 9, 2025

Opens in a new windowQuality Inn
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd, Torrington, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Dec 1 to Dec 2
$108 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Excellent parking.

Reviewed on Oct 20, 2025

Opens in a new windowAmericas Best Value Inn Torrington CT
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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 $74. 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 888 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

The Litchfield Inn

The Litchfield Inn

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Feel warm and comfy. But dont have restaurant in the house."
A verified traveler stayed at The Litchfield Inn
The Litchfield Inn

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