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Most frequently booked Canaan hotels

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
19.01 km from city centre
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Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
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
27.67 km from city centre
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Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
28.44 km from city centre
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Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Prospect Berkshires

Prospect Berkshires

2 out of 5
50 Prospect Lake Rd, Egremont, MA
21.89 km from city centre
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Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.
Pool
Pet-friendly
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St, Torrington, CT
Free cancellation
Reserve now, pay when you stay
29.35 km from city centre
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Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hotchkiss-Fyler House Museum and Warner Theater are located nearby.
Breakfast included
Parking included
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
30.94 km from city centre
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Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lee Library are located nearby.
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
Free cancellation
20.98 km from city centre
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Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.
Pool
Breakfast included
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
33 km from city centre
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Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White Memorial Conservation Center and Mount Tom State Park are located nearby.
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
20.38 km from city centre
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Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Housatonic River and Housatonic River Walk are located nearby.
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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.

Top family friendly Canaan hotel deals

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

131 East Canaan Road, PO Box 664, East Canaan, CT
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8.8/10 Excellent! (365 reviews)

Canaan hotels essential information

Accommodation
963 hotels
Lowest Price
Highest Price
Popular hotels
Quality Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, Prospect Berkshires, Days Inn by Wyndham Torrington, Quality Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG, The Litchfield Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Frequently asked questions

What are the top kid-friendly hotels in Canaan?
From cool amenities to bigger rooms, kid-friendly hotels are equipped with features that can help turn an everyday family vacation into an incredible one. These Canaan options make vacationing with young ones easier: Settle in at Locust Tree Bed and Breakfast LLC. It comes with a picnic area, a pillowtop mattress and a knack for making families feel at home. Also look up Fickle Fox Farm. It comes with a king bed, a travel crib and ample opportunities to spend time together.
Where can I find cheap hotels in Canaan?
At Travelocity you'll find really nice hotels in 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 Canaan rather than in Canaan. We may find you even better rates, too.
How do I find the best Canaan hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in 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 Canaan?
The cheapest hotel in Canaan is 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 Canaan?
There are 963 hotels in Canaan on Travelocity.
What are the best hotels in Canaan?
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 Canaan for you!
When is the best time to visit Canaan?
If you want the joy of a fun-filled trip in peak season, visit Canaan during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Canaan?
Based on historic data is usually the cheapest month to visit 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 Canaan?
There are multiple hotels in 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 Canaan. We have plenty of kid-friendly hotels in Canaan to choose from on Travelocity!
Why book a hotel in Canaan through Travelocity?
Because we have the top hotels in 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 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 Canaan hotel reviews by fellow wanderers

Quality Inn

Quality Inn

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Clean, quiet hotel in Great Barrington. Staff members were kind and attentive. Easy parking and check in / check out. "
A verified traveller stayed at Quality Inn
Quality Inn

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Areas of Canaan