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Most frequently booked Canaan hotels

Cozy cabin in tranquil Canaan NY with WiFi, AC

Canaan NY

4.2 km from city centre

Get rates

Stay at this cabin in Canaan. Enjoy air conditioning. Popular attractions Queechy Lake and Furnace Brook Winery at Hilltop Orchards are located nearby.

Pet-friendly

Air conditioning

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free cancellation

Reserve now, pay when you stay

21.36 km from city centre

CA $145

CA $177 total

Jan 20 - Jan 21

includes taxes & fees

Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.

Pool

Parking included

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free cancellation

Reserve now, pay when you stay

15.07 km from city centre

CA $137

CA $184 total

Feb 1 - Feb 2

includes taxes & fees

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead are located nearby.

Pool

Hot tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Free cancellation

16.27 km from city centre

CA $136

CA $152 total

Jan 23 - Jan 24

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.

Pool

Pet-friendly

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

Free cancellation

Reserve now, pay when you stay

14.79 km from city centre

CA $129

CA $144 total

Jan 26 - Jan 27

includes taxes & fees

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.

Pool

Hot tub

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free cancellation

Reserve now, pay when you stay

14.55 km from city centre

CA $123

CA $137 total

Jan 20 - Jan 21

includes taxes & fees

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary are located nearby.

Pet-friendly

Parking included

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

190 Meadow Street South Lee MA

Free cancellation

20.94 km from city centre

CA $157

CA $202 total

Jan 21 - Jan 22

includes taxes & fees

Book a stay at this 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 Berkshire Theatre Festival and Schantz Galleries are located nearby.

Pool

Air conditioning

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

Free cancellation

Reserve now, pay when you stay

32.83 km from city centre

CA $247

CA $342 total

Feb 19 - Feb 20

includes taxes & fees

Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.

Free WiFi

Restaurant

The Red Lion Inn

30 Main Street Stockbridge MA

Free cancellation

Reserve now, pay when you stay

18.19 km from city centre

CA $209

CA $296 total

Jan 25 - Jan 26

includes taxes & fees

Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.

Pool

Spa

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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

Berkshire Travel Lodge

12703 Rte 22 Austerlitz NY

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5.2/10 (461 reviews)

Top cheap Canaan hotel deals

Berkshire Travel Lodge

12703 Rte 22 Austerlitz NY

Get rates

5.2/10 (461 reviews)

Top hotels in Canaan for Extended Stay

Suite 4 - Quiet and private accommodations in a country setting.

Spencertown NY

CA $296

CA $379 total

Jan 25 - Jan 26

includes taxes & fees

10/10 Exceptional! (3 reviews)

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.

Canaan hotels essential information

Accommodation	1,393 hotels
Lowest Price	CA $137
Highest Price	CA $379
Popular hotels	Cozy cabin in tranquil Canaan NY with WiFi, AC, Vacation Village in the Berkshires, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Pocketbook Hotel and Bath, The Red Lion Inn

Frequently asked questions

What are the top kid-friendly hotels in Canaan?

From thoughtful amenities to larger rooms, kid-friendly hotels are equipped with features that can help transform a standard family vacation into an extraordinary one. These Canaan options make vacationing with youngsters a cinch: Inn at Silver Maple Farm will help make your getaway the best one yet. It offers lots of nice little touches, such as complimentary breakfast and housekeeping services. Alternatively, spend your nights in Canaan at Berkshire Rural Retreat. Take advantage of a playground, a king bed and more here.

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 CA $137 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 1,393 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 February, March and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, September and October.

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

The Yankee, Trademark Collection by Wyndham

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"As usual at the Yankee, check-in was friendly and quick. Room was clean and had everything in order. Rate was very reasonable.,"

A verified traveller stayed at The Yankee, Trademark Collection by Wyndham

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Book Cheap Hotels in Canaan

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Most frequently booked Canaan hotels