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Tonight
Check prices in Canaan for tonight, Sep 19 - Sep 20
Sep 19 - Sep 20
Tomorrow night
Check prices in Canaan for tomorrow night, Sep 20 - Sep 21
Sep 20 - Sep 21
Next weekend
Check prices in Canaan for next weekend, Sep 25 - Sep 27
Sep 25 - Sep 27

Most frequently booked Canaan hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
21.36 km from city centre
The price is CA $133 per night
CA $133
CA $164 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this family-friendly aparthotel 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

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
15.07 km from city centre
The price is CA $110 per night
CA $110
CA $154 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this golf aparthotel 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 Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free cancellation
25.31 km from city centre
The price is CA $141 per night
CA $141
CA $158 total
Oct 18 - Oct 19
includes taxes & fees
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.
Breakfast included
Parking included
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
14.79 km from city centre
The price is CA $146 per night
CA $146
CA $163 total
Sep 22 - Sep 23
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 Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free cancellation
Reserve now, pay when you stay
32.83 km from city centre
The price is CA $282 per night
CA $282
CA $382 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.
Pool
Spa
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
14.55 km from city centre
The price is CA $196 per night
CA $196
CA $219 total
Sep 28 - Sep 29
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 Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
18.19 km from city centre
The price is CA $213 per night
CA $213
CA $307 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Free cancellation
20.99 km from city centre
The price is CA $164 per night
CA $164
CA $210 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this ski 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
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Free cancellation
15.12 km from city centre
The price is CA $159 per night
CA $159
CA $178 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
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See all available properties in Canaan
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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

Berkshire Travel Lodge

12703 Rte 22 Austerlitz NY
The price is CA $94 per night from Sep 28 to Sep 29
CA $94
CA $106 total
Sep 28 - Sep 29
includes taxes & fees
5.4/10 (511 reviews)

Top cheap Canaan hotel deals

Berkshire Travel Lodge

Berkshire Travel Lodge

12703 Rte 22 Austerlitz NY
The price is CA $94 per night from Sep 28 to Sep 29
CA $94
CA $106 total
Sep 28 - Sep 29
includes taxes & fees
5.4/10 (511 reviews)

Top hotels in Canaan for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

Hancock MA
10/10 Exceptional! (4 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
1,410 hotels
Lowest Price
CA $106
Highest Price
CA $382
Popular hotels
Vacation Village in the Berkshires, Berkshire Mountain Lodge, Quality Inn Great Barrington, The Yankee Inn, Pocketbook Hotel and Bath, Berkshires Untold, The Red Lion Inn, Holiday Inn Club Vacations Oak 'n Spruce Resort, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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 $106 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 1,410 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

Berkshires Untold

Berkshires Untold

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"What a gem!! Beautiful patio and lobby. Rooms were so well appointed and staff was very helpful. Great spot if you’re attending an event at Tanglewood."
A verified traveller stayed at Berkshires Untold
Berkshires Untold