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Tonight
Check prices in Canaan for tonight, Nov. 24 - Nov. 25
Nov. 24 - Nov. 25
Tomorrow night
Check prices in Canaan for tomorrow night, Nov. 25 - Nov. 26
Nov. 25 - Nov. 26
Next weekend
Check prices in Canaan for next weekend, Nov. 29 - Dec. 1
Nov. 29 - Dec. 1

Most frequently booked Canaan hotels

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 $203 per night
CA $203
CA $289 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
Life House Berkshires

Life House Berkshires

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 $167 per night
CA $167
CA $187 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3.5-star 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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

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 $131 per night
CA $131
CA $146 total
includes taxes & fees
1 Dec - 2 Dec
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
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free cancellation
16.27 km from city centre
The price is CA $132 per night
CA $132
CA $148 total
includes taxes & fees
30 Nov - 1 Dec
Stay at this 3-star 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 Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
18.35 km from city centre
The price is CA $133 per night
CA $133
CA $149 total
includes taxes & fees
9 Dec - 10 Dec
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly
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 $236 per night
CA $236
CA $273 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
25.31 km from city centre
The price is CA $100 per night
CA $100
CA $111 total
includes taxes & fees
8 Dec - 9 Dec
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 Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
14.64 km from city centre
The price is CA $136 per night
CA $136
CA $152 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Free cancellation
20.94 km from city centre
The price is CA $142 per night
CA $142
CA $178 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Restaurant
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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 Dec. 8 to Dec. 9
CA $94
CA $102 total
includes taxes & fees
8 Dec - 9 Dec
5.2/10 (384 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 Dec. 8 to Dec. 9
CA $94
CA $102 total
includes taxes & fees
8 Dec - 9 Dec
5.2/10 (384 reviews)

Top hotels in Canaan for Extended Stay

Suite 5 - Quiet and private accommodations in a country setting.

Suite 5 - Quiet and private accommodations in a country setting.

Spencertown
10/10 Exceptional! (1 review)
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
1,322 hotels
Lowest Price
CA $94
Highest Price
CA $236
Popular hotels
The Red Lion Inn, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, The Black Swan Lee - Lenox, Ascend Hotel Collection, Vacation Village in the Berkshires, Quality Inn, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

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 $94 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 1,322 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 Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Pretty view of the Lake"
A verified traveller stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection

Types of hotels

Hotels near…

Areas of Canaan