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Top Canaan hotels

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Canaan NY
A gym is featured at this cottage, along with a garden and barbecue grills.
"Private, rustic cabin. Great communication from hosts. We hiked monument mountain while there. Highly recommend. Takes about 2.5 hours at a leisurely pace"

Reviewed on Oct 13, 2026

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Opens in a new windowCharming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from Dec 2 to Dec 3
$136 total
Dec 2 - Dec 3
Total with taxes and fees
This aparthotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym ...
"The pool and electricity was shutdown for most of our stay which was a huge disappointment as we were staying there for our daughters 9th birthday"

Reviewed on Nov 2, 2026

Opens in a new windowVacation Village in the Berkshires
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
$194 nightly
The price is $216 total per night from Nov 18 to Nov 19
$216 total
Nov 18 - Nov 19
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
"Beautiful and historic ! Dinner was delicious!"

Reviewed on Nov 2, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$76 nightly
The price is $85 total per night from Nov 25 to Nov 26
$85 total
Nov 25 - Nov 26
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. ...
"Office staff wonderful! Room clean but older carpet and bathroom looked dingy."

Reviewed on Nov 3, 2026

Opens in a new windowQuality Inn Great Barrington
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $270 total per night from Dec 3 to Dec 4
$270 total
Dec 3 - Dec 4
Total with taxes and fees
This smoke-free hotel features 3 indoor pools, a restaurant, and a bar/lounge. Enjoy the steam room and perks like free valet parking and free WiFi. Free self ...
"not worth the price!"

Reviewed on Nov 2, 2026

Opens in a new windowPocketbook Hotel and Bath
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Dec 2 to Dec 3
$127 total
Dec 2 - Dec 3
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
Opens in a new windowBerkshire Mountain Lodge
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Nov 9 to Nov 10
$117 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
Opens in a new windowThe Yankee Inn
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$128 nightly
The price is $143 total per night from Nov 5 to Nov 6
$143 total
Nov 5 - Nov 6
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 ...
Opens in a new windowHoliday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $147 total per night from Dec 2 to Dec 3
$147 total
Dec 2 - Dec 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
Opens in a new windowBerkshires Untold
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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.

Cheap Canaan hotels

Berkshire Travel Lodge

Berkshire Travel Lodge

12703 Rte 22 Austerlitz NY
$76 nightly
The price is $85 total per night from Nov 4 to Nov 5
$85 total
Nov 4 - Nov 5
Total with taxes and fees
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 Hotel & Travel Guide\n

For those modern wanderers who are wanting to stay near the authentic center of Canaan, Travelocity offers several accommodation options in which to stay. 4 hotels and apartments listed on Travelocity are situated within 6-mile (10-kilometer) of the city center.

Within just a short distance of Canaan, are the Inn At Richmond and Shaker Mill Inn.

The Rookwood Inn is around 8 miles (13 kilometers) from downtown Canaan. Or, alternatively, the Gateways Inn & Restaurant can be found 8 miles (13 kilometers) away. Alternative hotel options are the Hampton Terrace Inn and the Cranwell Spa and Golf Resort.

Interested in seeing some more of the forests this area offers? How about you have some extra nights in other areas of Capitol - Saratoga Region? Have fun snowboarding and skiing or visit the area's visitor places of interest. Family-friendly Travelocity lodgings can be booked.

25 miles (41 kilometers) to the northwest of Canaan, you'll find Downtown Albany, which is where you'll find Irish American Heritage Museum and Westland Hills Park. Travelocity-listed Downtown Albany places to stay include the Hilton Albany and Courtyard by Marriott Albany Thruway. 30 miles (48 kilometers) to the northwest of Canaan, you'll reach Latham, which is home to the Residence Inn by Marriott Albany Airport and The Desmond Hotel Albany. If you're staying in Latham, a couple of sights worth adding to your itinerary are the Russell Sage College and Pruyn House.

Before your Canaan trip draws to a close, why not spend an afternoon enjoying the thrills and spills in the company of avid sports obsessives at an engaging game. Times Union Center is 25 miles (38 kilometers) to the northwest of Canaan. Wise travelers that need to book Travelocity-listed accommodation close by can compare the TownePlace Suites by Marriott Albany Downtown/Medical Center or the Holiday Inn Express Albany Downtown.

If you're traveling into or out of Albany International Airport and need to book a room in the area, have a look at SpringHill Suites by Marriott Albany-Colonie or Courtyard by Marriott Albany Airport.

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 $85. 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

Quality Inn Great Barrington

Quality Inn Great Barrington

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Office staff wonderful! Room clean but older carpet and bathroom looked dingy."
A verified traveler stayed at Quality Inn Great Barrington
Quality Inn Great Barrington

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