Book Hotels in Canaan, NY

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Top Canaan hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Nov 9 to Nov 10
$126 total
Nov 9 - Nov 10
Total with taxes and fees
This lodge 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 parking, ...
Clean, convenience, great staff, quiet, beautiful and secluded yet close to everything! Thank you

Reviewed on Nov 2, 2025

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Nov 16 to Nov 17
$115 total
Nov 16 - Nov 17
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 ...
Everything was clean and the staff were nice. However? I was told at check-in that rooms weren’t cleaned unless I requested it so I requested it for my 3 night stay but the room was only cleaned once.

Reviewed on Nov 4, 2025

Opens in a new windowBerkshires Untold
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
Fully refundable
$110 nightly
The price is $122 total per night from Nov 30 to Dec 1
$122 total
Nov 30 - Dec 1
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
Needs a room update for the the price you pay!

Reviewed on Nov 2, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Nov 19 to Nov 20
$113 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
Staff were very welcome and friendly. Some of the rooms are a bit far from the main building and amenities, and the older rooms are a bit small and outdated, but you can tell they are doing work to update. Over all, it is a nice, quiet little hotel and we would definitely stay again!

Reviewed on Nov 1, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
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
$182 nightly
The price is $204 total per night from Nov 16 to Nov 17
$204 total
Nov 16 - Nov 17
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Room was clean and comfortable. Antique furnishings throughout the hotel, all spotlessly clean but period correct for the past. Staff were all helpful and professional.

Reviewed on Oct 31, 2025

Opens in a new windowThe Red Lion Inn
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
$112 nightly
The price is $125 total per night from Nov 12 to Nov 13
$125 total
Nov 12 - Nov 13
Total with taxes and fees
This condo 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 and perks ...
The amenities are great. The pool and hot tub are very comfortable temperatures, pool tables, ping pong, foosball, arcade games, movie theater, and more.

Reviewed on Nov 2, 2025

Opens in a new windowVacation Village in the Berkshires
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd, Castleton-on-Hudson, NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Nov 16 to Nov 17
$117 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet ...
Room was clean, comfortable and right next to the pool as requested. Pool was clean, breakfast was good and well stocked, all staff was friendly and accommodating. Would definitely stay here again.

Reviewed on Nov 2, 2025

Opens in a new windowComfort Inn & Suites East Greenbush - Albany
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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. ...
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.

Reviewed on Nov 6, 2025

Opens in a new windowQuality Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
$98 nightly
The price is $109 total per night from Nov 21 to Nov 22
$109 total
Nov 21 - Nov 22
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Spotless and friendly staff

Reviewed on Nov 2, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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.

Cheap Canaan hotels

Berkshire Travel Lodge

Berkshire Travel Lodge

12703 Rte 22, Austerlitz, NY
$73 nightly
The price is $82 total per night from Nov 9 to Nov 10
$82 total
Nov 9 - Nov 10
Total with taxes and fees
5.2/10 (457 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 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 $82. 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 1,415 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

Quality Inn

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back. "
A verified traveler stayed at Quality Inn
Quality Inn

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