
Canaan Vacations from $307
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Your Canaan Vacation
With a Canaan vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you depart, so you can make the most of your time discovering this lively city. When the time comes to head out and explore, be sure to include Mount Lebanon Shaker Village and New Lebanon Library on the itinerary for your trip to Canaan. Expedia has what you need to escape the everyday. Tailor your vacation to Canaan to match your travel style, whatever that may be.
The Latest Canaan vacation packages
Price found within the past 48 hours. Click for updated prices.

Vacation Village in the Berkshires
per person
Sep 23 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.6/10 Excellent! (1,862 reviews)
The unit has everything you need and is very clean. It would benefit from a step stool in the kitchen area because you can't reach the dishes without standing on a chair. Also it says you MUST use a convention pan to use the cooktop but there isn't one. Parking is difficult -- the spaces area too short for many vehicles leaving them partly in the road.
Reviewed on Aug 3, 2025

Berkshire Mountain Lodge
Save 100% on your flight
per person
Sep 23 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.8/10 Excellent! (507 reviews)
Great price for area with clean and spacious suites. Would be perfect if offered on site breakfast.
Reviewed on Aug 3, 2025

La Quinta Inn & Suites by Wyndham Lake George
Save 100% on your flight
per person
Sep 17 - Sep 21
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
9/10 Wonderful! (1,729 reviews)
Breakfast was good, we feel there needs to be another staff member helping at high peak times at breakfast and at check in. The room was nice and clean wished both fridges had a freezer and one of the rooms we had did not have a hairdryer available. Kids loved the pool and hot tub and of course the slide.
Reviewed on Aug 3, 2025

The Dewey
Save 100% on your flight
per person
Sep 23 - Sep 27
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.8/10 Excellent! (314 reviews)
Old world charm building with high ceilings and period features. Comfortable bed with nice bedding. En suite bathroom could use some love. One lightbulb was out and the toiletries weren’t fully stocked. Some visible mildew. Overall, a pleasant experience for our overnight stay.
Reviewed on Jul 30, 2025

Canaan Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $119 total per night from Aug 27 to Aug 28
$119 total
Aug 27 - Aug 28
Total includes taxes and fees
8.6/10 Excellent! (1,921 reviews)
"Excellent"
Reviewed on Aug 2, 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Aug 12 to Aug 13
$79 total
Aug 12 - Aug 13
Total includes taxes and fees
5.2/10 (760 reviews)
"This family is professional and kind. I left a $100 tip because I watched attend to her guests and her two Autistic sons as well as her elderly parent. Amazing"
Reviewed on Aug 2, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $159 total per night from Sep 1 to Sep 2
$159 total
Sep 1 - Sep 2
Total includes taxes and fees
9/10 Wonderful! (656 reviews)
"Very nice hotel, convenient location to Tanglewood and other attractions. Quiet and comfortable beds."
Reviewed on Jul 30, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.