Canaan Vacations from $890

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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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $1,199, price is now $890 per person
$890
per person
Aug 6 - Aug 11
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9/10 Wonderful! (938 reviews)
The room was clean and comfortable, the staff was friendly and helpful..only negative is that the furniture in the room is in serious need of replacement… veneers on end tables lifting, upholstered kitchen chairs all had rips…

Reviewed on May 27, 2026

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $3,203, price is now $2,069 per person
$2,069
per person
Aug 6 - Aug 11
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,003 reviews)
Great place, nice amenities and convenient location, highly recommended.

Reviewed on May 27, 2026

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,984, price is now $2,253 per person
$2,253
per person
Aug 6 - Aug 11
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
10/10 Exceptional! (1 review)
Such a beautiful time was spent here with my family for my nephews graduation from university at Albany. We feed the birds, played family games, got in the hot tub.

Reviewed on May 23, 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $1,294, price is now $1,000 per person
$1,000
per person
Aug 6 - Aug 11
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,006 reviews)
Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff.

Reviewed on May 26, 2026

The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was $1,162, price is now $969 per person
$969
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Albany (ALB)
9.2/10 Wonderful! (1,009 reviews)
Comfortable and clean

Reviewed on May 26, 2026

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Canaan Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from May 31 to Jun 1
$145 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (957 reviews)
"We did not use any of the offered pool, hot tub etc..overall room was good"

Reviewed on May 28, 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from Jun 1 to Jun 2
$133 total
Jun 1 - Jun 2
Total with taxes and fees
9/10 Wonderful! (962 reviews)
"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional ..."

Reviewed on May 27, 2026

Berkshires Untold
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
$128 nightly
The price is $143 total per night from May 31 to Jun 1
$143 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (2,375 reviews)
"Clean room great check in process smooth easy going. Jacuzzi was great, very cleaned!"

Reviewed on May 27, 2026

Vacation Village in the Berkshires
See all 1,445 properties in Canaan
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.

Find the Best Canaan Vacation Packages

Canaan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Population
1,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
The Mac-Haydn Theatre, Shaker Museum and Library and Hudson Chatham Winery

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Frequently asked questions

How much does a Canaan vacation package cost?
You'll find cheap prices from $890 on Expedia for your Canaan escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Canaan costs.
What are the cheapest months to go to Canaan?
You can typically find reduced prices and better availability in June, September and October. Browse our cheap Canaan vacation packages and you could land some great off-season discounts.
How many days is enough for Canaan?
The ideal length for your Canaan vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to hit all the top attractions and discover some hidden gems along the way.
How to find the best Canaan package deals?
Use Expedia's filters to help you find some terrific Canaan package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Canaan package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Canaan vacation as a package?
You can enjoy significant savings on your Canaan break by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Canaan?
Secure amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Canaan escape.
Does Expedia offer Book Now, Pay Later Canaan vacation packages?
Your Canaan trip is meant to be an escape from your busy life, not a source of money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.