Canaan Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.

Top Canaan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $1,196, price is now CA $1,032 per person
CA $1,032
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Albany (ALB)
9/10 Wonderful! (1,221 reviews)

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was CA $2,003, price is now CA $1,900 per person
CA $1,900
per person
Dec 26 - Dec 28
found 13 hours ago
Roundtrip flight included
Halifax (YHZ) to Albany (ALB)
9.4/10 Exceptional! (22 reviews)
The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in.

Reviewed on Oct 19, 2026

The White House Inn

The White House Inn

3.5 out of 5
Price was CA $1,846, price is now CA $1,786 per person
CA $1,786
per person
Dec 26 - Dec 28
found 13 hours ago
Roundtrip flight included
Halifax (YHZ) to Albany (ALB)
9.2/10 Wonderful! (381 reviews)
—-

Reviewed on Nov 11, 2026

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was CA $1,721, price is now CA $1,688 per person
CA $1,688
per person
Dec 26 - Dec 28
found 13 hours ago
Roundtrip flight included
Halifax (YHZ) to Albany (ALB)
8.2/10 Very good! (1,009 reviews)
No electric in bathroom, even light switch is outside of it. Shower has glass door so you can not reach shower unless standing in shower itself, therefore when you turn it on you are sprayed with cold water. If you have a child you have to get in shower to turn it on for them.

Reviewed on Nov 10, 2026

The Wilmington Inn

The Wilmington Inn

3.5 out of 5
Price was CA $1,850, price is now CA $1,816 per person
CA $1,816
per person
Dec 26 - Dec 28
found 13 hours ago
Roundtrip flight included
Halifax (YHZ) to Albany (ALB)
10/10 Exceptional! (212 reviews)

Ready to book your vacation to Canaan?

 

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Canaan Hotel Deals

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
9.6/10 Exceptional! (15 reviews)
"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

Get rates
Charming 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
The price is CA $114 per night from Nov 15 to Nov 16
CA $114
CA $143 total
Nov 15 - Nov 16
includes taxes & fees
Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Dec 6 to Dec 7
CA $109
CA $153 total
Dec 6 - Dec 7
includes taxes & fees
Berkshire Mountain Lodge
See all 1,416 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Canaan attractions

Queechy Lake

Commune with nature and explore the great outdoors at Queechy Lake during your travels in Canaan. Discover the area's museums and shops.
See properties

Frequently asked questions

How much does a Canaan vacation package cost?
You'll find cheap prices from CA $1,032 on Expedia for your Canaan break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Canaan costs.
What are the cheapest months to go to Canaan?
Plan your trip for the off-season and you're likely to score cheap Canaan vacation packages. Keep in mind that public holidays and local festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Canaan?
With a well-organized schedule, you can easily hit the top Canaan sights in a handful of days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Canaan vacation for longer.
How to find the best Canaan package deals?
Finding a cheap Canaan package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Canaan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Canaan vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Canaan vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Canaan?
If you're considering an impromptu Canaan trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Canaan?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Canaan.
  2. Budget wisely: As well as the price of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Canaan.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Canaan. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Canaan vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.