Canaan Vacation Packages
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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.
The Manchester View
CA $1,152
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.4/10 Exceptional! (902 reviews)
Property has been renovated-it is very clean and modern. Nice simple breakfast served. Housekeeping didn’t show the 2nd day of our stay. ( we hunted them down for towels before getting ready for a wedding. They offered to come then- but it was too late in the day)
Great views and quite location.
Reviewed on Sep 25, 2026
Brook Bound Inn
CA $1,297
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
The Equinox Golf Resort And Spa
Manchester Village Historic District
CA $1,352
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
7.4/10 Good! (665 reviews)
Lovely setting and cozy atmosphere. No coffee maker or mini fridge in room due to electrical system. Pool, hot tub, steam room and sauna were good. Needs to be managed a little better.
Reviewed on Sep 23, 2026
Knotty Pine
CA $1,351
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
8.4/10 Very good! (154 reviews)
The woman who checked us in was wonderful. However, the rooms were listed as having two queen beds. They were full size beds and way to small for four people in the room. Sheet was stained, pleather chair was flaking and wall lights were all crooked.
Reviewed on Sep 26, 2026
Ready to book your vacation to Canaan?
Canaan Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
CA $135
CA $166 total
Sep 28 - Sep 29
includes taxes & fees
8.8/10 Excellent! (2,678 reviews)
"It was a well appointed suite with kitchen, dining area, living room with a fireplace and the bedroom and a nice quiet corner of the property. I did sit out on the balcony and watch the sun go down and I had the best night sleep. I’ve had in a long time I would definitely go back. I didn’t use any ..."
Reviewed on Sep 26, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
CA $111
CA $156 total
Oct 1 - Oct 2
includes taxes & fees
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
CA $143
CA $160 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
Reviewed on Sep 26, 2026
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.
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.
Frequently asked questions
How much does a Canaan vacation package cost?
You'll find cheap prices from CA $1,152 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?
- 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.
- 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.
- 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.
- 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.
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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.
