Canaan Vacations from $447
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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.
Coldbrook Bed and Breakfast
Save 100% on your flight
Price was $649, price is now $447 per person
$447
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!
Reviewed on Aug 4, 2025
Woodstock Way Hotel
Save 100% on your flight
Price was $1,556, price is now $1,089 per person
$1,089
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hudson (HCC)
9.4/10 Exceptional! (164 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.
Reviewed on Aug 18, 2025
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $1,553, price is now $1,106 per person
$1,106
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
7.4/10 Good! (504 reviews)
Classic colonial inn. Beautiful property in a nice area with good amenities. Golf course is nice. Scenic and challenging design.
Reviewed on Aug 20, 2025
Canaan Hotel Deals
Cozy cabin in tranquil Canaan NY with WiFi, AC
Canaan
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Aug 27 to Aug 28
$145 total
Aug 27 - Aug 28
Total includes taxes and fees
8.6/10 Excellent! (1,950 reviews)
Love Vacation Village!
"Love everything about this place. If you want a true home away from home this is the place. The only miss is streaming abilities for at night, but an extra hdmi to type C cable,and we were all set!"
Reviewed on Aug 16, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $96 total per night from Sep 7 to Sep 8
$96 total
Sep 7 - Sep 8
Total includes taxes and fees
8.8/10 Excellent! (581 reviews)
"Enjoyed the room, towels and kitchen. I can recommend."
Reviewed on Aug 18, 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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