Canaan Vacations from $307

Book a Hotel + Flight or Car together to unlock savings

Photo by Robin/Loving Life

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

Vacation Village in the Berkshires

3 out of 5
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

Berkshire Mountain Lodge

3 out of 5
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

La Quinta Inn & Suites by Wyndham Lake George

3 out of 5
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

The Dewey

3.5 out of 5
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

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
7.4/10 Good! (491 reviews)
Beautiful setting! Comfortable rooms

Reviewed on Jul 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Canaan
View all trips

Canaan Hotel Deals

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
$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

Vacation Village in the Berkshires
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
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

FairBridge Inn Express
Berkshires Untold

Berkshires Untold

3.5 out of 5
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

Berkshires Untold
See all 1,431 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Canaan vacation package cost?
You'll find cheap prices from $307 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.