Canaan Vacations

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Find the Best Canaan Vacation Packages

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
The price is SAR 446 per night from Mar 24 to Mar 25
SAR 446
SAR 531 total
includes taxes & fees
24 Mar - 25 Mar
8.6/10 Excellent! (1,784 reviews)
"It was very nice. Had a kitchen and 2 tvs!"

Reviewed on 7 March 2025

Vacation Village in the Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is SAR 363 per night from Mar 30 to Mar 31
SAR 363
SAR 405 total
includes taxes & fees
30 Mar - 31 Mar
9/10 Wonderful! (524 reviews)
"For a small motel, it is very nice, I thought I was just paying for a cheap motel and got a quaint stay with a great mattress"

Reviewed on 12 March 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is SAR 316 per night from Mar 24 to Mar 25
SAR 316
SAR 353 total
includes taxes & fees
24 Mar - 25 Mar
9/10 Wonderful! (1,001 reviews)
Great Stay After or Before Shredding the Gnar!
"We came to shred the gnar at the Bousquet ski area down the block. This property is extremely convenient for such an endeavor. Check in was easy. There was exquisite artwork depicting the authentic Berkshire skiing experience in the room. The breakfast was radical. Eggs and sausages and muffins and ..."

Reviewed on 13 March 2025

The Yankee, Trademark Collection by Wyndham
See all 1,375 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.

Frequently asked questions

How much does a Canaan vacation package cost?
You’ll find cheap prices 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?
The off-season is the best time to travel to Canaan if you’re hoping to keep costs down. Another tip for getting cheap Canaan vacation packages? Try to avoid public holidays and any major events.
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.
How to plan a trip to Canaan?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Canaan.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will likely be the biggest expense during your trip to Canaan.
  3. Determine how many days away: Start by compiling a list of the attractions you want to get to in Canaan. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Canaan vacation package.