Canaan Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Canaan

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 ฿3,528 per night from 28 Aug to 29 Aug
฿3,528
฿4,298 total
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,964 reviews)
"Beautiful location!"

Reviewed on 21 Aug 2025

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 ฿2,149 per night from 21 Sept to 22 Sept
฿2,149
฿3,130 total
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (581 reviews)
"Enjoyed the room, towels and kitchen. I can recommend."

Reviewed on 18 Aug 2025

Berkshire Mountain Lodge
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is ฿3,026 per night from 7 Sept to 8 Sept
฿3,026
฿3,380 total
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great location and close enough to walk to shops and restaurants."

Reviewed on 22 Aug 2025

Quality Inn
See all 1,417 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 holiday 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 holiday 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 holiday packages? Try to avoid public holidays and any major events.
How many days is enough for Canaan?
With a well-organised travel plan, you can easily visit the main Canaan attractions in a few days. But if you'd like to venture off the beaten track or take day trips, think about booking your Canaan holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book a Canaan holiday as a package?
You can enjoy significant savings on your Canaan break by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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 holiday package.

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