Canaan Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Robin/Loving Life

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Canaan Holiday

Our pick of the best 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 NZ$223 per night from 27 Aug to 28 Aug
NZ$223
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,943 reviews)
"Easy to get to, nice property. Lots of things to do and easy to communicate."

Reviewed on 13 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
8.8/10 Excellent! (562 reviews)
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."

Reviewed on 14 Aug. 2025

Get rates
Berkshire Mountain Lodge
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 31 Aug to 1 Sept
NZ$134
31 Aug - 1 Sept
includes taxes & fees
5.2/10 (766 reviews)
"The bathroom in our room looks like someone was murdered in the bathtub. There were stains on the bottom of the tub."

Reviewed on 10 Aug. 2025

FairBridge Inn Express
See all 1,419 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.