Canaan Holidays

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Top hotels in Canaan

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is S$175 per night from 14 May to 15 May
S$175
includes taxes & fees
14 May - 15 May
9/10 Wonderful! (622 reviews)
"We always have a great time, have stayed several times. Try and get a top unit if you can because we went several nights of no sleep due to running playing children above us."

Reviewed on 19 Apr, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$277 per night from 27 Apr to 28 Apr
S$277
includes taxes & fees
27 Apr - 28 Apr
8.8/10 Excellent! (1,000 reviews)
"Quaint & hospitable!"

Reviewed on 13 Apr, 2025

The Red Lion Inn
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 S$110 per night from 1 May to 2 May
S$110
includes taxes & fees
1 May - 2 May
8.2/10 Very Good! (1,000 reviews)
room
"Room was clean and the frig was updated to a larger size, which was nice. There is a bit of a danger with the bathtub. It has a high step in and out of the shower/ tub. Pillows were too soft. There was no neck support."

Reviewed on 21 Apr, 2025

Quality Inn
See all 938 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 determine how much your holiday to Canaan costs.
What are the cheapest months to go to Canaan?
January, February and March are the best times to search for cheap Canaan holiday packages. Travelling in less busy periods means you can generally find better prices on hotels and flights.
How many days is enough for Canaan?
The ideal length of your Canaan holiday depends on what you’d like to see. Typically, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden gems along the way.
How to find the best Canaan package deals?
Use Expedia’s filter tool to help you find some of the best Canaan package deals. When you begin your search, simply set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your escape for midweek, or browse for Canaan package deals in the off-peak season. Play around with your travel dates and you may land even better 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?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation separately. Better still, you can customise your Canaan trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Canaan?
Score incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Canaan trip.
How to plan a trip to Canaan?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Canaan.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Canaan.
  3. Decide how long to go away for: Now that you know more about Canaan, you can figure out the ideal length of your holiday. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to pick a Canaan holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.