Canaan Vacations

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Find the Best Canaan Vacation Packages

Canaan Hotel Deals

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 ￥14,408 per night from Sep 8 to Sep 9
￥14,408
￥18,156 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (687 reviews)
"The property is great! Lots of amenities and family friendly. We enjoyed Jorge at the resort bar! His service was top notch. Check in was slow and when we added an additional night, the front desk neglected to reset our room keys so when we returned to our room after being at the pool all day, we ..."

Reviewed on Aug 6, 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 ￥26,803 per night from Aug 13 to Aug 14
￥26,803
￥36,506 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Food was great!"

Reviewed on Aug 1, 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 ￥13,614 per night from Sep 4 to Sep 5
￥13,614
￥15,207 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Good"

Reviewed on Aug 8, 2025

Quality Inn
See all 987 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 determine how much your vacation 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 vacation packages. Traveling 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 vacation 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 vacation package as soon as possible.
Is it cheaper to book a Canaan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize 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 vacation 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, favorite 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 vacation. 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 vacation 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.