Canaan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Canaan Vacation
Say bye-bye to planning hassles and hello to a Canaan vacation package. With your travel details organized before you leave, you can focus on discovering every inch of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. If taking in sights is on the agenda during your trip to Canaan, check out top attractions like Mount Riga State Park, Mount Frissell and Land of Nod Vineyard and Winery. Check out Expedia's wide range of travel options and book your ideal vacation to Canaan today.
Canaan Hotel Deals
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is CA $155 per night from Apr 21 to Apr 22
CA $155
CA $199 total
Apr 21 - Apr 22
includes taxes & fees
9/10 Wonderful! (873 reviews)
Great
Reviewed on Apr 16, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Apr 30 to May 1
CA $188
CA $271 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Breakfast was awesome, I recommend the Cinnamon French Toast.
Reviewed on Apr 13, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Apr 30 to May 1
CA $92
CA $103 total
Apr 30 - May 1
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
I like this hotel for the great location, breakfast included, and clean adequate rooms. The staff are wonderful. Very well priced.
Reviewed on Apr 12, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
