Name: The Red Lion Inn
Price range: CA $197
Rating: 8.8

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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.

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Canaan Hotel Deals

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee MA

Fully refundable

CA $153

CA $198 total

Mar 1 - Mar 2

includes taxes & fees

9/10 Wonderful! (834 reviews)

The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...

Reviewed on Feb 8, 2026

Quality Inn

372 Main Street Great Barrington MA

Fully refundableReserve now, pay when you stay

CA $103

CA $115 total

Mar 1 - Mar 2

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

Staff was very friendly, daily housekeeping, and very centrally located!

Reviewed on Feb 4, 2026

The Red Lion Inn

30 Main Street Stockbridge MA

Fully refundableReserve now, pay when you stay

CA $197

CA $281 total

Mar 4 - Mar 5

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.

Reviewed on Feb 8, 2026

See all 990 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.