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Check availability on Canaan Historic Hotels

Our top choices for Canaan historic hotels

Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"Old time charm and hot tub under the stars"
United States
Lori
The price is ₹12,562
₹18,100 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ₹52,171
₹57,232 total
includes taxes & fees
18 Dec - 19 Dec
Inn at Kenmore Hall
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.
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Top Canaan Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
Dwight 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Frequently asked questions

What should I expect on my historical trip to Canaan?
A visit to the significant historical sites in Canaan is likely on top of your sightseeing list. Also discover the many sights to visit such as restaurants and coffee shops.
How many historically relevant hotels are there in Canaan?
Canaan is home to 19 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights to visit in Canaan?
Favourite places to visit include Queechy Lake, Hollow FIelds Reserve and Hand Hollow State Forest. Additionally, you might want to add Bates Memorial State Park to your itinerary.
What is a historic hotel like in Canaan?
When you choose a historic hotel, you'll enjoy a holiday in a place that has an officially recognised national historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of such hotels in Canaan, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value and how it influenced the community.
Do historic hotels in Canaan have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Canaan, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.