Title: Book the Best HISTORIC Hotels in Canaan in 2025 | Expedia.ca [Hotels in Canaan](https://expedia.ca/Canaan-Hotels.d6003925.Travel-Guide-Hotels)[Vacation Rentals in Canaan](https://expedia.ca/Canaan-Vacation-Rentals.d6003925.Travel-Guide-VacationRentals)[Canaan Car Rentals](https://expedia.ca/Car-Rentals-In-Canaan.d6003925.Car-Rental-Guide)[Canaan Vacation Packages](https://expedia.ca/Canaan.d6003925.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Canaan, CT from CA $289 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Canaan Historic Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Canaan Historic Hotels ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d969459c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Main Inn Queen)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3ac2703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1026) "Food was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $202 CA $289 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/f403f26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, free WiFi](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/bbee8887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/efe74a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/5288546f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abner Hotel Litchfield Historic District 9.4/10 Exceptional (41) "Beautifully restored building- excellent service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOHN CA $419 CA $482 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/21b3ce2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/a012462e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/8f88ebfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/eb2f9471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### rural, serene + sophisticated space Red Hook 10/10 Exceptional (7) "A beautifully curated barn overlooking a picturesque landscape. Gregg, the owner, really cares and wants to make sure you have everything you need. We stayed over a weekend when we were attending a wedding in the area. It was so nice to have a place to relax amidst all the festivities. The birdsong and bullfrog chorus led us to some of the soundest sleep we’ve enjoyed in a long time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn CA $286 CA $455 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Red-Hook-Hotels-Rural.h36245067.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=6003925&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Canaan Hotel Reviews ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "The Red Lion Hotel was a great place to stay!! I would definitley come back again and stay there! I loved the bar downstairs and the restaurant! Our room was perfect and we had lots of room! The bed was super comfy - a marshmallow bed!! LOL! The location was nice to walk to the different shops in town! Fun place! " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Days Inn by Wyndham Torrington](//images.trvl-media.com/lodging/1000000/50000/50000/49932/dd052437_y.jpg) ### Days Inn by Wyndham Torrington 10/10 Excellent "Very simple, clean comfortable room" [](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "It was really nice staying here. The room was clean, bed was comfortable, and there was a mini-fridge that wasn't full of expensive drinks you're not supposed to touch! It was mostly quiet, except for the trains at night that pass behind the building. It is very close by to shops, cool architecture, and a nice walking path. Very safe area too. The breakfast wasn't the best, but it's free, and you can easily pop in to nearby restaurants if you want something better. The staff are very friendly and helpful. I would recommend staying here! It's a nice place to stay for the price." [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Excellent front desk staff. Ask for Steve. Very convenient to Monument Mountain and local ski resorts." [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "5 stars!" [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Travelodge by Wyndham Great Barrington Berkshires](//images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51_y.jpg) ### Travelodge by Wyndham Great Barrington Berkshires 10/10 Excellent "The staff were very friendly and accommodating " [](https://expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Anthony , the Front Desk person who checked us in , is great - Marriott is lucky to have him!" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Econo Lodge Lee - Great Barrington](//images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c_y.jpg) ### Econo Lodge Lee - Great Barrington 10/10 Excellent "God is great. Read the bible" [](https://expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) ![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "Excellent parking." [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Canaan? > You're already probably planning a visit to sights of historical relevance while on vacation in Canaan. You can also explore the many sights to visit such as restaurants and coffeehouses ### How many historically relevant hotels will I find in Canaan? > Canaan is home to 5 lodging options bookable on Expedia though not many historic hotels to choose from. ### What are the top historical places and other sights to visit in Canaan? > Favorite places to visit include Campbell Falls State Park, Housatonic River, and North Canaan Town Hall. A couple of additional sights to add to your agenda are Edith Scoville Memorial Sanctuary and Lawrence Field. ### What is a historic hotel like in Canaan? > A historic hotel gives guests a chance to stay in a place officially recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces or even pubs or old police stations. These types of hotels in Canaan typically preserve original qualities like traditional architecture and period features within the guestrooms or public spaces. ### What is the difference between a historic hotel and a heritage hotel? > These are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the physical building and architecture. Mainly heritage hotels draw meaning from the cultural value and how it inspired the surrounding community. ### Do historic hotels in Canaan have modern facilities? > Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. 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