Title: Book The Best Hotels in Canaan, CT for 2026 from CA $92 - Fully Refundable Options - Expedia.ca [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) ![Red bridge over the Housatonic River](https://images.trvl-media.com/place/6003925/404400f1-812a-46f4-a922-5301419da9c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Canaan, CT from CA $92 - ![](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 ## Go beyond your typical stay in Canaan Spa [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&amenities=PETS) Farm [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&lodging=AGRITOURISM) Pool [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&amenities=HOT_TUB) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America®ionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2025-12-16&d1=2025-12-16&endDate=2025-12-18&d2=2025-12-18&lodging=APARTMENT) ## Check prices for these dates Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,001 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG South Lee 9.0/10 Wonderful (794) "Place was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $149 CA $194 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![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) ![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.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) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1004) "I love the ambience - historic and comfortable and excellent food. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $228 CA $317 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG Great Barrington 8.8/10 Excellent (702) "Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabitha CA $149 CA $167 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/3d2d74c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite | Room amenity](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/af4baaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chambery Inn Lee 9.6/10 Exceptional (373) "Amazing customer service! Location was very good to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia [](https://www.expedia.ca/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/f2aaf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Great Barrington 9.4/10 Exceptional (757) "Clean room, very courteous staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $211 CA $236 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7f86e411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/fd39ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires Great Barrington 7.6/10 Good (561) "The staff were very friendly and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom CA $105 CA $117 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/5b0cf400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/049d3a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/5947dd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Torrington Torrington 7.4/10 Good (1009) "The room was clean and the staff is very friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janet CA $114 CA $131 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/a2e409f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/549437da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prospect Berkshires Egremont 9.6/10 Exceptional (15) "Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $363 CA $453 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/e4a88a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f9deb77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Lee - Great Barrington Lee 6.4/10 (648) "Great place. , good staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ketul CA $82 CA $92 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/9aabb83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee 8.4/10 Very good (1004) "Clean room and good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $129 CA $144 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/18ef112b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington 8.4/10 Very good (1000) "Clean room, nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devron CA $106 CA $118 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/71ad964e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/e3b4fb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/375e2d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/w1127h1499x0y0-42ebd11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge Copake Falls 9.4/10 Exceptional (66) "Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kim [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel Great Barrington 9.0/10 Wonderful (801) "Yes it was clean & staff was very polite. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara L. [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/bd69c93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Woodside, Pet Friendly) | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/30d59e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ground Floor (Main Building)](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/db6c98da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Interlaken Inn & Resort Lakeville 8.2/10 Very good (270) "The staff is courteous and accommodating especially the restaurant staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $294 CA $339 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information) ![Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/61ae6bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/22135a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/fbd2cba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/c0c5a00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Rock Inn Great Barrington 9.4/10 Exceptional (36) "We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $180 CA $202 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/36b54e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/c97f0de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ebf28595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Lion Great Barrington 8.6/10 Excellent (547) "The check-in was easy and the room was ready and clean. It was nice having our dogs with us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $154 CA $172 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/f2a12d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/a8d7410e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bohemian Room](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/c71b96bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Litchfield Inn Litchfield 9.0/10 Wonderful (957) "Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $354 CA $407 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn Norfolk 9.4/10 Exceptional (162) "Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina CA $230 CA $264 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.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) ![Suite (Chamber)](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/786946b2.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 9.2/10 Wonderful (45) "Spacious room and friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $327 CA $376 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/6d6c1dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/720e4e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/3c75b29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/8bcde002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gedney Farm Great Barrington 9.2/10 Wonderful (132) "We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynda CA $259 CA $284 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.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=2025-12-17&endDate=2025-12-18®ionId=6003925&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCanaan-Hotels.d6003925.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCanaan-Hotels.d6003925.Travel-Guide-Hotels) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=HTG_BF_PROMO_6003925) ## Learn more about Canaan Love the countryside and dining out? Get away to Canaan! [See all hotels in Canaan](https://www.expedia.ca/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18&adults=2®ionId=6003925) ![Red bridge over the Housatonic River](https://images.trvl-media.com/place/6003925/404400f1-812a-46f4-a922-5301419da9c8.jpg?impolicy=fcrop&w=899&h=532&p=1&q=high) ## More cheap stays in Canaan ![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Torrington 492 East Main St Torrington CT CA $114 CA $131 total Dec 4 - Dec 5 includes taxes & fees 7.2/10 Good! (1,009 reviews) [](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 170 Housatonic Street Lee MA CA $129 CA $144 total Dec 28 - Dec 29 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $149 CA $167 total Dec 10 - Dec 11 includes taxes & fees 8.8/10 Excellent! (698 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Americas Best Value Inn Torrington CT](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Americas Best Value Inn Torrington CT 395 Winsted Rd Torrington CT CA $119 CA $137 total Dec 28 - Dec 29 includes taxes & fees 5.6/10 (779 reviews) [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 372 Main Street Great Barrington MA CA $106 CA $118 total Dec 16 - Dec 17 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Monument Mountain Motel 247 Stockbridge Rd Great Barrington MA [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=1076188&PinnedHotelID=1076188&HadPinnedHotel=true®ionId=6003925) 8.8/10 Excellent! (797 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ## Hotels in Canaan with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 2 properties [](https://expedia.ca/5Star-Canaan-Hotels.s50-0-d6003925.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 10 properties [](https://expedia.ca/4Star-Canaan-Hotels.s40-0-d6003925.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 86 properties [](https://expedia.ca/3Star-Canaan-Hotels.s30-0-d6003925.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 67 properties [](https://expedia.ca/2Star-Canaan-Hotels.s20-0-d6003925.Travel-Guide-Filter-Hotels) ## Recent reviews of Canaan hotels ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 5/5 Excellent "Clean room, staff friendliness, near store and amenities." A verified traveller from Methuen stayed at Quality Inn Posted 3 days ago [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Prospect Berkshires](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg) ### Prospect Berkshires 5/5 Excellent "Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession. " A verified traveller from manheim stayed at Prospect Berkshires Posted 4 days ago [](https://expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![the Alander](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg) ### the Alander 5/5 Excellent "My wife and I randomly picked The Alander because we needed a last minute escape after sadly losing our 16 year old dog. I cannot say enough about not just the courtesy, kindness, and efficiency of literally all staff we interacted with, but also how terrifically designed and clean the facilities are. The restaurant and bar attached are top notch as well, and hav eclearly become a destination spot for the local area. Reid, one of the owners, is a great conversationalist, and incredibly attentive to guest's needs. We encountered numerous guests who were also thoroughly impressed with the grounds and facilities and restaurant/bar. We will absolutely be returning. 5 stars. " A verified traveller stayed at the Alander Posted 5 days ago [](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 5/5 Excellent "Great" A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Posted 7 days ago [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg) ### The Litchfield Inn 5/5 Excellent "Really comfortable and excellent breakfast." A verified traveller from Ithaca stayed at The Litchfield Inn Posted 8 days ago [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 5/5 Excellent "Great place to stay! " A verified traveller stayed at Monument Mountain Motel Posted 10 days ago [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Travelodge by Wyndham Great Barrington Berkshires](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51_y.jpg) ### Travelodge by Wyndham Great Barrington Berkshires 5/5 Excellent "Very nice people at the desk, room was very nice" A verified traveller stayed at Travelodge by Wyndham Great Barrington Berkshires Posted 11 days ago [](https://expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 5/5 Excellent "Yes" A verified traveller stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Posted 11 days ago [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg) ### Days Inn by Wyndham Torrington 5/5 Excellent "Accommodating staff" A verified traveller stayed at Days Inn by Wyndham Torrington Posted 11 days ago [](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Canaan? > The most popular time to visit Canaan is during the summer months, particularly July. At this time, the weather is warm and inviting, with temperatures typically ranging between 25°C and 30°C, making it great for outdoor activities and exploration. With the sun shining brightly, visitors can fully enjoy the region's stunning landscapes, from lush valleys to scenic hiking trails. > > > > During the peak season, which spans from June to August, Canaan buzzes with tourist activity. This vibrant atmosphere is enriched by various local events, festivals, and outdoor markets that showcase the unique culture and traditions of the area. For those who relish outdoor adventures, July offers ample opportunities for hiking, biking, and enjoying water activities in nearby lakes and rivers. > > > > For couples looking for a romantic escape, July is particularly charming. The warm evenings are ideal for stargazing, and many restaurants take advantage of the pleasant weather by offering outdoor dining options. Picture yourself enjoying a candlelit dinner under the stars, surrounded by nature's beauty. > > > > If you're considering a visit during a quieter time, September can be a wonderful choice. With slightly lower prices and the stunning autumn foliage beginning to appear, it offers a more tranquil experience while still allowing you to enjoy the area's attractions and natural beauty. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Canaan. ### How can I save on a Canaan hotel booking with Expedia? > Members always get our best prices. Find our best Canaan hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Canaan hotel? > Prices for hotels in Canaan often vary, but you can find a great deal from CA $92 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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