Title: Top 10 Hillsdale Country Houses CA $80 | Expedia.ca [Hillsdale Travel Guide](https://expedia.ca/Hillsdale.dx183683)[Hotels in Hillsdale](https://expedia.ca/Hillsdale-Hotels.d183683.Travel-Guide-Hotels)[Vacation Rentals in Hillsdale](https://expedia.ca/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.ca/Hillsdale.d183683.Destination-Travel-Guides) ![Red and Green Norway Maple Trees and Wood Fence](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Country Houses Hillsdale CA $80 - ![](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 prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=COUNTRY_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Hillsdale ![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7554b9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/1088b9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) Hillsdale 7.4/10 Good (119) "Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/5ec352f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/7c480e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/ca444bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/761b9b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson valley and The Berkshires Cottage [](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) Hillsdale 10/10 Exceptional (17) "Wonderful place - great location. Beautiful cottage and perfectly designed. Had everything we needed for a lone weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. CA $104 CA $417 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/28890983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/5e3915f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/e16053ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/19d02397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel: Exceptional Suite [](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information) Hillsdale 9.2/10 Wonderful (5) "Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deidre H. CA $199 CA $254 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100060000/100053100/100053078/161e23f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100060000/100053100/100053078/f9a0c9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100060000/100053100/100053078/015e1f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100060000/100053100/100053078/e4e9b346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect House In Hillsdale, Brings Friends & Fam [](https://www.expedia.ca/Hillsdale-Hotels-Perfect-House-In-Hillsdale.h100053078.Hotel-Information) Hillsdale 8.4/10 Very good (5) "As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stefanie K. CA $256 CA $702 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hillsdale-Hotels-Perfect-House-In-Hillsdale.h100053078.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/62610c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/d82c5676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/3f489f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/3eb645b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel: Exceptional Suite [](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information) Hillsdale 7.0/10 Good (4) "Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John P. CA $199 CA $254 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413823/7ca7ac9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413823/4369c544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413823/474184ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413823/9e9752a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brooks Motel: Perfect Suite, Seasonal Waterviews [](https://www.expedia.ca/Hillsdale-Hotels-Brooks-Motel-Perfect-Suite.h104413823.Hotel-Information) Hillsdale 6.0/10 (1) "NO HOT WATER!!! My room had exposed wood not like the photo. Musty smell in living room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan V. CA $199 CA $253 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hillsdale-Hotels-Brooks-Motel-Perfect-Suite.h104413823.Hotel-Information) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/83c805e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/5740b713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) Pittsfield 8.6/10 Excellent (1001) "I have stayed here many times and it is consistently a comfortable, clean and quiet place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanine CA $130 CA $145 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/06dae0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/3908437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) Lenox 9.8/10 Exceptional (11) "New hotel very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joel CA $181 CA $202 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3f4a1adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/8cd694d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/dbcc78d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) Lenox 9.2/10 Wonderful (1009) "Great stay there!! Very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $103 CA $115 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Mini-fridge, stovetop, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e792f8b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Cabin, 2 Queen Beds | Exterior](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/f5deae4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/876acfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/839d8870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) Catskill 9.6/10 Exceptional (106) "Great experience. Warm clean room with wifi." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zichen CA $164 CA $237 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/17f29286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) Lenox 7.6/10 Good (828) "Staff was very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $109 CA $122 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/b28516d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/04ff4b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) East Canaan 9.0/10 Wonderful (413) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $145 CA $167 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) ![Suite, Multiple Beds (2 Queen Beds with Sofa bed)](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/7da8749e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/64411005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/643e0e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG [](https://www.expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) West Coxsackie 8.4/10 Very good (980) "Perfect spot for an overnight stay when coming to the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $114 CA $124 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.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, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/f25ff27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) Great Barrington 8.4/10 Very good (1002) "Clean room, nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devron CA $105 CA $117 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.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) ### Monument Mountain Motel [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (804) "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) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w3000h3696x0y0-3fdc44d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Studio (ADA)](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/6bd611cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathing Studio](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/6463bee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/64d93b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pocketbook Hotel and Bath [](https://www.expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) Hudson 8.4/10 Very good (10) "lovely place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samyuktha CA $324 CA $429 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/53f3f179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.0/10 Wonderful (1000) "The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisabeth CA $140 CA $156 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a97806ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) Pittsfield 8.0/10 Very good (984) "Staff was very nice and helpful nice place restaurant was awesome great food and drinks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $128 CA $143 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/2558ee66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/cdf64ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/bb325877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/56630735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Valley Motel West Stockbridge [](https://www.expedia.ca/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) West Stockbridge 6.8/10 (1001) "Priced very reasonably and the room was clean and comfy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $73 CA $80 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/670699cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/53ddce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (787) "This place is so peaceful and the staff is always helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leona CA $136 CA $183 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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=2025-12-25&endDate=2025-12-26®ionId=183683&adults=2&lodging=COUNTRY_HOUSE&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%2FHillsdale-Country-House.d183683-aaCountryHouse.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Country-House.d183683-aaCountryHouse.Travel-Guide-Accommodation) ## Top Hillsdale Hotel Reviews ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w4500h2996x0y0-b2a7729b_y.jpg) ### Pocketbook Hotel and Bath 10/10 Excellent "This was a very cool new hotel. Easy walk into the cute town of Hudson. They are still working out some kinks, we didn’t have hot water but staff was very understanding and offered us " [](https://expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Great hospitality " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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 10/10 Excellent "Excellent stay, nice, clean 2 bedroom Villa, staff excellent, amenities excellent, great location would definitely stay again " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Comfortable, quiet, clean, great breakfast " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Great staff especially Katherine " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "The whole hotel was spotless! The staff were over the top friendly!!" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Spacious rooms. Attentive staff. Free parking behind the hotel." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "It was all well cared for." [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ## Find out more about Hillsdale ## Hillsdale Country Houses information | Number of reviews | 10,040 | | ----------------- | ---------------- | | Accommodation | 1 Country Houses | | Lowest Price | CA $80 | | Highest Price | CA $717 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Aparthotels in Ancram ](https://www.expedia.ca/Ancram-Apart-Hotels.d3000421975-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Ancram ](https://www.expedia.ca/Ancram-Bed-And-Breakfast.d3000421975-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Ancram ](https://www.expedia.ca/Ancram-Chalets.d3000421975-aaChalets.Travel-Guide-Accommodation) - [Holiday Park Resorts in Ancram ](https://www.expedia.ca/Ancram-Holiday-Parks.d3000421975-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Ancram ](https://www.expedia.ca/Ancram-Hotels-Cheap-Hotels.0-0-d3000421975-tCheapHotels.Travel-Guide-Filter-Hotels) - 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