Title: TOP 10 Hotels in Hillsdale, NY (from $62) - COMPETITIVE PRICES | Expedia.com [Hillsdale Travel Guide](https://expedia.com/Hillsdale.dx183683)[Vacation Rentals in Hillsdale](https://expedia.com/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Flights to Hillsdale](https://expedia.com/Cheap-Flights-To-Hillsdale.d183683.Travel-Guide-Flights)[Car Rentals in Hillsdale](https://expedia.com/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 Hillsdale Pool [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&amenities=POOL) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&amenities=PETS) Cabin [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&lodging=CABIN) Spa [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&travelerType=family_friendly) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&amenities=HOT_TUB) Farm [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-24&d2=2026-03-24&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 8 - Mar 9](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-08&endDate=2026-03-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 9 - Mar 10](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-09&endDate=2026-03-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183683&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hillsdale hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.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.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) Hillsdale 7.4/10 Good (132 reviews) "The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $135 nightly $152 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites [](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) Pittsfield 8.6/10 Excellent (1,001 reviews) "Very friendly and good Breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse $112 nightly $125 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.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 [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (829 reviews) "The room was clean, and the staff was friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Damien $67 nightly $74 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.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 | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.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 | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) Great Barrington 8.4/10 Very Good (1,002 reviews) "Clean room, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $65 nightly $73 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.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/e46ce1bf.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/110000000/109130000/109129600/109129528/87fd867b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/eb59c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) Catskill 9.6/10 Exceptional (167 reviews) "The cabin was very clean and cozy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Azma $149 nightly $161 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.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) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/30ceb892.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.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) East Canaan 9.0/10 Wonderful (415 reviews) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $105 nightly $121 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/251da7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/3908437c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.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.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) Lenox 9.8/10 Exceptional (22 reviews) "Spotless rooms and the friendliest service at the front desk! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary $139 nightly $155 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/a75d4cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/be245a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/4b9b80d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Alander [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information) Copake 9.0/10 Wonderful (206 reviews) "Nice room and reasonable prices! Will recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jianyang $120 nightly $134 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/210000/201300/201283/25cd266c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/210000/201300/201283/8503ac1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/210000/201300/201283/451dfab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Kitchenette | Living room | LED TV](https://images.trvl-media.com/lodging/1000000/210000/201300/201283/62f971bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton West Coxsackie [](https://www.expedia.com/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) West Coxsackie 7.8/10 Good (98 reviews) "Thanksgiving stay, we’ll accommodating for the family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $74 nightly $80 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) ![Double Room | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/b3935f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/1a233317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/65793401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/63dfffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire Mountain Inn [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) Great Barrington $135 nightly $151 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold [](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Lenox 9.0/10 Wonderful (868 reviews) "This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa $83 nightly $93 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/56630735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/bb325877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/390a52f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Valley Motel West Stockbridge [](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) West Stockbridge 6.8/10 (1,001 reviews) "Priced very reasonably and the room was clean and comfy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne $59 nightly $64 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information) ![Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/83c74984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/0959b7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/b5703a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Changing Times Boutique Country Lodging [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) Craryville 10/10 Exceptional (113 reviews) "Great experience, looking forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg $150 nightly $168 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/0f74ae3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/47150b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee - Lenox South [](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) Lee 8.4/10 Very Good (1,003 reviews) "Safe, clean rooms, decent breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil $84 nightly $94 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (869 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick $115 nightly $128 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Iron/ironing board, cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Travel Lodge [](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) Old Chatham 7.8/10 Good (217 reviews) "Great friendly personable person at the front desk!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn $96 nightly $108 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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) ![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/e351f473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking | In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/c5a54031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires [](https://www.expedia.com/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) Great Barrington 7.6/10 Good (573 reviews) "Excellent location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abdul Samad $75 nightly $84 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/ecdcd2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (5) | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/6375a3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (5) | Bathroom | Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/3ff31723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/cefd2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Millerton Inn [](https://www.expedia.com/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information) Millerton 8.4/10 Very Good (17 reviews) "Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie $161 nightly $182 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information) ![Signature Apartment | Private kitchen | Shared fridge, espresso maker, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/8d94aff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/f36cd5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/8b6ec799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/43e0f1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Hotel [](https://www.expedia.com/Hudson-Hotels-Howard-Hotel.h109890012.Hotel-Information) Hudson 10/10 Exceptional (118 reviews) "Awesome hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $129 nightly $146 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Howard-Hotel.h109890012.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) ![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) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.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) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG [](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) Great Barrington 8.8/10 Excellent (743 reviews) "Great property, very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanice $107 nightly $120 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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.com/Hotel-Search?startDate=2026-03-22&endDate=2026-03-23®ionId=183683&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=HTG_SPRING_PROMO_183683) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Hotels.d183683.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Hotels.d183683.Travel-Guide-Hotels) ## Stay near popular Hillsdale attractions ### Catamount Aerial Adventure Park 3.0/5 (2 reviews) Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664791) ### Copake Lake This glacial lake in the Hudson Valley offers pristine waters for boating, fishing, and swimming year-round. Enjoy serene morning kayaking or lively afternoons of water skiing surrounded by picturesque natural scenery. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920089589612544) ### Hillsdale Town Hall This historic former library now serves as Hillsdale's administrative center with distinctive slate-shingled roof and Ionic columns. Visit during town board meetings to experience local governance. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920526210342912) ### Mosquito Island Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920450731741184) ### Community Library The Roeliff Jansen Community Library serves as a vital cultural hub for Hillsdale, Copake, and Ancram communities. Visitors enjoy book clubs, writing groups, and educational workshops in its welcoming atmosphere. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920986224852992) ## Learn more about Hillsdale Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons. [See all hotels in Hillsdale](https://www.expedia.com/Hotel-Search?startDate=2026-03-22&endDate=2026-03-23&adults=2®ionId=183683) ![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=900&h=601&p=1&q=high) ## Top Hillsdale Hotel Reviews ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent " The overall property was clean and well kept the pool and Hot Tub are very nice. The breakfast was excellent. The room we stayed in was clean. Beds were comfortable however the room was a little dated." [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "The villa was very comfortable. We enjoyed our stay. " [](https://expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 8/10 Good "Wonderful place but doors to rooms open on outside halla" [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 8/10 Good "Nice stay. Friendly staff. Close to Butternut. We’ll be back" [](https://expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5_y.jpg) ### Hotel On North 10/10 Excellent "Great friendly and helpful staff. The building is fantastic and the rooms have a very cool vibe and are very clean! " [](https://expedia.com/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/27ce1034_y.jpg) ### Courtyard by Marriott Lenox Berkshires 10/10 Excellent "Very comfortable " [](https://expedia.com/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Clean room " [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 6/10 Okay "The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after our reservation. We had purchased cancellation insurance. When we arrived a day late I asked the front desk about a refund. They told me to call Expedia, which I did. Expedia tried to reach the hotel and was unable to do so. They referred me back to the the manager. It is now a week later and after several calls to the hotel, the manager never returned my call. I find this unacceptable." [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 6/10 Okay "My room smelt like mold. The hotel was very clean staff were very nice. The beds were not comfortable . " [](https://expedia.com/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ## More cheap stays in Hillsdale ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Great Barrington 372 Main Street Great Barrington MA $65 nightly $73 total Mar 23 - Mar 24 Total with taxes and fees 8.4/10 Very Good! (1,002 reviews) [](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA $93 nightly $103 total Mar 16 - Mar 17 Total with taxes and fees 9.2/10 Wonderful! (1,010 reviews) [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.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 $107 nightly $120 total Mar 15 - Mar 16 Total with taxes and fees 8.8/10 Excellent! (743 reviews) [](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 2777 ROUTE 32 Saugerties NY $119 nightly $133 total Mar 15 - Mar 16 Total with taxes and fees 8.8/10 Excellent! (726 reviews) [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 282 Cairo Junction Rd Catskill NY $149 nightly $161 total Mar 11 - Mar 12 Total with taxes and fees 9.6/10 Exceptional! (167 reviews) [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w3000h3696x0y0-3fdc44d8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pocketbook Hotel and Bath 549 Washington Street Hudson NY $240 nightly $272 total Apr 1 - Apr 2 Total with taxes and fees 8.2/10 Very Good! (28 reviews) [](https://expedia.com/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ## Hotels in Hillsdale with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 16 properties [](https://expedia.com/4Star-Hillsdale-Hotels.s40-0-d183683.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 178 properties [](https://expedia.com/3Star-Hillsdale-Hotels.s30-0-d183683.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 176 properties [](https://expedia.com/2Star-Hillsdale-Hotels.s20-0-d183683.Travel-Guide-Filter-Hotels) ## Find out more about Hillsdale ### Top reasons to visit Hillsdale - **Outdoor Adventure:** Hillsdale is a haven for ski enthusiasts and outdoor sports lovers, boasting excellent ski fields and access to national parks and beautiful lakes. - **Live Music Events:** Experience vibrant local music events that enhance the community's lively atmosphere. - **Scenic Beauty:** Enjoy breathtaking landscapes that provide the perfect backdrop for a romantic getaway or family vacation. - **Diverse Accommodations:** Choose from cozy bed and breakfasts to unique agritourism properties, catering to various preferences. - **Friendly Atmosphere:** Hillsdale's welcoming vibe makes it an ideal base for exploring the surrounding regions. ### Find great hotels near Hillsdale Discover the charm of Hillsdale, New York, where a variety of accommodations await to enhance your stay. From cozy bed and breakfasts to unique agritourism properties, there’s something for everyone. Enjoy family-friendly amenities, pet-friendly options, and adventure-filled experiences. Whether you’re looking for the best hotels or detailed reviews, Hillsdale offers a welcoming atmosphere perfect for your next getaway. - **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: ](https://www.expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Nestled in the picturesque Berkshires, this 3.5-star resort is ideal for families and adventure seekers alike. Located 14 miles from Hillsdale, it offers a business-friendly atmosphere with amenities such as a Business Center that includes resort fee inclusivity. Guests can indulge in a variety of outdoor activities, including nearby snowboarding, skiing lessons, and hiking. Families will appreciate the onsite Mini Golf, Arcade Game Room, and shared playground, making it a well-rounded destination for both leisure and work. - **[Quality Inn: ](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)** Located just 8 miles from Hillsdale, Quality Inn is a great choice for travelers seeking adventure and business facilities. With a focus on providing a comfortable stay, this hotel offers easy access to nearby outdoor activities, including snow tubing, downhill skiing, and hiking. Business travelers will find it convenient with essential amenities for their needs. Quality Inn combines relaxation and functionality, making it an excellent choice for those on the go. - **[Holiday Inn Express Hotel & Suites Great Barrington by IHG: ](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Situated 9 miles from Hillsdale, this hotel welcomes all travelers, including the LGBTQIA community, with open arms. The property features a 24-hour Business Center and meeting rooms, catering to business needs while ensuring a comfortable stay. Guests can enjoy modern amenities and a warm atmosphere, making it a perfect base for exploring the Great Barrington area. This hotel is perfect for those who seek a blend of business convenience and welcoming hospitality. ### Where to stay near Hillsdale Hillsdale, New York, offers an ideal getaway for adventure seekers and relaxation enthusiasts alike. Nestled in a picturesque setting, visitors can enjoy skiing and outdoor sports while soaking in the scenic beauty. The city boasts a friendly atmosphere, perfect for romantic getaways or family vacations. With essential amenities within walking distance and a central location, Hillsdale serves as an awesome base for exploring the surrounding regions and enjoying memorable experiences. - **[Great Barrington: ](https://www.expedia.com/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Located 8 miles from Hillsdale, Great Barrington is a vibrant city known for its outdoor adventures and sports experiences. With a year-round influx of travelers, the peak season runs from June to August, making it an ideal time for skiing and other outdoor fun. Visitors can enjoy thrilling activities at local ski resorts and explore the stunning natural landscapes, including nearby lakes and mountains within national state parks. Great Barrington is perfect for adventure enthusiasts looking to immerse themselves in nature. - **[Stockbridge: ](https://www.expedia.com/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Just 13 miles away from Hillsdale, Stockbridge is a charming city steeped in culture and romance. Visitors flock here primarily between July and September to enjoy its rich arts scene, including music concerts and theatrical performances. The city's picturesque surroundings feature beautiful lakes, historical monuments, and serene shrines, making it a delightful destination for those seeking entertainment and cultural enrichment. Stockbridge offers a unique blend of relaxation and excitement, perfect for a romantic getaway. - **[Copake: ](https://www.expedia.com/Copake-Hotels.d553248635975870705.Travel-Guide-Hotels)** Located 5 miles from Hillsdale, Copake is a small city that promises adventure and outdoor experiences, particularly during its peak seasons in March to April and July. Known for its ski fields and resorts, visitors come here to engage in thrilling activities against a backdrop of breathtaking lakes and mountains. Nature lovers and outdoor enthusiasts will find plenty of opportunities to explore the nearby national state park, making Copake a fantastic base for those looking to enjoy the great outdoors. ### Things to do in and around Hillsdale Hillsdale, New York, is an ideal destination for ski enthusiasts and adventure seekers, featuring excellent ski fields and resorts. In addition to winter sports, visitors can enjoy vibrant live music events that enhance the local atmosphere. Whether you're hitting the slopes or soaking up the local entertainment, Hillsdale offers a fulfilling vacation experience for those looking to combine adventure with relaxation. **Shopping** In Hillsdale, enjoy local shopping at unique spots like [Ebenezer II Gifts and Antiques](https://www.expedia.com/Ebenezer-II-Gifts-And-Antiques-Hotels.0-l553248621532665255-0.Travel-Guide-Filter-Hotels) for quaint finds. If you're up for a drive, visit [Charles H. Baldwin & Sons](https://www.expedia.com/Charles-H-Baldwin-Sons-Hotels.0-l553248621532665257-0.Travel-Guide-Filter-Hotels) and [Hoffman's Pottery](https://www.expedia.com/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels), both located 13 miles away, for a charming selection of pottery and gifts. **Recreation** Experience the vibrant atmosphere at [Tanglewood Music Center](https://www.expedia.com/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels), where you can enjoy captivating concerts. For relaxation, visit [Lake Mansfield Park](https://www.expedia.com/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels), perfect for unwinding in nature. If you prefer outdoor activities, the [Greenock Country Club](https://www.expedia.com/Greenock-Country-Club-Hotels.0-l553248621560926703-0.Travel-Guide-Filter-Hotels) offers an excellent golfing experience amidst scenic landscapes. **Adventure** Experience thrilling adventures at [Catamount Ski Area](https://www.expedia.com/Catamount-Ski-Area-Hotels.0-l6087211-0.Travel-Guide-Filter-Hotels), a ski field located 2 miles from Hillsdale, perfect for winter sports enthusiasts. For an adrenaline rush, visit [Catamount Aerial Adventure Park](https://www.expedia.com/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), offering ziplining and ropes courses. Enjoy scenic hikes along the [Housatonic River Walk](https://www.expedia.com/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), located 9 miles away, surrounded by nature. **Nightlife** In Hillsdale, you can enjoy the [Mahaiwe Performing Arts Center](https://www.expedia.com/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels)'s diverse shows just 8 miles away, or catch a captivating performance at the Mac-Haydn Theatre, located 13 miles away. The Ancram Opera House, 11 miles from Hillsdale, also offers a delightful blend of culture and entertainment. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Hillsdale To save money on your trip to Hillsdale, consider visiting during the off-peak months of January and March to April, when prices are lower. The best day to book is Tuesday, while Saturday tends to be the most expensive. Use Expedia to compare hotel rates and take advantage of package deals by bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and allow you to earn cash for future stays. Exploring the area on foot can also help you save on transportation costs. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Hillsdale are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Hillsdale is Tuesday. The most expensive day to stay in Hillsdale is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Hillsdale hotel reservation with your flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Hillsdale Hillsdale, New York, is perfect for ski and adventure enthusiasts, offering a variety of outdoor activities. Visitors can explore national parks, nature reserves, and beautiful lakes that cater to those seeking adventure and cultural experiences. Whether you're looking for sports or simply enjoying nature, Hillsdale has a range of attractions to make your vacation memorable. - **[Taconic State Park: ](https://www.expedia.com/Taconic-State-Park-Hotels.0-l553248621532664790-0.Travel-Guide-Filter-Hotels)** Located 4 miles from Hillsdale, Taconic State Park offers a stunning blend of adventure and natural beauty. Explore scenic trails, enjoy picnicking by Lake Taghkanic, and immerse yourself in the great outdoors, perfect for hiking, fishing, and wildlife watching. - **[National Shrine of the Divine Mercy: ](https://www.expedia.com/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Situated 13 miles away, this serene shrine provides a peaceful atmosphere steeped in spirituality. Visitors can enjoy beautiful gardens, reflection areas, and the opportunity to participate in daily Mass, making it a unique cultural experience. - **[Norman Rockwell Museum: ](https://www.expedia.com/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)** Just 12 miles from Hillsdale, this renowned museum showcases the iconic works of Norman Rockwell. Explore his illustrations that capture American culture and storytelling in a charming setting, perfect for art lovers. ### Best time to go to Hillsdale The best time to visit Hillsdale is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 25.0°F (-3.9°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly Low | | February | 26.6°F (-3.0°C) | Light Rain | Mostly Cloudy | Slightly High | Average | | March | 34.5°F (1.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | April | 46.2°F (7.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 57.9°F (14.4°C) | Light Rain | Mostly Sunny | Average | Average | | June | 65.7°F (18.7°C) | Light Rain | Mostly Sunny | Average | Average | | July | 72.0°F (22.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 70.0°F (21.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 62.8°F (17.1°C) | Light Rain | Mostly Sunny | Average | Average | | October | 51.6°F (10.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 39.4°F (4.1°C) | Light Rain | Mostly Sunny | Average | Average | | December | 31.3°F (-0.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Hillsdale If you're planning to visit Hillsdale, New York, there are several major airports you can fly into. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is 46 miles away, with nearby hotels like the 4-star [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), located only 1 mile from the airport. Albany, NY ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 42 miles distant, offering options such as the [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), which is 8 miles away. Lastly, Newburgh, NY ([SWF](https://www.expedia.com/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)\-Stewart Intl.) is 55 miles from Hillsdale, featuring hotels like [The Dutchess Inn and Spa at Beacon](https://www.expedia.com/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), just 6 miles from the airport. Each hotel provides convenient access to its respective airport for travelers. ## Frequently asked questions ### What is the best area to stay in Hillsdale? > This area is the heart of Hillsdale, offering easy access to local establishments and a pleasant, walkable environment. You'll find a few charming shops, cafes, and restaurants concentrated along these main roads. It provides a convenient base to explore the surrounding natural beauty and nearby towns. > > > Couples looking for a peaceful getaway will appreciate the village center's relaxed pace and access to local dining. It's an ideal spot for those who enjoy strolling through a small town and finding unique local treasures. > > > For travelers interested in outdoor activities, staying near the village center puts you within a short drive of hiking trails, nature preserves, and scenic drives. ### What are the best hotels in Hillsdale that travelers recommend? > The Brooks Motel has a 7.6 rating and is praised by guests for its super comfy and clean beds, modern and clean rooms, and excellent customer service. This motel offers premium bedding, air conditioning, and fireplaces in the rooms. For those interested in winter sports, it's conveniently located near a ski area, with opportunities for cross-country skiing, downhill skiing, and access to ski lifts and runs. Additionally, it is just 1.2 miles from Catamount Aerial Adventure Park. ### What are the top pet-friendly hotels in Hillsdale? > The Brooks Motel has a 7.6 rating and is a convenient option for travelers with dogs, as it offers a Dogs Only policy and allows pets to stay free. Guests frequently mention the super comfy and clean beds, as well as the modern and clean rooms. The customer service also receives excellent remarks. Additionally, it is located just 1.2 miles from Catamount Aerial Adventure Park and is convenient for those interested in various skiing activities, including downhill, cross-country, and ski lifts. See more [pet-friendly hotels in Hillsdale](https://www.expedia.com/Hillsdale-Hotels-Pet-Friendly-Hotel.0-0-d183683-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Hillsdale? > This motel has a 7.6 rating and is often praised for its super comfy and clean beds, as well as its modern and clean rooms. Guests consistently highlight the excellent customer service. Key amenities include free WiFi and complimentary self-parking. For those interested in winter sports, the motel is conveniently located near various ski areas, including cross-country, downhill, and ski lifts. View all [budget hotels in Hillsdale](https://www.expedia.com/Hillsdale-Hotels-Cheap-Hotels.0-0-d183683-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the best hotels in Hillsdale near Catamount Aerial Adventure Park? > The Brooks Motel has a 7.6 rating and is conveniently located just 1.2 miles from Catamount Aerial Adventure Park. Guests often highlight the super comfy and clean beds, the modern and clean rooms, and the excellent customer service. This hotel offers free WiFi, free self-parking, and allows pets to stay free. It is also well-suited for those interested in skiing, with nearby access to ski areas, cross-country, downhill, ski lifts, and ski runs. ### When is the best time to go to Hillsdale? > Summer in Hillsdale offers warm, sunny days, great for exploring the local hiking trails, swimming in nearby lakes, or visiting farmers' markets. The area thrives with outdoor events and opportunities to enjoy the natural beauty of the Berkshire foothills. Couples will find this period ideal for scenic drives, winery visits, and dining al fresco. > > > The fall season transforms Hillsdale into a picturesque landscape of vibrant colors, making it an excellent time for those who appreciate natural scenery and photography. The cooler temperatures are comfortable for exploring antique shops and art galleries, and many local farms offer apple picking and pumpkin patches. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Hillsdale hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Hillsdale hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Catamount Aerial Adventure Park ](https://www.expedia.com/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels) - [Craryville Hotels ](https://www.expedia.com/Craryville-Hotels.d6354169.Travel-Guide-Hotels) - [Cabin Rentals in Craryville ](https://www.expedia.com/Craryville-Cabins.d6354169-aaCabins.Travel-Guide-Accommodation) - [B&B in Craryville ](https://www.expedia.com/Craryville-Bed-And-Breakfast.d6354169-aaBedAndBreakfast.Travel-Guide-Accommodation) - [4 Star Hotels in Craryville ](https://www.expedia.com/4Star-Craryville-Hotels.s40-0-d6354169.Travel-Guide-Filter-Hotels) - [Rv Parks in Craryville ](https://www.expedia.com/Craryville-RV-Parks.d6354169-aaRVParks.Travel-Guide-Accommodation) - 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