Title: Book The Best Hotels in Hillsdale, NY for 2026 from CA $97 - Fully Refundable Options - Expedia.ca [Hillsdale Travel Guide](https://expedia.ca/Hillsdale.dx183683)[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) ![](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__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 Hillsdale Pool [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=PETS) Spa [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=HOT_TUB) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=CABIN) Farm [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=AGRITOURISM) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=WATER_PARK) ## Check prices for these dates Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2026-02-13&endDate=2026-02-15&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) ![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) ![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) ### The Brooks Motel [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) Hillsdale 7.4/10 Good (127 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 [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/126ab2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/5f700266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/4d496801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/75ab7331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Travel Lodge [](https://www.expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) Austerlitz 5.4/10 (463 reviews) "Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron CA $92 CA $103 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.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) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.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.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) Old Chatham 7.8/10 Good (216 reviews) "Great friendly personable person at the front desk!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $136 CA $152 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.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) ![Loft Suite](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/f8138c6b.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) ### Pocketbook Hotel and Bath [](https://www.expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) Hudson 8.0/10 Very good (20 reviews) "The front desk was very helpful in making sure we had a good stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $276 CA $374 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/25fee020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Non Smoking (Room 5)](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2dfac34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/2ff1c815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/835e48b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Granville House [](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) Housatonic 10/10 Exceptional (93 reviews) "Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $237 CA $265 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31720000/31717400/31717351/5962c6e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31720000/31717400/31717351/2bd1236d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/32000000/31720000/31717400/31717351/25c6db85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/32000000/31720000/31717400/31717351/72f8825a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Motor Court Motel [](https://www.expedia.ca/Kingston-Hotels-Catskill-Motor-Court-Motel.h31717351.Hotel-Information) Catskill 5.8/10 (125 reviews) "We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sarah CA $113 CA $123 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kingston-Hotels-Catskill-Motor-Court-Motel.h31717351.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/1690062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FairBridge Inn Express [](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) Pittsfield 5.4/10 (811 reviews) "Room spotless and staff helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $109 CA $122 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Parlour Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/d4b17f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Stockbridge 9.2/10 Wonderful (110 reviews) "Great breakfast, friendly helpful staff, pretty yard, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $421 CA $510 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/06b53be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/c6d0af77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/4a0e9710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/b4d22f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Ranch Motel [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.Hotel-Information) Catskill 7.2/10 Good (488 reviews) "Clean room comfortable bed we’ll stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mina CA $131 CA $141 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3810000/3808200/3808185/f00c5b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3810000/3808200/3808185/460def81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Twin Room, Private Bathroom](https://images.trvl-media.com/lodging/4000000/3810000/3808200/3808185/f1173af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3808200/3808185/e8b5deeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jenny's Country Manor [](https://www.expedia.ca/Stanfordville-Hotels-Jennys-Country-Manor.h3808185.Hotel-Information) Red Hook 7.6/10 Good (133 reviews) "Very nice staff! Large rooms, convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgi CA $191 CA $216 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Stanfordville-Hotels-Jennys-Country-Manor.h3808185.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) ![Classic Room, 1 King Bed](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/4b9b80d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/22d5d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Alander [](https://www.expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) Copake 9.0/10 Wonderful (198 reviews) "Nice room and reasonable prices! Will recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jianyang CA $162 CA $181 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/05fa2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/a093eeea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e75ce45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/0e28a2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) Pittsfield 8.6/10 Excellent (355 reviews) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $135 CA $151 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/522482a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch LCD TV with digital channels, streaming services](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/406606bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Cottage](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/10e70d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) Norfolk 9.4/10 Exceptional (168 reviews) "Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina CA $217 CA $250 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/83b0843f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/7d70e6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/5dac7fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/42f99d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Motel [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.Hotel-Information) Catskill 8.2/10 Very good (207 reviews) "Great for what it is. Not fancy, but some good amenities: frig, microwave. Also clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $136 CA $147 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/0ab8f96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/c882608e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/515036a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/ea4dc35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Kenmore Hall [](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) Richmond 10/10 Exceptional (27 reviews) "Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $783 CA $859 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/de2ab5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b138d836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) Pittsfield 7.8/10 Good (842 reviews) "This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARIA J CA $115 CA $129 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.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) ![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) ![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) ![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) ### 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 (143 reviews) "I loved every single part of the stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Srijana CA $162 CA $234 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/2cd6d44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/79502799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tablet, offices](https://images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/0957be95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Twin Room | Living area](https://images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/49be28f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### it's a good thing [](https://www.expedia.ca/Clinton-Corners-Hotels-Its-A-Good-Thing.h99919328.Hotel-Information) Clinton Corners 8.2/10 Very good (25 reviews) "Lynn was a wonderful & accommodating host. Tje" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie-Anne [](https://www.expedia.ca/Clinton-Corners-Hotels-Its-A-Good-Thing.h99919328.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/c5b973e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/88348850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/b5bad44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) Lee 9.8/10 Exceptional (99 reviews) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $325 CA $381 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7. The Mulberry Room | Living area](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d4d763c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8. The Riverview Room](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/818a652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Micosta Leisure Inn [](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information) Hudson 9.4/10 Exceptional (136 reviews) "Very pleasent stay , and kind helpful staff ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin [](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.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=2026-02-16&endDate=2026-02-17®ionId=183683&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%2FHillsdale-Hotels.d183683.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/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) You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664791) ### Copake Lake Commune with nature and explore the great outdoors at Copake Lake during your travels in Copake Lake. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920089589612544) ### Hillsdale Town Hall Hillsdale Town Hall is just one of the places to see in Hillsdale, so why not enjoy the other things to explore during your travels? Discover the sunrises while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920526210342912) ### Community Library Community Library is just one of the places to see in Hillsdale, so why not enjoy the other things to explore during your travels? Discover the sunrises while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920986224852992) ### Mosquito Island Commune with nature and explore the great outdoors at Mosquito Island during your travels in Copake Lake. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920450731741184) ## 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.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&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 ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "We had a lovely extended family weekend here. The staff was outstanding, every staff member was helpful, friendly and courteous. The large room in back of the lobby was especially helpful for our large group to hang out in and be comfortable. Everyone enjoyed the pool and hot tub despite it being so cold out. The hotel is well maintained. The only small complaint I had was that the bathroom in our room needs to be refreshed. We have already started talking about coming back in the warmer weather to enjoy some of the outdoor activities in in the area." [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 clean room. Staff great. Breakfast and selection great! " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![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 "Immaculately clean and friendly staff. Easy parking and great breakfast" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "It was an amazing experience. Finding the cabin was a little difficult because I arrived at night time. " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Great staff, beautiful hotel. Would definitely recommend " [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "This was a perfect place to stay. Reasonably priced, very clean, and the young lady who worked the front desk in the evening was super friendly. We will definitely book here again. " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.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 10/10 Excellent "Clean room, kind and attentive staff" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Beautiful unique property! Very clean room and very friendly staff" [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ## More cheap stays in Hillsdale ![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Howard Johnson by Wyndham Lenox 462 Pittsfield Rd Lenox MA CA $94 CA $105 total Feb 3 - Feb 4 includes taxes & fees 7.4/10 Good! (829 reviews) [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.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 $115 CA $128 total Feb 22 - Feb 23 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.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 CA $126 CA $141 total Feb 9 - Feb 10 includes taxes & fees 9/10 Wonderful! (1,002 reviews) [](https://expedia.ca/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 CA $146 CA $163 total Feb 5 - Feb 6 includes taxes & fees 8.8/10 Excellent! (728 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![St. Charles Hotel](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/d1c362b4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### St. Charles Hotel 16 Park Place Hudson NY CA $172 CA $195 total Feb 6 - Feb 7 includes taxes & fees 6.6/10 (868 reviews) [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ![Howard Johnson by Wyndham Saugerties](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Howard Johnson by Wyndham Saugerties 2764 Route 32 Saugerties NY CA $174 CA $195 total Feb 8 - Feb 9 includes taxes & fees 7.4/10 Good! (1,000 reviews) [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.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.ca/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.ca/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.ca/2Star-Hillsdale-Hotels.s20-0-d183683.Travel-Guide-Filter-Hotels) ## Find out more about Hillsdale ### Top reasons to visit Hillsdale - **Thrilling Ski Adventures:** Hillsdale offers excellent skiing options with local resorts and ski lifts, perfect for winter sports enthusiasts. - **Breathtaking Landscapes:** Nestled in the scenic Harlem Valley, visitors can enjoy stunning natural beauty and outdoor activities. - **Family-Friendly Atmosphere:** Hillsdale provides a welcoming environment, ideal for both romantic getaways and family vacations. - **Diverse Accommodation Options:** With a range of hotels from cozy motels to luxurious stays, there's something for every budget. - **Proximity to Nature Reserves:** Explore nearby national and state parks, offering serene spots for relaxation and adventure. ### Find great hotels in Hillsdale Discover the charm of Hillsdale, New York, with a variety of hotel accommodations tailored to suit every budget and preference. From cozy motels to luxurious stays, this picturesque town offers options ranging from 2 to 4.5 stars. Whether you're seeking pet-friendly services or planning a business trip, Hillsdale has the ideal lodging for your adventure. Explore the best hotels in the area and enjoy a memorable vacation experience. - **[Quality Inn:](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)** Perfectly tailored for the adventurous and business-minded traveller, Quality Inn is located a mere 12.9km from Hillsdale. This hotel offers a unique blend of comfort and excitement, with amenities that cater to those seeking adventure sports and business facilities. Guests can enjoy thrilling activities such as hiking, skiing, and snow tubing nearby, making it an ideal base for outdoor enthusiasts. The property also provides essential services for business travellers, ensuring a productive stay with convenient access to essential amenities. - **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG:](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Nestled 22.5km from Hillsdale, this 3.5-star resort is a family-friendly haven that embraces both adventure and leisure. With easy access to ski shuttles and lifts, guests can indulge in a variety of winter sports, including snowboarding and skiing lessons. The resort is designed with families in mind, featuring amenities such as an arcade game room, mini-golf, and a playground for children. This makes it a perfect spot for families looking to create lasting memories while enjoying the great outdoors. - **[Holiday Inn Express Hotel & Suites Great Barrington by IHG:](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Located 16.1km from Hillsdale, this hotel is tailored for the business traveller seeking comfort and convenience. With a range of business amenities including meeting rooms, a 24-hour business centre, and conference space, it's designed to facilitate productivity during your stay. Guests can expect modern accommodations and a complimentary breakfast, ensuring a great start to their busy days. This hotel is an excellent choice for those who need to blend work with leisure in the beautiful surroundings of Great Barrington. ### Where to stay in Hillsdale For a delightful getaway, Hillsdale, New York offers a perfect blend of relaxation and adventure. Nestled in the scenic Harlem Valley, this charming area invites you to explore its breathtaking landscapes and friendly atmosphere. Whether you’re skiing on nearby slopes or enjoying quality time with family, Hillsdale’s immediate vicinity provides a romantic and family-friendly vibe, making it an ideal destination for your next vacation. - **[Great Barrington:](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Located 12.9km from Hillsdale, Great Barrington is a vibrant city known for its outdoor adventures and cultural charm. It offers a year-round experience for travelers, with peak visits during the summer months. Enjoy skiing at local resorts or partake in various adventure sports. Nature enthusiasts will appreciate the nearby lakes and mountains, while the Great Barrington National State Park offers stunning landscapes for hiking and exploration. The city's lively arts scene and boutique shopping make it a delightful stop on your journey. - **[Stockbridge:](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Situated 20.9km from Hillsdale, Stockbridge is a picturesque town that captures the essence of New England charm. Renowned for its cultural offerings, visitors flock here from July to September. The town is home to various music concerts, theatres, and art galleries, providing a rich entertainment experience. Don't miss the beautiful lakes and historical monuments, including iconic shrines that add to the town's allure. Whether you’re seeking romance or a cultural getaway, Stockbridge is an enchanting destination. - **[Copake:](https://www.expedia.ca/Copake-Hotels.d553248635975870705.Travel-Guide-Hotels)** Just 8.0km from Hillsdale, Copake is perfect for those seeking outdoor adventures and winter sports. The town sees its highest visitor numbers in the spring and summer, making it an ideal time for hiking, skiing, and exploring the surrounding natural wonders. With ski fields and resorts nearby, outdoor enthusiasts will find plenty to keep them engaged. Copake is also near beautiful lakes and mountains, ensuring a backdrop of stunning scenery for your adventures. ### Things to do in Hillsdale Hillsdale, New York, is an ideal destination for those seeking a thrilling ski and adventure vacation. Visitors can enjoy skiing at local resorts and stations, complete with ski lifts and a minor ski area. The region also offers picnic spots for relaxation after an exhilarating day on the slopes. With its beautiful landscapes, Hillsdale promises an unforgettable outdoor experience for sports enthusiasts and nature lovers alike. **Shopping** In Hillsdale, you can shop at local gems like Charles H. Baldwin & Sons, Hoffman's Pottery, and Ebenezer II Gifts and Antiques, each about 20.9km away. If you're up for a drive, these stores offer unique gifts and souvenirs for your vacation. **Recreation** [Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels) offers a vibrant atmosphere with enriching concerts, located 25.7km from Hillsdale. For relaxation, [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels), just 12.9km away, provides serene walking trails and peaceful lakeside spots. If you're into sports, [Greenock Country Club](https://www.expedia.ca/Greenock-Country-Club-Hotels.0-l553248621560926703-0.Travel-Guide-Filter-Hotels), also 25.7km away, boasts beautiful golf courses amidst nature. **Adventure** At [Catamount Ski Area](https://www.expedia.ca/Catamount-Ski-Area-Hotels.0-l6087211-0.Travel-Guide-Filter-Hotels), located 3.2km from Hillsdale, experience thrilling skiing on varied terrain amidst stunning winter landscapes. For a unique adventure, visit [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels) in Hillsdale for an exciting zipline and ropes course. Alternatively, hike the scenic [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), situated 14.5km from town. **Nightlife** For a lively evening in Hillsdale, catch a show at the [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels), just 12.9km away, or enjoy the vibrant atmosphere at the Mac-Haydn Theatre, 20.9km away. If you're feeling lucky, visit [Magnolia Bluffs Casino](https://www.expedia.ca/Magnolia-Bluffs-Casino-Hotels.0-l553248621532644877-0.Travel-Guide-Filter-Hotels), located 13.2km from Hillsdale. ### Booking tips and Expedia advantages for Hillsdale Traveling to Hillsdale on a budget is quite feasible with several cost-saving options. Enjoy free activities such as Bash Bish Falls State Park and the Housatonic River Walk. To save on accommodation, consider visiting in January or March to April, and aim for stays on Tuesdays for the lowest rates. Utilize Expedia to find eco-friendly hotels and package deals that combine flights and activities for additional savings. Sorting by price can help you uncover the best deals, ensuring you get the most value for your trip. - **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 choices based on your budget, desired location, and preferred hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly accommodations available at the moment. To uncover the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save some money by combining your Hillsdale hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in Hillsdale Hillsdale, New York, is perfect for a ski or adventure getaway, offering a blend of outdoor and cultural experiences. Visitors can explore nearby attractions such as national and state parks, picturesque lakes, and serene nature reserves. Whether you're seeking an adrenaline rush or a peaceful retreat, Hillsdale caters to all types of adventurers, making it an ideal destination for those looking to connect with nature while enjoying local culture. - **[Taconic State Park:](https://www.expedia.ca/Taconic-State-Park-Hotels.0-l553248621532664790-0.Travel-Guide-Filter-Hotels)** Located 6.4km from Hillsdale, Taconic State Park offers breathtaking scenery and a variety of outdoor adventures. Whether you're hiking, biking, or picnicking, the park's natural beauty provides a perfect escape into nature. - **[National Shrine of the Divine Mercy:](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** About 20.9km away, this serene shrine invites visitors to explore its spiritual atmosphere and cultural significance. It’s a peaceful retreat that encourages reflection and appreciation of its divine artistry. - **[Norman Rockwell Museum:](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)** Situated 19.3km from Hillsdale, this art museum showcases the iconic works of American illustrator Norman Rockwell. Experience the rich cultural heritage through his storytelling art that captures the essence of everyday life. ### Best time to go to Hillsdale Visitor numbers in Hillsdale is generally unchanged in popularity throughout the year. The best time to visit Hillsdale can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hillsdale falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Hillsdale falls in January, visitor numbers are slightly high and weather is mostly cloudy with light rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](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 For your visit to Hillsdale, New York, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is situated 74.0km away, with nearby hotels such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), 1.6km from the airport, and the [Marriott Hartford Downtown](https://www.expedia.ca/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information), 19.3km away. Albany International Airport ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is 67.6km from Hillsdale, offering accommodations like [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.ca/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), 12.9km away. Stewart International Airport ([SWF](https://www.expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)) in Newburgh, NY, is 88.5km from Hillsdale, with options like [The Dutchess Inn and Spa at Beacon](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), 9.7km away. All these airports provide convenient access to Hillsdale. ## Frequently asked questions ### What is the best area to stay in Hillsdale? > This area is the heart of Hillsdale, where you'll find the majority of the town's shops, eateries, and local services. It's quite walkable, making it easy to pop into a cafe, browse a boutique, or pick up essentials. The general layout is a classic small-town main street, with buildings lining the roads and a few side streets branching off. > > > Couples looking for a relaxing getaway often find this area ideal. It offers easy access to local establishments for dining and drinks, and many accommodations in this central zone provide a comfortable base for exploring the surrounding countryside or simply enjoying a quiet weekend. > > > For those seeking a more secluded experience but still wanting to be close to amenities, staying slightly outside the immediate town centre, perhaps a short drive along Route 23 towards Catamount Mountain, can be a good option. ### What are the best hotels in Hillsdale that travellers recommend? > The Brooks Motel has a review rating of 7.4\. Guests frequently mention the super comfy and clean beds, along with the modern and clean rooms. The customer service also receives excellent remarks. For those interested in outdoor activities, the motel is conveniently located near a ski area and Catamount Aerial Adventure Park, which is just 2.0 km away. The rooms feature premium bedding, Egyptian cotton sheets, and air conditioning, with some even offering a fireplace. ### What are the best budget hotels in Hillsdale? > The Brooks Motel has a review rating of 7.4\. Guests frequently mention the super comfy and clean beds, along with modern and clean rooms. The customer service also receives excellent feedback. This motel offers useful amenities such as free WiFi and complimentary toiletries. For those interested in winter sports, there are ski areas, ski lifts, ski runs, and cross-country skiing all conveniently located nearby. Pets are also welcome to stay free of charge, and free self-parking is available. View all [budget hotels in Hillsdale](https://www.expedia.ca/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, with a 7.4 rating, is conveniently situated just 2.0 km from Catamount Aerial Adventure Park. This motel is particularly suitable for families and offers a range of amenities including free WiFi, free self-parking, and complimentary toiletries. Guests frequently praise the super comfy and clean beds, the modern and clean rooms, and the excellent customer service. For those interested in winter sports, the motel is also very close to various ski facilities, including ski areas, lifts, runs, downhill, and cross-country options. Additionally, it features kitchens in its rooms and welcomes pets at no extra charge. ### When is the best time to go to Hillsdale? > Summer in Hillsdale offers warm, sunny days superb for enjoying the natural beauty of the region. This is an ideal time for couples and families who want to explore hiking trails, visit local farms, or enjoy swimming in nearby lakes. The weather is generally pleasant for outdoor dining and wandering through the small town centre. > > > Autumn transforms Hillsdale into a picturesque landscape, with the surrounding hills ablaze with red, orange, and gold leaves. This season is particularly popular with couples seeking a romantic getaway and anyone who appreciates scenic drives and photography. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Hillsdale hotel booking with Expedia? ### How much is the nightly rate at a Hillsdale hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [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) - 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