Title: Book The Best Hotels in Hillsdale, NY for 2025 from CA $123 - Compare prices by date | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Hillsdale, NY from CA $123 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=POOL) 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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=CABIN) 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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&amenities=PETS) 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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=APARTMENT) 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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&travelerType=family_friendly) 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=2025-10-09&d1=2025-10-09&endDate=2025-10-11&d2=2025-10-11&lodging=COTTAGE) ## Check prices for these dates Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,807 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ## Our top choices for Hillsdale hotels ![Double Room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.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) ![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) ![Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/c363d477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel Hillsdale 7.8/10 Good (102) "Excelente " CA $149 CA $167 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/c93a1f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/6f307fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ensuite (2nd Floor)](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/26b177d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Changing Times Boutique Country Lodging Craryville 10/10 Exceptional (108) "Great experience, looking forward to staying again." CA $243 CA $272 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #10 Queen's Cottage | Private kitchen](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/bbf9b83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/2d151170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Devonfield Inn B&B Lee 10/10 Exceptional (129) "The inn has an excellent location and amenities." CA $499 CA $557 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.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) ![Interior detail](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/6d6ce66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/28577ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Non Smoking (Room 1)](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/65bd4c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Granville House Housatonic 10/10 Exceptional (85) "Beautiful place! Terri and Terry are the best!" CA $374 CA $418 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn Lee 9.6/10 Exceptional (282) "The staff are absolutely wonderful. The inn is beautiful and so well cared for. And bonus the lake views are gorgeous!" CA $215 CA $253 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/3a11949f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/4dfb268a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/febcf9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/90960292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nest Hudson Hudson 9.6/10 Exceptional (202) "It was a wonderful place to stay on our journey after a long drive. " CA $157 CA $182 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hudson-Hotels-The-Nest-Hudson.h33696708.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/ddc846d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms (The Dutchess Suite) | Private kitchen](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/bfcf4a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/6cdeed48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/de707444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Pine Plains Pine Plains 9.8/10 Exceptional (293) "Beautiful place. Accomadating staff. A lovely place to stay" CA $344 CA $389 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (773) "Great property! Very large clean room in a unique hotel! " CA $221 CA $247 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/c9940794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/0fed38f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/ca0080b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pines Duplex Suite | View from room](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/7bcf94fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Silver Maple Farm East Chatham 9.8/10 Exceptional (94) "What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. " CA $290 CA $325 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/edd6aeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gilded Stage in the Mainhouse](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/76b1fb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/44792ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge Lee 9.8/10 Exceptional (98) "Well-run and elegant property. " CA $550 CA $645 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![Luxury Room, 1 King Bed, Bathtub](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/b3e61239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/4037455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/2028495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/cfdb82a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 33 Main Lenox 10/10 Exceptional (71) "33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! " CA $843 CA $942 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information) ![John Harney Suite](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/04d25b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/b4a29500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/1ed9f4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/cccc903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White Hart Salisbury 9.6/10 Exceptional (138) "Restaurant was fabulous. Rooms were quaint and comfortable. Staff was excellent " CA $426 CA $490 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/2b026b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield 9.4/10 Exceptional (43) "Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating " CA $176 CA $197 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/c91ee1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/9c0b3e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/64920fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/ff622b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nautical Nest Hudson 9.6/10 Exceptional (120) "Great location. Room needs a comfy chair" CA $177 CA $206 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Hudson-Hotels-Nautical-Nest.h57535178.Hotel-Information) ![Loft, Private Bathroom (Skylight Loft)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/48ea2807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Tanglewood Suite)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/c348a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/86910798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Victorian Room)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/49947e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Farm Inn Lenox 9.4/10 Exceptional (160) "Inn was gorgeous and staff exceptional!" CA $283 CA $316 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.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 Norfolk 9.4/10 Exceptional (136) "Loved everything especially Lucas and Joe💟☮️" CA $228 CA $263 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Private Bathroom (Greylock - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, Private Bathroom (Catamount - Pets Allowed)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/13717808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Mill Inn West Stockbridge 9.6/10 Exceptional (427) "Very casual and easy check in and out; lovely and substantial breakfast" CA $248 CA $273 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/3d2d74c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/a6853cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fire Spa Suite | Room amenity](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/af4baaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chambery Inn Lee 9.6/10 Exceptional (369) "ease of late check in. Super comfortable room." CA $313 CA $349 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/d7f7134f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/2d344ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/77c71b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco James Newbury Hudson Valley by IHG Coxsackie 9.2/10 Wonderful (308) "One of the nicest places we have ever stayed at. Rooms were amazing and the property immaculately kept" CA $249 CA $269 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/287e98ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/4eca1141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Micosta Leisure Inn Hudson 9.2/10 Wonderful (121) "Great stay!" CA $181 CA $202 total includes taxes & fees Sep 28 - Sep 29 [](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=2025-10-09&endDate=2025-10-10®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 [](https://expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels) #### Catamount Aerial Adventure Park 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664791) ## More cheap stays in Hillsdale ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 372 Main Street, Rte 7 and Main Street, Great Barrington, MA CA $129 CA $144 total Oct 8 - Oct 9 includes taxes & fees 8.2/10 Very Good! (1,008 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.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 $179 CA $201 total Sep 29 - Sep 30 includes taxes & fees 7.4/10 Good! (1,010 reviews) [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![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, Routes 7 and 20, Lenox, MA CA $110 CA $123 total Sep 28 - Sep 29 includes taxes & fees 7.4/10 Good! (802 reviews) [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![FairBridge Inn Express](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### FairBridge Inn Express 16 Cheshire Road, Pittsfield, MA CA $111 CA $124 total Sep 26 - Sep 27 includes taxes & fees 5.2/10 (781 reviews) [](https://expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.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 $152 CA $170 total Oct 2 - Oct 3 includes taxes & fees 9/10 Wonderful! (1,006 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Postcard Cabins Eastern Catskills](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Postcard Cabins Eastern Catskills 282 Cairo Junction Rd, Catskill, NY CA $207 CA $276 total Sep 29 - Sep 30 includes taxes & fees 9.2/10 Wonderful! (80 reviews) [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ## Hotels in Hillsdale with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/20000000/19750000/19742700/19742697/924e2902_w.jpg) 4 Star Hotels 17 properties [](https://expedia.ca/4Star-Hillsdale-Hotels.s40-0-d183683.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_w.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/1000000/130000/128300/128208/62e9a326_w.jpg) 2 Star Hotels 162 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. ## Recent reviews of Hillsdale hotels ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 5/5 Excellent "Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you" A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG Posted 7 days ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 5/5 Excellent Peaceful Getaway with Lots to Do for Families "We stayed for 5 nights and really enjoyed the surroundings and the drive to the property. The area is peaceful and quiet, with plenty to do for kids, including a mountain hike that even our 2- and 6-year-olds managed well. The grounds are beautiful for photos, very well maintained, and we often saw the crew cleaning and painting the sidewalks. I booked 2 suites, which were a good size for a family of four and offered plenty of space. The only downsides were that check-in felt a bit tedious it took several tries to swipe my card and there was no housekeeping service or follow-up to check on amenities during our stay. A self check-in option would make things smoother. Overall, we loved the quietness, the family-friendly activities, and the clean, well-kept property. With a few improvements in guest service, this could easily be a 5-star experience." A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Posted 8 days ago [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "Excellent location. Friendly staff. " A verified traveller stayed at Berkshire Mountain Lodge Posted 8 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 5/5 Excellent "Perfect for an overnight for the Tanglewood concert" A verified traveller stayed at Best Western Plus Berkshire Hills Inn & Suites Posted 8 days ago [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 5/5 Excellent "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " A verified traveller stayed at The Red Lion Inn Posted 8 days ago [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Postcard Cabins Eastern Catskills](//images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg) ### Postcard Cabins Eastern Catskills 5/5 Excellent "The things I’ve loved about the experience were the cleanliness of the cabin, along with easy parking. There was nothing that I didn’t like about the experience, definitely would have to go there again." A verified traveller stayed at Postcard Cabins Eastern Catskills Posted 9 days ago [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 5/5 Excellent "With spa, fireplace and canopy over the bed it was the perfect treat for myself!" A verified traveller stayed at The Yankee, Trademark Collection by Wyndham Posted 9 days ago [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![voco James Newbury Hudson Valley by IHG](//images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/d7f7134f_y.jpg) ### voco James Newbury Hudson Valley by IHG 5/5 Excellent Overall nice hotel "An overall wonderful place to stay. Room was clean, beds were comfortable however there were old stains across the carpet but otherwise the room itself was clean and comfortable. The morning staff in the downstairs restaurant were very friendly and provided a wonderful service and delicious breakfast. Our only major complaint is the walls are thin. You can here next room conversations, babies crying, etc. The overall hotel and view of the river is fery nice as is the quaint town it rests in." A verified traveller stayed at voco James Newbury Hudson Valley by IHG Posted 9 days ago [](https://expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 5/5 Excellent An experience Of a lifetime! " To whom it may concern, My wife & I were blessed beyond measures with Chris the recepcionista who was an amazing incredible human being who treated us like family. We needed some direction to southbridge Ma. He explain to us the best way to get there and back to the hotel. Also the other gentleman working along side of him also assisted us as well. Thank you for this beautiful experience and to let you know that we will come again. Please give our love to the precious lady housekeeper who blessed us as well. " A verified traveller stayed at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Posted 9 days ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ## Frequently asked questions ### What are the best budget hotels in Hillsdale? > [The Brooks Motel](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) in Hillsdale, NY, is a charming option for travellers seeking budget-friendly accommodations without sacrificing comfort. With a cozy atmosphere and convenient amenities, this motel boasts free Wi-Fi and self-parking, making it a straightforward choice for families or couples on the go. View all [budget hotels in Hillsdale](https://www.expedia.ca/Hillsdale-Hotels-Cheap-Hotels.0-0-d183683-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Hillsdale? > The best time to visit Hillsdale is during the summer months, particularly July, when the weather is warm and inviting. Average temperatures around 25°C make it great for enjoying outdoor activities and exploring the charming surroundings. > > > > During the peak season from June to August, Hillsdale sees an influx of visitors eager to take advantage of the vibrant atmosphere and numerous local events. This is a fantastic time for sightseeing and engaging with the community through festivals and outdoor markets that showcase local crafts and cuisine. > > > > If you enjoy outdoor adventures, July offers ample opportunities to hike the scenic trails or relax by the tranquil lakes. The long summer days provide plenty of sunlight for your explorations, whether you're biking through picturesque landscapes or enjoying a leisurely picnic in one of the many parks. > > > > For those considering a visit later in the year, October offers a quieter experience. While the temperatures start to dip, averaging around 15°C, it's still a lovely time to enjoy the fall foliage and the peaceful ambiance of the area. Plus, you can take advantage of potentially lower accommodation rates during this time. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Hillsdale hotel for you. ### How can I save on a Hillsdale hotel booking with Expedia? > Members always get our best prices. Find our best Hillsdale hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Hillsdale hotel? > Prices for hotels in Hillsdale often vary, but you can find a great deal from CA $123 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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