Title: Visit Hillsdale: Best of Hillsdale Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Hillsdale](https://expedia.ca/Hillsdale-Hotels.d183683.Travel-Guide-Hotels)[Vacation Rentals in Hillsdale](https://expedia.ca/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.ca/Hillsdale.d183683.Destination-Travel-Guides) # Hillsdale ## Travel Guide ## Visit Hillsdale Things to do - Hillsdale Hotel Deals - Vacation Rentals in Hillsdale ![The Brooks Motel](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Brooks Motel 2871 New York 23 Hillsdale NY Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library ... 7.4/10 Good! (123 reviews) So peaceful and beautiful. Very clean ! Reviewed on Dec 29, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&selected=96999590&PinnedHotelID=96999590&HadPinnedHotel=true®ionId=183683) [](https://expedia.ca/Hotel-Search?startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&selected=96999590&PinnedHotelID=96999590&HadPinnedHotel=true®ionId=183683) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA CA $139 CA $155 total Jan 11 - Jan 12 includes taxes & fees Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ... 9/10 Wonderful! (1,004 reviews) The room was clean, comfortable and spacious. The bathroom had enough space and was clean and well appointed. Reviewed on Dec 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true®ionId=183683) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG One West Street Pittsfield MA CA $127 CA $142 total Jan 6 - Jan 7 includes taxes & fees Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ... 8/10 Very Good! (1,006 reviews) Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too! Reviewed on Dec 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F01%2F2026&endDate=07%2F01%2F2026&selected=2067&PinnedHotelID=2067&HadPinnedHotel=true®ionId=183683) [See all 1,809 properties in Hillsdale](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=03%2F01%2F2026&endDate=04%2F01%2F2026®ionId=183683) 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. ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 282 Cairo Junction Rd Catskill NY Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ... 9.4/10 Exceptional! (118 reviews) I love it!! We spend a beautiful Christmas Reviewed on Dec 25, 2025 [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![The Ponds at Foxhollow](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ponds at Foxhollow 3 Foxhollow Drive Route 7 Lenox MA Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ... 8.4/10 Very Good! (137 reviews) Great place Reviewed on Dec 23, 2025 [](https://expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Micosta Leisure Inn](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d78d1e6e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Micosta Leisure Inn 3007 County Rd 20 Hudson NY Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ... 9.2/10 Wonderful! (134 reviews) Absolutely perfect in every way. Super accessible, private and quiet, and everything you need for a perfect getaway in Hudson. 10 minutes or so from downtown, seamless process. Definitely plan to come again! Reviewed on Dec 28, 2025 [](https://expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information) [See all properties in Hillsdale](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=183683&sort=VACATION_RENTAL) 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. ## Check Hillsdale hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=2026-01-02&endDate=2026-01-03)[Jan 2 - Jan 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=2026-01-02&endDate=2026-01-03) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=2026-01-03&endDate=2026-01-04)[Jan 3 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=2026-01-03&endDate=2026-01-04) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[Jan 2 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183683&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) ### Popular places to visit #### 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. [](https://expedia.ca/Catamount-Aerial-Adventure-Park-Hillsdale.d553248621532664791.Vacation-Attraction) #### Copake Lake Commune with nature and explore the great outdoors at Copake Lake during your travels in Copake Lake. [](https://expedia.ca/Copake-Lake-New-York.d876920089589612544.Vacation-Attraction) #### 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. [](https://expedia.ca/Hillsdale-Town-Hall-Hillsdale.d876920526210342912.Vacation-Attraction) ## Cities near Hillsdale ![Hudson](https://mediaim.expedia.com/destination/1/5211b1867e138a7d8e2b954824aa1387.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hudson ![Great Barrington](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Great Barrington ![Photo by Leah Dalley](https://mediaim.expedia.com/destination/2/ee6a6c759bc8bedbbbae21abd13cbb54.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### South Egremont ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [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) - 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[Visit Acra ](https://www.expedia.ca/Acra.dx183633) - [Visit Downtown Albany ](https://www.expedia.ca/Albany-Downtown-Albany.dx6312100) - [Visit Pastures ](https://www.expedia.ca/Albany-Pastures.dx896706297278443520) - [Visit Alcove ](https://www.expedia.ca/Alcove.dx6360736) - [Visit Annandale-on-Hudson ](https://www.expedia.ca/Annandale-On-Hudson.dx3000422040) - [Visit Dover Plains ](https://www.expedia.ca/Dover-Plains.dx183663) - [Visit East Durham ](https://www.expedia.ca/East-Durham.dx183665) - [Visit East Jewett ](https://www.expedia.ca/East-Jewett.dx500709) - [Visit Elka Park ](https://www.expedia.ca/Elka-Park.dx553248635974530560) - [Visit Glasco ](https://www.expedia.ca/Glasco.dx553248634998989763) - [Visit Glenmont ](https://www.expedia.ca/Glenmont.dx7366) - [Visit Hampton Manor ](https://www.expedia.ca/Hampton-Manor.dx553248634998688700) - [Hornets Nest Paintball ](https://www.expedia.ca/Hornets-Nest-Paintball-Ancramdale.d553248621532664789.Vacation-Attraction) - [Visit Hudson ](https://www.expedia.ca/Hudson.dx55762) - 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[National Shrine of the Divine Mercy ](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Catamount Ski Area ](https://expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction) - [Norman Rockwell Museum ](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Olana State Historic Site ](https://expedia.ca/Olana-State-Historic-Site-Hudson.d6093757.Vacation-Attraction) - [Naumkeag Museum ](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Saugerties Village Beach ](https://expedia.ca/Saugerties-Village-Beach-Saugerties.d553248621552322116.Vacation-Attraction) - [Hancock Shaker Village ](https://expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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