Title: Book the Best HISTORIC Hotels in Woodstock in 2026 | Expedia.ca [Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176573.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d176573.Destination-Travel-Guides) ![Beautiful View. Woodstock, NY. 3h round trip with moderate walking speed. ](https://images.trvl-media.com/place/176573/a7db89cb-5afe-472b-a15c-8ee21e2a7f49.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo ![](https://images.trvl-media.com/place/176573/a7db89cb-5afe-472b-a15c-8ee21e2a7f49.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 ## Check availability on Woodstock Historic Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodstock historic hotels ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/fd4d8b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/d4583c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/06cdc83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/ee769d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn New Paltz [](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) New Paltz 9.0/10 Wonderful (1,003 reviews) "Very kind and courteous staff, very clean rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $118 CA $133 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/f7305eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/c7652ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/1c1ccecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/b3c1ce50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wheelhouse Inn [](https://www.expedia.ca/Kingston-Hotels-The-Wheelhouse-Inn.h19424046.Hotel-Information) Pine Hill 8.6/10 Excellent (131 reviews) "The location is convenient for Belleyare skiers." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen CA $124 CA $138 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Kingston-Hotels-The-Wheelhouse-Inn.h19424046.Hotel-Information) ![Standard Single Room, Shared Bathroom](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/1db44210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Private Bathroom | Bathroom](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/33d8328e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/55b14277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124330000/124325000/124324946/8c7aafe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howland House [](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information) Mount Tremper 10/10 Exceptional (2 reviews) "Our room was perfect for our family — charming, and the staff were excellent, making us feel completely at home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra CA $240 CA $269 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Mount-Tremper-Hotels-Howland-House.h124324946.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/76659b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, music library, stereo](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/e4f22671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Quadruple Room, 2 Queen Beds, Garden View (Room 10)](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/14591eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, Mountain View (Room 11)](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/48c09034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twin Gables of Woodstock [](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information) Woodstock 9.8/10 Exceptional (200 reviews) "Very clean, friendly staff, location was perfect. Had a wonderful experience" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna CA $191 CA $214 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/41d3d461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite | Living area](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/f070eeeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/7528e89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) Woodstock 9.8/10 Exceptional (105 reviews) "Great property, room, location & staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $187 CA $210 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) ![Superior Room, Fireplace, River View | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed | View from room](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/52c28e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 2 Bedrooms, Kitchen, River View | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/c970b977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) Woodstock 9.6/10 Exceptional (248 reviews) "Had a excellent time on the property. Staff was extremely nice. Room was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dazell [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30530000/30528900/30528868/2f601b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (16)](https://images.trvl-media.com/lodging/31000000/30530000/30528900/30528868/b36c0cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hillcrest | Living area](https://images.trvl-media.com/lodging/31000000/30530000/30528900/30528868/1c200578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/31000000/30530000/30528900/30528868/3fdd8d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodstock Inn on the Millstream [](https://www.expedia.ca/Kingston-Hotels-The-Woodstock-Inn-On-The-Millstream.h30528868.Hotel-Information) Woodstock 9.0/10 Wonderful (206 reviews) "Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber CA $246 CA $275 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Kingston-Hotels-The-Woodstock-Inn-On-The-Millstream.h30528868.Hotel-Information) ![Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/e82b7d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/9f468cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/d7a4abff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/ed99e487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Morning Glory B n B Woodstock NY [](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) Woodstock 8.6/10 Excellent (157 reviews) "I thoroughly enjoyed my stay! The hostess was warm and friendly and very accommodating, breakfast was fantastic. I stayed in the green room, and although had a "shared bathroom", I had it all to myself and felt very comfortable. I enjoyed hanging out in Woodstock - checking out the Kaaterskill waterfall and Platte Clove waterfall, shopping around town, having a beer with the locals. I had dinner right across the street at Alba's Kitchen - convenient and tasty. Great stay! Highly recommend this... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $273 CA $306 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/24acd8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/3f2cc9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/233563d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/000cbb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dylan [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.Hotel-Information) Woodstock 9.4/10 Exceptional (42 reviews) "darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquelin CA $209 CA $235 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/87fd867b.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) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/eb59c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) Catskill 9.6/10 Exceptional (178 reviews) "I just love this place, this was my second time and ofc I will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JANYRA CA $163 CA $236 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.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=2026-04-05&endDate=2026-04-06®ionId=176573&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![Beekman Arms and Delamater Inn](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8_y.jpg) ### Beekman Arms and Delamater Inn 2/10 Terrible "Decent room and clean enough but WOW does this hotel need some renovations. There is no way to control the heat and it was so hot in the room. We opened the window and the cross walk was continually beeping and making noise such that there is no way to keep the window open. Staff was nice enough but if you know this is an issue leave a fan in the room and tell people or provide ear plugs or don’t blast the heat in those rooms!" [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Good internet. Good breakfast. " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "Pool was closed and no table pool sticks" [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073_y.jpg) ### Hampton Inn Kingston 6/10 Okay "Room " [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Woodstock? ### How many historically relevant hotels will I find in Woodstock? ### What are the must-see historical places and other sights in Woodstock? ### What is a historic hotel like in Woodstock? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Woodstock have modern facilities? ## Explore a world of travel with Expedia - 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