Title: Book the Best HISTORIC Hotels in Woodstock in 2025 | 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) ![](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Woodstock, NY from CA $178 - ![](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 [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock Historic Hotels ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/dcb8c5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/b30ea75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/34cff119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/f6c09889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Historic Artist Estate - The Museum House Woodstock 10/10 Exceptional (6) "The property was great and as advertised and perfect for our long weekend. The setting is very rural but at the same time, it is less than 5 minutes from downtown Woodstock and all it has to offer. The host was delightful, attentive and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph H. CA $770 CA $1,346 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/c194d854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/e86f8756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/22500822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/6ae0b5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Journey Inn Bed & Breakfast Hyde Park 9.6/10 Exceptional (334) "The owners are lovely and breakfast was wonderful. It's 10 mins from Rhinebeck with lots of good restaurants which they recommended. Lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mindy CA $314 CA $355 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Poughkeepsie-Hotels-Journey-Inn-Bed-Breakfast.h17902038.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/1d436988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/89b9b977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Non Smoking](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/93e32325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/8e6a9ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn the Woods Bed and Breakfast Hyde Park 9.8/10 Exceptional (133) "Very spacious room. Host, Harry, is great and makes an excellent breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwight CA $342 CA $386 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Poughkeepsie-Hotels-Inn-The-Woods-Bed-And-Breakfast.h30528653.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/b528caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/a55bcd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/677d2235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/bd8601b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away, Clinton Corners 8.2/10 Very good (11) "Beautiful, comfortable house on a lovely property. Hosts were very friendly and welcoming. Would definitely return and recommend to friends and family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $196 CA $273 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Bed-Bath-On-Secluded-30-Acre-Farm.h67268558.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/128d4637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/c1109f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/5f95c0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores Windham 8.8/10 Excellent (53) "Very good location and host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $139 CA $260 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/w953h720x164y0-fef4ea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/b0ffaa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/730d4d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/31106394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter Windham 9.2/10 Wonderful (40) "Wonderful coszy spot perfect location for singles and couples even family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmad O. CA $95 CA $178 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/d66159f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/cd455941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/caba39f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/8f636fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub - Fire Pit - BBQ - Hammock - Colonial Kingston 9.6/10 Exceptional (21) "We came down with our dog. We work a lot and needed a break. The place is cozy and comfy and the outdoor space is so lovely. Good mix of sunny space and shaded space.Our dog very much enjoyed the backyard and we loved the small businesses within walking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather H. CA $133 CA $339 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kingston-Hotels-Charming-Hudson-Valley-Luxury-Getaway.h71554330.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/f009bf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/08a71322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/6dec92d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/d7b18a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Kaaterskill Cabin Hot Tub FirePit Sauna Lanesville 9.8/10 Exceptional (15) "We had a great stay, the place was beautiful and so many thoughtful amenities!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerrianne E. CA $258 CA $690 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Lanesville-Hotels-Catskill-Kaaterskill-Cabin-Hot-Tub-FirePit-Sauna.h72077116.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68780000/68773100/68773092/8e24845d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68780000/68773100/68773092/1941c471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68780000/68773100/68773092/f31a431f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68780000/68773100/68773092/6d7fbb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private room on secluded 7 acres , access to entire house including patio, porch Clinton Corners 8.6/10 Excellent (30) "My wife and I enjoyed this very old and charming home and our host Lynn. There was so much to do nearby with the mansions and FDR Museum/Library." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kip L. CA $210 CA $288 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Clinton-Corners-Hotels-Private-Room-On-Secluded-7-Acres.h68773092.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/40000000/39997000/39996972/10e984da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/40000000/39997000/39996972/05ca61ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/40000000/39997000/39996972/16ad15d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/40000000/40000000/39997000/39996972/4146f75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Church Des Artistes a Hudson Valley retreat Roundout 9.8/10 Exceptional (10) "We managed to pick a weekend with solid rain, so we were mostly stuck inside with two small children. They enjoyed the basket of instruments and areas to explore, and the five-year old wants to return. Be aware that this is not suitable for people with limited mobility. I am impressed by the cleanliness of this large place, plus the interesting art work." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne S. CA $1,898 CA $3,274 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kingston-Hotels-Church-Des-Artistes-A-Hudson-Valley-Retreat.h39996972.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=2025-11-18&endDate=2025-11-19®ionId=176573&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "Very nice , clean room" [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "This hotel was clean, quiet and well run. The breakfast menu was among the best I've had at any similar hotel. Staff were pleasant and friendly. " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "Comfortable and clean ,staff is friendly, recommend the hotel " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "GOOD STAY" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Super 8 by Wyndham Kingston](//images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "Young man at front desk was very helpful." [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Woodstock? > A trip to the historical places in Woodstock is probably on top of your sightseeing itinerary. During your visit, why not check out the art scene and forests? ### How many historically relevant hotels will I find in Woodstock? > In Woodstock, you'll find 125 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical places and other sights in Woodstock? > Woodstock is notable for landmarks like Overlook Mountain Trailhead. Cultural venues include Colony and SweetHeart Gallery. Additionally, in the area you'll find Hunter Mountain and Catskill Mountains. ### What is a historic hotel like in Woodstock? > By booking a historic hotel, guests can spend a night or two in a place that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of historic hotels in Woodstock, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community. ### Do historic hotels in Woodstock have modern facilities? > Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in any hotel will also be available in a historic hotel. When you book a historic hotel in Woodstock, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Tennis-Courts.0-0-d603260-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Ski Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Ski-Hotel.0-0-d603260-tSkiHotel.Travel-Guide-Filter-Hotels) - 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