Title: Book the Best ROMANTIC Hotels in Woodstock, NY from CA $161 - Woodstock Romantic Getaways | 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 # Find Romantic Hotels in Woodstock, NY from CA $161 - ![](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 Romantic Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Woodstock romantic hotels ![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) ![Double Room, Private Bathroom, Garden View (white room)](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/7fb1dce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/ff946ca4.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 8.4/10 Very good (155) "Beautiful historic home. We had a nice stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $260 CA $291 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/6fe4c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/98243311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/cd08754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) woodstock 9.0/10 Wonderful (46) "I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon F. CA $248 CA $419 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/dcb8c5b7.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) ![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) ![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 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information) Woodstock 10/10 Exceptional (6) "We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Strati P. CA $839 CA $1,425 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Chalet | Private kitchen](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/59b3ee8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/e3c9ac24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/2fc1a4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hunter Lodge, a Bluebird by Lark [](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) Hunter 9.2/10 Wonderful (825) "Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russel CA $206 CA $253 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/da41475a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/8bf1ed7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms and Delamater Inn [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) Rhinebeck Village 8.4/10 Very good (807) "I’ve stayed at the Beckman Arms many times, in all of the various parts (motel, Delamater House, etc) and have never been disappointed. The location is exceptional, the rooms are cozy and clean, and parking is great. I highly recommend it if you’re staying in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armand CA $143 CA $161 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Penthouse, 1 King Bed, Bathtub, Mountain View](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a04d5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7b46ec1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Cabin](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7a9e3855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) Big Indian 9.2/10 Wonderful (188) " Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stuart CA $178 CA $199 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.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) ![Shared fridge, microwave](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/90960292.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) ![Double Bedroom Suite](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/fb2da365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nest Hudson [](https://www.expedia.ca/Hudson-Hotels-The-Nest-Hudson.h33696708.Hotel-Information) Hudson 9.6/10 Exceptional (210) "What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kseniya [](https://www.expedia.ca/Hudson-Hotels-The-Nest-Hudson.h33696708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/4a781955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/8d56ff20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/f7468df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mirbeau Inn & Spa [](https://www.expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) Rhinebeck Village 9.6/10 Exceptional (308) "The inn was lovely with attentive staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $591 CA $720 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/367b2752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/5e48b31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/69c42c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/0c2214a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Kinsley [](https://www.expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) Stockade District 9.0/10 Wonderful (330) "Room was great and staff very friendly" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Byron CA $303 CA $394 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) ![Deluxe Room, 1 King Bed, Balcony](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/64adc8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/1923ad8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/7da9e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/73438520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Diamond Mills Resort [](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information) Saugerties 9.4/10 Exceptional (346) "Amazing view from the room. We had a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam CA $338 CA $413 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.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=2026-01-01&endDate=2026-01-02®ionId=176573&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Staff was extremely helpful and friendly The room was very clean as well as the rest of the hotel" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Woodstock? ### When is the best time of year for a romantic getaway to Woodstock? ### What is there to do in Woodstock? ### What's the best way to get to Woodstock and around town during my romantic getaway? ## 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) - 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