Title: Book the Best ROMANTIC Hotels in Roundout, Kingston from CA $163 - Roundout Romantic Getaways | Expedia.ca [Roundout Travel Guide](https://expedia.ca/Kingston-Roundout.dx908655810427924480)[Vacation Rentals in Kingston](https://expedia.ca/Kingston-Vacation-Rentals.d6056321.Travel-Guide-VacationRentals)[Flights to Kingston](https://expedia.ca/Cheap-Flights-To-Kingston.d6056321.Travel-Guide-Flights)[Things to do in Kingston](https://expedia.ca/Things-To-Do-In-Kingston.d6056321.Travel-Guide-Activities)[Roundout Car Rentals](https://expedia.ca/Car-Rentals-In-Roundout.d908655810427924480.Car-Rental-Guide)[Roundout Vacations](https://expedia.ca/Roundout.d908655810427924480.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/romantic.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Roundout, Kingston from CA $163 ![](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 Roundout Romantic Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Roundout Romantic Hotels ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/025b23c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Mountain View | Living area](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/78e69393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/941154e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Poughkeepsie Convention Center Downtown Poughkeepsie 8.4/10 Very good (1001) "Over all it is a nice hotel to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Moffarah CA $154 CA $180 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.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) ![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) ![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/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms Hotel Rhinebeck 8.2/10 Very good (756) "Fantastic stay, clean, hugh room with fireplace, can walk throughout the town. Great breakfast!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $187 CA $212 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/6b3ae78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/6bdd1abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/c4e21282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Poughkeepsie by IHG Poughkeepsie 8.6/10 Excellent (1003) "Hotel was clean, breakfast was hot and delicious and the staff was very friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $140 CA $163 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/f5481020.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 Kingston Stockade District 9.0/10 Wonderful (320) "Excellent location, room, & staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $309 CA $402 total includes taxes & fees Nov 20 - Nov 21 [](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) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/4c471df7.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) ### Diamond Mills Resort Saugerties 9.4/10 Exceptional (333) "Wonderful place for calm and relaxation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hadassah CA $368 CA $448 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/38000000/37830000/37829500/37829454/50a36232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37830000/37829500/37829454/71708036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room No. 2 | View from room](https://images.trvl-media.com/lodging/38000000/37830000/37829500/37829454/52feac0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds | Living area](https://images.trvl-media.com/lodging/38000000/37830000/37829500/37829454/b9e986ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stonehill's Farmhouse Accord 9.8/10 Exceptional (41) "Very cute, clean, friendly and well priced country motel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katya CA $210 CA $306 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-Stonehills-Farmhouse.h37829454.Hotel-Information) ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d.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/80000000/79880000/79873100/79873064/6a5d9805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/1f8bc8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection Gardiner 9.4/10 Exceptional (54) "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $1,612 CA $1,867 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.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) ![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/38000000/37240000/37231000/37230930/64691c6f.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) ### Mirbeau Inn & Spa Rhinebeck 9.6/10 Exceptional (302) "The inn was lovely with attentive staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $658 CA $795 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/e87d8720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![STABLE HOUSE GARDEN SUITE - ROOM 15 | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/63f6b42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/0f40d11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![HERITAGE SUITE - ROOM 1](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/21725ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hasbrouck House Stone Ridge 9.0/10 Wonderful (49) "All around beautiful property and a wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mara CA $538 CA $603 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Stone-Ridge-Hotels-Hasbrouck-House.h89666885.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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.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 woodstock 9.2/10 Wonderful (44) "This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $252 CA $435 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.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=2025-11-05&endDate=2025-11-06®ionId=908655810427924480&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Roundout Hotel Reviews ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Beautiful room, lobby, dining/sitting area and grounds" [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Roundout? > If you and your partner need some romantic time away, we'd like to help you plan for it. If you want to explore the area, you might head to Hudson River Maritime Museum or Trolley Museum of New York. If you'd like to stay close to a particular destination, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list. ### What is there to do in Roundout? > There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Roundout has to offer. 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[Oceanfront Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Oceanfront-Hotels.0-n6203474-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Romantic-Hotel.0-n6203474-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Spa-Hotel.0-n6203474-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Wedding-Hotels.0-n6203474-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Winery-Hotel.0-n6203474-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Kingston](https://www.expedia.ca/Kingston-Hotels-Adults-Only-Resorts.0-0-d6056321-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Kingston](https://www.expedia.ca/Kingston-Hotels-Beach-Hotel.0-0-d6056321-tBeachHotel.Travel-Guide-Filter-Hotels) - 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