Title: Book the Best ROMANTIC Hotels in Roundout, Kingston from CA $162 - 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Roundout, Kingston from CA $162 ![](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 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-14&endDate=2025-10-15&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-15&endDate=2025-10-16&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=908655810427924480&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Roundout Romantic Hotels ![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/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Motel Style Room with 2 Queen Beds - Pet Friendly](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/af6d3144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms Hotel Rhinebeck 8.2/10 Very good (750) "Fantastic stay, clean, hugh room with fireplace, can walk throughout the town. Great breakfast!!" CA $164 CA $186 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/6bdd1abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/61bfd00a.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) ### Holiday Inn Express Poughkeepsie by IHG Poughkeepsie 8.6/10 Excellent (1010) "Friendly staff and excellent breakfast. " CA $139 CA $162 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![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) ![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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/875b6b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Poughkeepsie Convention Center Downtown Poughkeepsie 8.4/10 Very good (1016) "Over all it is a nice hotel to stay." CA $154 CA $181 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.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) ![Building design](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/0c2214a3.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) ### Hotel Kinsley Kingston Stockade District 9.0/10 Wonderful (316) "Really clean, quaint, pleasant hotel!" CA $309 CA $402 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.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) ![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) ![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) ### Stonehill's Farmhouse Accord 9.8/10 Exceptional (38) "Kelsey gave us a warm welcome, and our room was lovely. The location is so peaceful. We hope to be back soon!" CA $210 CA $306 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Poughkeepsie-Hotels-Stonehills-Farmhouse.h37829454.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) ![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) ![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) ![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 Saugerties 9.4/10 Exceptional (330) "Wonderful place for calm and relaxation!" CA $369 CA $448 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.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) ![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) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b47258f9.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 (53) "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." CA $1,494 CA $1,733 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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/f7468df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mirbeau Inn & Spa Rhinebeck 9.6/10 Exceptional (302) "Always an incredible time here. " CA $658 CA $796 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.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) ![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 Woodstock 8.4/10 Very good (155) "Great owner. Friendly, quaint and ver" CA $321 CA $360 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.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) ![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) ![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) ### Hasbrouck House Stone Ridge 9.0/10 Wonderful (49) "Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby... CA $545 CA $611 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Stone-Ridge-Hotels-Hasbrouck-House.h89666885.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=2025-10-28&endDate=2025-10-29®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 "We enjoyed our 1 night stay st Minnewaska Lodge. The front desk manager, Kristen, was extremely helpful and pleasant. Nice breakfast buffet." [](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. You might consider a stop at Hudson River Maritime Museum or Trolley Museum of New York while you're out and about. ## 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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[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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