Title: Book the Best ROMANTIC Hotels in Round Top, NY from CA $172 - Round Top Romantic Getaways | Expedia.ca [Hotels in Round Top](https://expedia.ca/Round-Top-Hotels.d153475.Travel-Guide-Hotels)[Vacation Rentals in Round Top](https://expedia.ca/Round-Top-Vacation-Rentals.d153475.Travel-Guide-VacationRentals)[Round Top Car Rentals](https://expedia.ca/Car-Rentals-In-Round-Top.d153475.Car-Rental-Guide)[Round Top Vacation Packages](https://expedia.ca/Round-Top.d153475.Destination-Travel-Guides) ![Sunset Over the Catskill Mountains](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.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 Round Top Romantic Hotels Tonight [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Round Top romantic hotels ![Dinner served](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/02250b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/5d23e425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/77d71c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Hunter Lodge, a Bluebird by Lark [](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) Hunter 9.2/10 Wonderful (859 reviews) "Great location, very nice common rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin John CA $196 CA $241 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Deluxe Room, 1 King Bed, Ensuite (2nd Floor)](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/b5703a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch flat-screen TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/523420f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/83c74984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Changing Times Boutique Country Lodging [](https://www.expedia.ca/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) Craryville 10/10 Exceptional (109 reviews) "Great experience, looking forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg CA $191 CA $214 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) ![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) ![Balcony](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/2340c9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/310389c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Bedroom Suite](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/412d757a.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 (218 reviews) "Great stay! Great location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amanda CA $148 CA $172 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Hudson-Hotels-The-Nest-Hudson.h33696708.Hotel-Information) ![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) ![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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/12b1bf34.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 (356 reviews) "Beautiful hotel, staff was very friendly. Great view from the little balcony, only downside is they arent very private. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) steven CA $367 CA $445 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/87bd4bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/91a05c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/73cda0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/2a189477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Streamside Cottage Half Mile to Town of Woodstock [](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information) Woodstock 10/10 Exceptional (267 reviews) "Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $272 CA $530 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.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) ![Miscellaneous](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/ed99e487.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) ### 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 (156 reviews) "Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $271 CA $304 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/82fe8688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 reviews) "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 $246 CA $426 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/6a211d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/a7de5b45.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 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) Windham 9.0/10 Wonderful (56 reviews) "Nice place and great little town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PAUL V. CA $184 CA $309 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/fe1d7007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/e7dd0555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/2fee753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/e81ffc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New House w gated backyard that is located right at the Saugerties Village [](https://www.expedia.ca/Saugerties-Hotels-Brand-New-House-W-Gated-Backyard-That-Is-Located-Right-At-The-Saugerties-Village.h69540561.Hotel-Information) Saugerties 10/10 Exceptional (39 reviews) "Cute house in a great location. Thanks for the stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole S. CA $233 CA $554 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Saugerties-Hotels-Brand-New-House-W-Gated-Backyard-That-Is-Located-Right-At-The-Saugerties-Village.h69540561.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/06763b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/bcc751e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/ce5990b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Japanese Futon](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/738c735e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) Windham 8.6/10 Excellent (347 reviews) "convenient nice and clean residence with kitchen and market nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jatin CA $271 CA $293 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.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=2026-02-19&endDate=2026-02-20®ionId=153475&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Round Top Hotel Reviews ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Excellent room and shower" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Everything about cleanliness and comfort was very good. Was there during three days with the recent storm. Food was quite an issue. Was looking for complimentary breakfast. Wheee do young driving looking for food if there is a state of emergency and roads are dangerous?!" [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "I loved everything! Great and clean room, great breakfast, very nice staffs. :)" [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Round Top? ### When is the best time of year for a romantic getaway to Round Top? ### What is there to do in Round Top? ### What's the best way to get to Round Top and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Haines Falls ](https://www.expedia.ca/5Star-Haines-Falls-Hotels.s50-0-d183680.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Tannersville ](https://www.expedia.ca/5Star-Tannersville-Hotels.s50-0-d183725.Travel-Guide-Filter-Hotels) - [Farmstay in Acra ](https://www.expedia.ca/Acra-Agritourism.d183633-aaAgritourism.Travel-Guide-Accommodation) - [Acra Hotels ](https://www.expedia.ca/Acra-Hotels.d183633.Travel-Guide-Hotels) - [Business Hotels in Albany ](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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