Title: Book the Best ROMANTIC Hotels in Olivebridge, NY from CA $176 - Olivebridge Romantic Getaways | Expedia.ca [Hotels in Olivebridge](https://expedia.ca/Olivebridge-Hotels.d3000449319.Travel-Guide-Hotels)[Vacation Rentals in Olivebridge](https://expedia.ca/Olivebridge-Vacation-Rentals.d3000449319.Travel-Guide-VacationRentals)[Olivebridge Car Rentals](https://expedia.ca/Car-Rentals-In-Olivebridge.d3000449319.Car-Rental-Guide)[Olivebridge Vacation Packages](https://expedia.ca/Olivebridge.d3000449319.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 Olivebridge, NY from CA $176 ![](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 Olivebridge Romantic Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Olivebridge Romantic Hotels ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/1ee74f16.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) ![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) ### Hunter Lodge, a Bluebird by Lark Hunter 9.2/10 Wonderful (784) "Amazing place for a quality weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $139 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ![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 (755) "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 $155 CA $176 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/38000000/37830000/37829500/37829454/85b9c523.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) ![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 (40) "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 21 - Oct 22 [](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) ![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 (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 $1,560 CA $1,808 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.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) ![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) ### Hotel Kinsley Kingston Stockade District 9.0/10 Wonderful (319) "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 18 - Nov 19 [](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) ![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) ![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 (332) "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) ![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/38000000/37240000/37231000/37230930/64691c6f.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) ![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) ### 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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/cc224003.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... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gillian CA $526 CA $590 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) ![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) ![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) ### 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/d7b18a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077116/0f50732e.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 $287 CA $680 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lanesville-Hotels-Catskill-Kaaterskill-Cabin-Hot-Tub-FirePit-Sauna.h72077116.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=2025-11-03&endDate=2025-11-04®ionId=3000449319&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Olivebridge 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 Olivebridge? > If you and your partner need a romantic vacation, we've got just the ticket. If you want to explore the area, you might head to Catskill Mountains, Esopus Creek, or Catskill State Park. If you'd like to stay close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Olivebridge? > If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Olivebridge: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Olivebridge are January, February, March, and April, with each month seeing an average of 6 inches of snowfall. ### What is there to do in Olivebridge? > There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Olivebridge has to offer. You might consider a visit to Catskill Mountains, Esopus Creek, or Catskill State Park. ### What's the best way to get to Olivebridge and around town during my romantic getaway? > These transportation options in Olivebridge might help your romantic trip go off without a hitch: To get to Olivebridge, book a flight to Stewart Intl. Airport (SWF), which is the closest major airport, located 30.3 mi (48.8 km) from the city center. 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