Title: Book the Best Culloden Shores WINERY Hotels in 2026 | Expedia.ca [Culloden Shores Travel Guide](https://expedia.ca/Montauk-Culloden-Shores.dx553248635976472450)[Vacation Rentals in Montauk](https://expedia.ca/Montauk-Vacation-Rentals.d10637.Travel-Guide-VacationRentals)[Flights to Montauk](https://expedia.ca/Cheap-Flights-To-Montauk.d10637.Travel-Guide-Flights)[Things to do in Montauk](https://expedia.ca/Things-To-Do-In-Montauk.d10637.Travel-Guide-Activities)[Culloden Shores Car Rentals](https://expedia.ca/Car-Rentals-In-Culloden-Shores.d553248635976472450.Car-Rental-Guide)[Culloden Shores Vacations](https://expedia.ca/Culloden-Shores.d553248635976472450.Destination-Travel-Guides) ![Montauk_MarineBasin_553248621561662105-3](https://images.trvl-media.com/place/553248621561662105/dfd8d3ec-9fa4-4e8b-89b9-e2844dd65eef.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Culloden Shores, NY from CA $338 - ![](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 Culloden Shores Winery Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976472450&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976472450&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976472450&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976472450&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Culloden Shores hotels with winery ![Pillowtop beds, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/dd52a5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/90fd470a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/a2f7080b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/2af61719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandy Shore Motel [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) Westerly 8.2/10 Very good (521) "Booking was easy, early check in was great, staff was amazing. Very friendly. Love that we could see sunrise over the ocean from our room. Easy access to beach. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/db237a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Inn [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) Sag Harbor 9.4/10 Exceptional (576) "Very clean, helpful staff and convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon CA $296 CA $338 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/1f4433ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/c6fa26de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Roundtree, Amagansett [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) Amagansett North 10/10 Exceptional (91) "Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) adam CA $818 CA $981 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.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=553248635976472450&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Culloden Shores Hotel Reviews ![Sandy Shore Motel](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/dd52a5e2_y.jpg) ### Sandy Shore Motel 10/10 Excellent "Booking was easy, early check in was great, staff was amazing. Very friendly. Love that we could see sunrise over the ocean from our room. Easy access to beach. Highly recommend. " [](https://expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) ![Point 1 Motel](https://images.trvl-media.com/lodging/12000000/11670000/11662700/11662696/220e5aaf_y.jpg) ### Point 1 Motel 10/10 Excellent "Extremely safe parking" [](https://expedia.ca/Westerly-Hotels-Point-1-Motel.h11662696.Hotel-Information) ![Pleasant View Inn](https://images.trvl-media.com/lodging/8000000/7250000/7244200/7244139/f10c3c8d_y.jpg) ### Pleasant View Inn 10/10 Excellent "Great location. Easy check-in & out. The room was great. The restaurant and bar were delicious, and the staff were incredibly nice." 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