Title: Book the Best Long Island WINERY Hotels in 2026 | Expedia.ca [Long Island Travel Guide](https://expedia.ca/Long-Island.dx602887)[Hotels in Long Island](https://expedia.ca/Long-Island-Hotels.d602887.Travel-Guide-Hotels)[Vacation Rentals in Long Island](https://expedia.ca/Long-Island-Vacation-Rentals.d602887.Travel-Guide-VacationRentals)[Flights to Long Island](https://expedia.ca/Cheap-Flights-To-Long-Island.d602887.Travel-Guide-Flights)[Things to do in Long Island](https://expedia.ca/Things-To-Do-In-Long-Island.d602887.Travel-Guide-Activities)[Long Island Car Rentals](https://expedia.ca/Car-Rentals-In-Long-Island.d602887.Car-Rental-Guide)[Long Island Vacation Packages](https://expedia.ca/Long-Island.d602887.Destination-Travel-Guides) ![Montauk Point Lighthouse featuring rocky coastline, a lighthouse and a sandy beach](https://images.trvl-media.com/place/6064479/36ae2cec-daf3-4d12-9fab-31e211bc5eb0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6064479/36ae2cec-daf3-4d12-9fab-31e211bc5eb0.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 Long Island Winery Hotels Tonight [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=602887&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=602887&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=602887&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=602887&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Long Island hotels with winery ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/58cf2f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/c64a999b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/17f5f185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hauppauge-Long Island [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) Hauppauge 8.2/10 Very good (1,349 reviews) "Very nice room and very friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aiden CA $138 CA $157 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Indoor pool, open 5:30 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/411d7754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/b6b0acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/78ed0ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/704d815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Long Island-Brookhaven [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) Farmingville 8.8/10 Excellent (1,306 reviews) "Everything was clean and staff were pleasant" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $144 CA $165 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/8a009742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Corner](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/e6e76499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/3c5d729e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/0420e809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Melville [](https://www.expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) Plainview 8.8/10 Excellent (1,001 reviews) "Front desk staff did great and the room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitadru CA $200 CA $229 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/b432d22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) Southampton 9.6/10 Exceptional (433 reviews) "Adorable room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $158 CA $182 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929014/c55fa87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929014/9e3e6e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929014/6bf1fb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929014/w3837h2872x3y3-0a0f5488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Brooklyn New York [](https://www.expedia.ca/New-York-Hotels-Hilton-Brooklyn-New-York.h14929014.Hotel-Information) Brooklyn 8.6/10 Excellent (1,000 reviews) "Great location, clean rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla CA $175 CA $260 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/New-York-Hotels-Hilton-Brooklyn-New-York.h14929014.Hotel-Information) ![Breakfast, dinner, brunch served; Mexican cuisine ](https://images.trvl-media.com/lodging/79000000/78580000/78573800/78573792/7f9f46c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Your Majesty) | Living area](https://images.trvl-media.com/lodging/79000000/78580000/78573800/78573792/a3285c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Your Majesty) | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78580000/78573800/78573792/6fbd0b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78573800/78573792/42ca5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penny Williamsburg [](https://www.expedia.ca/New-York-Hotels-Penny-Williamsburg.h78573792.Hotel-Information) Brooklyn 9.6/10 Exceptional (1,083 reviews) "Nice hotel, great location." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen CA $173 CA $250 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/New-York-Hotels-Penny-Williamsburg.h78573792.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/5688a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/6037fc82.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 (582 reviews) "Lovely hotel, very clean and friendly! Definitely going back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hollie CA $280 CA $320 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) Greenport 9.8/10 Exceptional (144 reviews) "Everything was excellent, best hotel on the north fork. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/4b56ee46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/6e920f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/3d2ff778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/0638d771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 112 Motel [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.Hotel-Information) Medford 8.2/10 Very good (114 reviews) "Perfect little motel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $156 CA $178 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/3c62ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/b505ecbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/0e3ac567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/11029a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean Bay House [](https://www.expedia.ca/Bay-Shore-Hotels-The-Ocean-Bay-House.h27345175.Hotel-Information) Bay Shore 10/10 Exceptional (114 reviews) "What a gem! Great location to Fire Island and restaurants- lovely walk and neighborhood. Going to return next year!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $484 CA $553 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Bay-Shore-Hotels-The-Ocean-Bay-House.h27345175.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=2026-02-18&endDate=2026-02-19®ionId=602887&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Long Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Bohemia ](https://www.expedia.ca/Bohemia-Hotels-Beach-Hotel.0-0-d6049497-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Bohemia ](https://www.expedia.ca/Bohemia-Hotels-Boutique-Hotel.0-0-d6049497-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bohemia ](https://www.expedia.ca/Bohemia-Hotels-Cheap-Hotels.0-0-d6049497-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bohemia ](https://www.expedia.ca/Bohemia-Hotels-Couples-Resorts-Hotels.0-0-d6049497-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Bohemia ](https://www.expedia.ca/Bohemia-Hotels-Shopping-Hotel.0-0-d6049497-tShoppingHotel.Travel-Guide-Filter-Hotels) - 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