Title: Book the Best Smithtown WINERY Hotels in 2025 | Expedia.ca [Hotels in Smithtown](https://expedia.ca/Smithtown-Hotels.d6921.Travel-Guide-Hotels)[Vacation Rentals in Smithtown](https://expedia.ca/Smithtown-Vacation-Rentals.d6921.Travel-Guide-VacationRentals)[Smithtown Car Rentals](https://expedia.ca/Car-Rentals-In-Smithtown.d6921.Car-Rental-Guide)[Smithtown Vacation Packages](https://expedia.ca/Smithtown.d6921.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e4a5f8315773fe93bf16170deb582954.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Doug Kerr # Find Winery Hotels in Smithtown, NY from CA $180 ![](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 Smithtown Winery Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6921&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Smithtown Winery Hotels ![Gazebo](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5.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/e2142821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/db4b45e8.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) ### Hampton Inn Long Island-Brookhaven Farmingville 8.8/10 Excellent (1227) "Polite and helpful staff. Clean room and breakfast area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $158 CA $180 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb.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) ![Reception](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/3d02e66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/ea0299a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hauppauge-Long Island Hauppauge 8.2/10 Very good (1186) "Nice room,good amenities, accessible location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian CA $161 CA $184 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/224a4ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/8b6fc0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/632888f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/5da06989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Story Beach Waterview, 3 KING bed, golf putting green! Shirley 10/10 Exceptional (21) "The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Red F. CA $259 CA $881 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/61586662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/ee137ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/187023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/w1024h658x0y12-3d4829b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Cottage #2 Miller Place 9.0/10 Wonderful (14) "Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $223 CA $473 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Miller-Place-Hotels-Cozy-Country-Cottage-2.h92791435.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/4f2bbed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/32ee21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/31f0984d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/4a0de356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jahmtons Guest Room Ridge 8.6/10 Excellent (31) "Very cozy room and nice people who owned the house. We only met Wayne but he was very cordial and kind. The dogs were wonderful as well :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $188 CA $287 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/7388a8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/11000000/10020000/10013400/10013342/d02f7f50.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) ![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) ### 112 Motel Medford 8.4/10 Very good (110) "The room was very clean! Staff were pleasant and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $164 CA $188 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102760000/102756500/102756499/0b17132c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, eco-friendly toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/103000000/102760000/102756500/102756499/f52c2170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102760000/102756500/102756499/f9b45909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102760000/102756500/102756499/7fd4f6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC East Meadow 10/10 Exceptional (11) "The property was excellent, and well described. Excellent communication with host. Would love to stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karl D. CA $155 CA $240 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/East-Meadow-Hotels-Zen-Oasis-Pvt-EntryBedroomBath-By-NUMC.h102756499.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/0420e809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/0802122b.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) ### Hilton Garden Inn Melville Plainview 8.8/10 Excellent (1001) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joann CA $214 CA $244 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) ![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/346e3932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/7b672dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Cottage - Cold Spring Harbor Water Views Cold Spring Harbor 10/10 Exceptional (70) "Location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda J P. CA $240 CA $598 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/43031be4.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/a3215698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/8998dd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean Bay House Bay Shore 10/10 Exceptional (114) "the house is beautiful. the property is well maintained, and right by the water. it is a nice area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALAN CA $495 CA $566 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-13&endDate=2025-11-14®ionId=6921&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Smithtown Hotel Reviews ![La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport](//images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/912656f3_y.jpg) ### La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport 10/10 Excellent "Great " [](https://expedia.ca/Bohemia-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Islip-MacArthur-Airport.h1487110.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](//images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "Good place " [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Beach-Hotel.0-0-d177851-tBeachHotel.Travel-Guide-Filter-Hotels) - 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