Title: Book the Best Port Jefferson WINERY Hotels in 2025 | Expedia.ca [Hotels in Port Jefferson](https://expedia.ca/Port-Jefferson-Hotels.d147546.Travel-Guide-Hotels)[Vacation Rentals in Port Jefferson](https://expedia.ca/Port-Jefferson-Vacation-Rentals.d147546.Travel-Guide-VacationRentals)[Flights to Port Jefferson](https://expedia.ca/Cheap-Flights-To-Port-Jefferson.d147546.Travel-Guide-Flights)[Things to do in Port Jefferson](https://expedia.ca/Things-To-Do-In-Port-Jefferson.d147546.Travel-Guide-Activities)[Port Jefferson Car Rentals](https://expedia.ca/Car-Rentals-In-Port-Jefferson.d147546.Car-Rental-Guide)[Port Jefferson Vacation Packages](https://expedia.ca/Port-Jefferson.d147546.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/9147caacd5dd7b7aa590bc457a461179.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Port Jefferson, NY from CA $174 - ![](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 Port Jefferson Winery Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=147546&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=147546&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=147546&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=147546&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Port Jefferson 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/b6b0acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/5b8834c5.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) ### Hampton Inn Long Island-Brookhaven Farmingville 8.8/10 Excellent (1232) "Hotel is very nice, clean, staff is polite, it is in a great location near a shopping center and highway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $153 CA $174 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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/ea0299a3.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) ![Standard Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/9e1dd9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hauppauge-Long Island Hauppauge 8.2/10 Very good (1196) "Great value with friendly staff and premium rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tete CA $173 CA $198 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.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) ![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) ![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 (111) "Very Clean Motel!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBIN CA $162 CA $186 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Medford-Hotels-112-Motel.h10013342.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/632888f7.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/e28c0449.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) "Eddie was a great host, we loved the area and will definitely keep him in mind when we plan on returning." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faraz S. CA $252 CA $875 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) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/w861h683x79y0-64fc4778.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) "We were looking for a property close to my in-laws where we could bring our 2 pups and we found this wonderful home. The cottage is much bigger than expected and beautifully furnished and well-equipped. Full size washer and dryer with newer appliances and a fenced in yard for the dogs. AC also worked very nicely during a very warm week. Plenty of towels, sheets, and roll away bed made our stay perfect. Definitely would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin M. CA $225 CA $477 total includes taxes & fees Nov 6 - Nov 7 [](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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/511edcd7.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) ### The Jahmtons Guest Room Ridge 8.6/10 Excellent (31) "Host was friendly and upbeat. Room and bathroom very clean, comfortable bed and great snacks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH S. CA $190 CA $294 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.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) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/8998dd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/28000000/27350000/27345200/27345175/31a50da1.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) ### 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 $499 CA $570 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Bay-Shore-Hotels-The-Ocean-Bay-House.h27345175.Hotel-Information) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/54ca4998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/440daffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/852b377d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/30cad07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026 Center Moriches 10/10 Exceptional (105) "2 friends and I rented John's place for a mini reunion. It was perfect for us. Very clean, very cutely decorated, loved the access to the bay, and sitting on the swings overlooking the bay. Geat deck to eat and relax. Though we didn't meet our host, he answered all of our communications in a timely fashion." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth E. CA $597 CA $1,102 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Center-Moriches-Hotels-East-End-Retreat-Water-Front-Available-For-The-US-Open-Shinnecock-Hills-2026.h32624793.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5a99aefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5d4f757e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG Riverhead 8.6/10 Excellent (1001) "It was a nice hotel and it was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaquan CA $167 CA $191 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/aa8c6c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/37855d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/b8f9747f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Stony Brook by IHG Centereach 8.8/10 Excellent (1000) "Clean room, good breakfast, quiet, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $200 CA $228 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.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=2025-11-19&endDate=2025-11-20®ionId=147546&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Port Jefferson 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 "Front desk was polite and efficient. Check in was flawless." [](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 "Clean and efficient. Loved the hot tea options and yogurt and fruit. Would have liked more fruit and yogurt options" [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Danfords Hotel and Marina](//images.trvl-media.com/lodging/1000000/40000/35600/35577/ea5f5685_y.jpg) ### Danfords Hotel and Marina 10/10 Excellent "Thank you " [](https://expedia.ca/Port-Jefferson-Hotels-Danfords-Hotel-And-Marina.h35577.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Port Jefferson cost? > Enjoy staying in a winery hotel in Port Jefferson, with plenty of hotels from CA $174 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays. ### Which area of Port Jefferson is best to stay in for vineyards and wineries? > The North Shore of Long Island, particularly around Port Jefferson, is an exceptional area for travellers keen on exploring vineyards and wineries. This picturesque region is home to several acclaimed vineyards, each offering delightful tastings and tours that showcase the local wine production. The scenic landscapes, featuring rolling hills and expansive vineyards, create a great backdrop for a day of indulgence and relaxation. > > > > For couples looking to enjoy a romantic escape, the nearby Wine Country in Mattituck and Cutchogue is a charming option. Here, you can wander through vineyards hand-in-hand, sample exquisite wines, and savour gourmet meals at vineyard restaurants. The intimate atmospheres of these wineries are ideal for creating lasting memories over a glass of locally produced wine. > > > > Families will appreciate the family-friendly wineries scattered throughout the area, many of which provide activities for children while adults sample fine wines. Outdoor spaces for picnics and fun events like grape stomping during harvest season make for a delightful day out. > > > > Beyond the wineries, Port Jefferson itself offers quaint shops, waterfront dining, and stunning views of the Long Island Sound, ensuring that there's something for everyone to enjoy. ### What winery activities should we do in Port Jefferson? > Port Jefferson, New York, is a delightful destination for wine enthusiasts eager to explore the rich viticulture of Long Island. This charming village not only boasts scenic waterfront views but also serves as a gateway to numerous local wineries and vineyards, each offering unique tasting experiences. Just a short drive away, the North Fork of Long Island features acclaimed wineries like Bedell Cellars and Macari Vineyards, where you can enjoy guided tastings amid picturesque landscapes. > > > > For couples seeking a romantic day out, consider booking a wine tour that includes transportation to several wineries. Many local companies offer packages that allow you to sip award-winning wines while taking in the stunning views of the vineyards. Imagine strolling hand-in-hand through sun-drenched rows of grapes, followed by a leisurely picnic featuring local cheeses and charcuterie. > > > > Families can also enjoy winery activities in Port Jefferson. Some vineyards offer family-friendly events, including grape stomping during harvest season and educational tours that engage younger visitors. Many wineries have spacious grounds where kids can play, allowing parents to relax and savour their tastings without worry. > > > > Food lovers will appreciate the opportunity to pair exquisite wines with artisanal meals at some of the region's acclaimed restaurants. Many wineries host food and wine pairing events, showcasing local produce and chef-inspired dishes that elevate your tasting experience. ### How can I save on a winery hotel in Port Jefferson with Expedia? > Members always get our best prices. Find our best Port Jefferson hotel deals by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're signed in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Is it cheaper to book flights and a winery hotel in Port Jefferson as a package deal? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my winery hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Port Jefferson for you. ## 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) - [Business Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Business-Hotel.0-0-d177851-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Honeymoon-Hotels.0-0-d177851-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Hotels-With-Waterslides.0-0-d177851-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Ski Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Ski-Hotel.0-0-d177851-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Waterpark-Hotels.0-0-d177851-tWaterparkHotels.Travel-Guide-Filter-Hotels) - 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[Romantic Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Romantic-Hotel.0-n553248633938969338-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Ski-Hotel.0-n553248633938969338-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Spa-Hotel.0-n553248633938969338-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Waterpark-Hotels.0-n553248633938969338-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Wedding-Hotels.0-n553248633938969338-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Winery-Hotel.0-n553248633938969338-0-tWineryHotel.Travel-Guide-Filter-Hotels) - 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