Title: Book the Best Southold WINERY Hotels in 2025 | Expedia.ca [Hotels in Southold](https://expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)[Vacation Rentals in Southold](https://expedia.ca/Southold-Vacation-Rentals.d183719.Travel-Guide-VacationRentals)[Flights to Southold](https://expedia.ca/Cheap-Flights-To-Southold.d183719.Travel-Guide-Flights)[Southold Car Rentals](https://expedia.ca/Car-Rentals-In-Southold.d183719.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.ca/Southold.d183719.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2af9844708ff5148df98a90729e7edaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southold, NY from CA $201 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southold Winery Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southold Winery Hotels ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/ae2cccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton's Vacation Inn Hampton Bays 9.0/10 Wonderful (317) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." CA $176 CA $201 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/a7102e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c3d8e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c7d19019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenporter Hotel Greenport 9.2/10 Wonderful (259) "Staff was amazing and this hotel is in the perfect location " CA $184 CA $211 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.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) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/c930d525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/780134b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/8f5285b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows Greenport 9.8/10 Exceptional (132) "Beautiful beach all was great, loved breakfast At on site diner Nookies!" CA $364 CA $416 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/a12114d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/30fcbecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/52e5aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully farmhouse Southold 10/10 Exceptional (3) "good experience" CA $837 CA $1,629 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.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) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.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) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (347) "Return visitor. Great stay." CA $223 CA $255 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/d12dc016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/47245b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/3bfd9d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/613daeae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Niantic Inn Niantic 9.0/10 Wonderful (110) "Nice place and town " CA $189 CA $218 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/5a24caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/f1ad96fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/3da43463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/7abafcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New and Modern Bridgehampton Accommodations Bridgehampton 9.6/10 Exceptional (14) "Had a great stay here with a small group. Host was very accommodating and responsive. " CA $245 CA $611 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/3fa39065.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) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG Riverhead 8.6/10 Excellent (1001) "I enjoyed every minute of my stay .I felt safe the entire time ." CA $229 CA $261 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free cabanas](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5785cca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/eb1df3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/934899a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Resort Hampton Bays 8.8/10 Excellent (447) "Staff was fantastic, room was always clean and the area was perfect! " CA $228 CA $260 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1f2aee03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill House Inn North Main Street Historic District 9.0/10 Wonderful (70) "Great experience at a wonderful property!" CA $384 CA $482 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.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=2025-10-19&endDate=2025-10-20®ionId=183719&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southold Hotel Reviews ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful grounds, well maintained property. Our room was clean and comfortable. Definitely want to come back and extend our stay with family and friends. It’s a beautiful escape on the East Coast " [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Spark by Hilton Guilford](//images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "Wow this has been an eye opener, what a fabulous hotel . It sparked my joy " [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "All new decor . Very clean . Helpful staff" [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![Hotel Indigo East End by IHG](//images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698_y.jpg) ### Hotel Indigo East End by IHG 10/10 Excellent "Best place ever!!! Love it 💕 Food and Staff was amazing " [](https://expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ![Hyatt Place Long Island East End](//images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "This was a pleasant surprise of a stay! Very clean, central to places to eat, right on the water, and just overall a great stay." [](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![Hilton Garden Inn Riverhead](//images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Good job you didn’t good I be so proud " [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - 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) - [Winery Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Winery-Hotel.0-0-d177851-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Business-Hotel.0-n553248633938969338-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Couples-Resorts-Hotels.0-n553248633938969338-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Golf-Hotel.0-n553248633938969338-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Green-Sustainable.0-n553248633938969338-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Historic-Hotel.0-n553248633938969338-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Honeymoon-Hotels.0-n553248633938969338-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Balconies.0-n553248633938969338-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Childcare.0-n553248633938969338-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248633938969338-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Free-Breakfast.0-n553248633938969338-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Hot-Tubs.0-n553248633938969338-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Tennis-Courts.0-n553248633938969338-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Waterslides.0-n553248633938969338-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-LGBT-Friendly-Hotel.0-n553248633938969338-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Lake-Hotels.0-n553248633938969338-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Mountain-Hotels.0-n553248633938969338-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Oceanfront-Hotels.0-n553248633938969338-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Pet-Friendly-Hotel.0-n553248633938969338-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [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) - [Beach Hotel Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Beach-Hotel.0-0-d1208-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Boutique-Hotel.0-0-d1208-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Cheap-Hotels.0-0-d1208-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Golf-Hotel.0-0-d1208-tGolfHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Luxury-Hotel.0-0-d1208-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Spa-Hotel.0-0-d1208-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Greenport](https://www.expedia.ca/Greenport-Hotels-Adults-Only-Resorts.0-0-d110728-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Beach-Hotel.0-0-d110728-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Boutique-Hotel.0-0-d110728-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Cheap-Hotels.0-0-d110728-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Greenport](https://www.expedia.ca/Greenport-Hotels-Couples-Resorts-Hotels.0-0-d110728-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Lake Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Lake-Hotels.0-0-d110728-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Luxury-Hotel.0-0-d110728-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Oceanfront-Hotels.0-0-d110728-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Shopping-Hotel.0-0-d110728-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Spa-Hotel.0-0-d110728-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Waterpark-Hotels.0-0-d110728-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Beach-Hotel.0-0-d553248635975876381-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Cheap-Hotels.0-0-d553248635975876381-tCheapHotels.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Long Island](https://www.expedia.ca/Long-Island-Hotels-All-Inclusive-Hotel.0-0-d602887-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Long Island](https://www.expedia.ca/Long-Island-Hotels-Green-Sustainable.0-0-d602887-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Long Island](https://www.expedia.ca/Long-Island-Hotels-Hotels-With-Balconies.0-0-d602887-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Long Island](https://www.expedia.ca/Long-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d602887-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Long Island](https://www.expedia.ca/Long-Island-Hotels-LGBT-Friendly-Hotel.0-0-d602887-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Beach-Hotel.0-n129440-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Couples-Resorts-Hotels.0-n129440-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Golf-Hotel.0-n129440-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Green-Sustainable.0-n129440-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Honeymoon-Hotels.0-n129440-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotel-With-Wifi.0-n129440-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotels-With-A-Lazy-River.0-n129440-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotels-With-Childcare.0-n129440-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-LGBT-Friendly-Hotel.0-n129440-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Mountain-Hotels.0-n129440-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Oceanfront-Hotels.0-n129440-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Winery-Hotel.0-n129440-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Midtown East](https://www.expedia.ca/Midtown-East-New-York-Hotels-Adults-Only-Resorts.0-n6141525-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Beach Hotel Hotels in Peconic](https://www.expedia.ca/Peconic-Hotels-Beach-Hotel.0-0-d144477-tBeachHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Peconic](https://www.expedia.ca/Peconic-Hotels-Ski-Hotel.0-0-d144477-tSkiHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Purchase](https://www.expedia.ca/Purchase-Hotels-Casino-Hotel.0-0-d6172129-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Purchase](https://www.expedia.ca/Purchase-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6172129-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Spa Hotels in Purchase](https://www.expedia.ca/Purchase-Hotels-Spa-Hotel.0-0-d6172129-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Adults-Only-Resorts.0-n149004-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Shopping-Hotel.0-n149004-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Adults-Only-Resorts.0-0-d157359-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Beach-Hotel.0-0-d157359-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Boutique-Hotel.0-0-d157359-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Cheap-Hotels.0-0-d157359-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Couples-Resorts-Hotels.0-0-d157359-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Family-Hotel.0-0-d157359-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d157359-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Oceanfront-Hotels.0-0-d157359-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Shopping-Hotel.0-0-d157359-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Boutique-Hotel.0-0-d6203488-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Cheap-Hotels.0-0-d6203488-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Family-Hotel.0-0-d6203488-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in West Side](https://www.expedia.ca/West-Side-Hotels-Hotels-With-Free-Breakfast.0-0-d6203488-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Luxury-Hotel.0-0-d6203488-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Winery-Hotel.0-0-d6203488-tWineryHotel.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Book Winery Hotels in Southold on Expedia.com](https://www.expedia.com/Southold-Hotels-Winery-Hotel.0-0-d183719-tWineryHotel.Travel-Guide-Filter-Hotels)