Title: Book the Best Southold Historic Hotels in 2025 from CA $428 | 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 Historic Hotels in Southold, NY from CA $428 ![](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 Southold Historic Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183719&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southold Historic Hotels ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/3e8af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 4, King Bed](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/bf954008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1770 House Restaurant & Inn East Hampton 9.8/10 Exceptional (157) "The staff was incredibly genuine and the property felt intimate and comfortable." CA $456 CA $624 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/23000000/22130000/22122500/22122431/139578dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22122500/22122431/e267f14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22130000/22122500/22122431/f4228cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22130000/22122500/22122431/eaa18051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!! Calverton 9.4/10 Exceptional (41) "I went with family for a memorial celebration for a family member who had passed away. Worked out great and enjoyed the back deck & fire pit! Also, beds were comfy and open kitchen & LR were great for entertaining! Thank you Billy:)" [](https://www.expedia.ca/Calverton-Hotels-Renovated-Cozy-Chic-North-Fork-Cottage.h22122431.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/433807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/71856d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/a3e46cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds Old Saybrook Center 9.6/10 Exceptional (38) "Great property, would stay here again." CA $345 CA $715 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/53ed55b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/916da4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/2cba6a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/969ed5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reform Club Amagansett North 10/10 Exceptional (2) "Unique property; lots of attention from staff; close to town." CA $1,139 CA $1,406 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Amagansett-Hotels-The-Reform-Club.h91702124.Hotel-Information) ![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/6c2db181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/de85c2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/f03e38bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/81d5d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport NY - King Suite 1 Greenport 10/10 Exceptional (5) "Perfect Great place" CA $293 CA $447 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/062f5fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/553f589d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/e5f6999f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Huntting Inn East Hampton 9.0/10 Wonderful (103) "What a wonderful place to stay! The room was beautiful. The bed was comfortable and the staff were welcoming and helpful. We loved how close it was to town. We also enjoyed the breakfast every morning. The Palm restaurant downstairs was nice to have on property and the food was great. We will definitely stay again!" CA $537 CA $628 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/78e2058f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/9a85fd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/e21d51ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943229/6f63cb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - King Suite 2 Greenport 10/10 Exceptional (2) "Excellent one night stay." CA $294 CA $448 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-King-Suite.h71943229.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943243/3e210a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943243/265999f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943243/eca57b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943243/f35fc40e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - Deluxe King 5 Greenport 8.6/10 Excellent (4) "I thoroughly enjoyed my stay. I was upgraded before arriving at the hotel and was very pleased with my stay. The staff were kind and accommodating, I will definitely return." CA $321 CA $484 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Deluxe-King-5.h71943243.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e500d985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Petite King Room 7 Greenport 9.0/10 Wonderful (4) "Great job " CA $279 CA $428 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/45ac1e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/b28d56c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/f370022f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943235/4e11579b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - King Suite 3 Greenport CA $293 CA $447 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-King-Suite-3.h71943235.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=2025-10-29&endDate=2025-10-30®ionId=183719&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southold Hotel Reviews ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Beautiful property, we loved our room, friendly staff. " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "Really clean and new!" [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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 "Great atmosphere. Friendly service. Great room. A pleasure to stay here!" [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.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 "Clean and comfortable modern room and bed; helpful staff, especially checking in. Pet friendly is great though my pets stay home." [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![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 views" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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 "Great experience, loved the bartender and happy hour. Very friendly staff ." [](https://expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "We were there 1 night, so i didnt notice shops. But there was a good restaurant across the road." [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Loved it" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Southold? > You're likely already making plans to see the historical sites during your trip to Southold. Also explore all there is to see and do such as the wineries and beaches ### How many historical hotels are there in Southold? > In Southold, there are 155 hotels and other lodging options bookable on Expedia, including 2 historic hotels or hotels close to historic sites. ### What are the must-see historical sites and other places to visit in Southold? > Southold is notable for landmarks like Horton Point Park. The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Sparkling Pointe and Croteaux Vineyards. ### What is a historic hotel like in Southold? > By booking a historic hotel, guests can enjoy a vacation someplace that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Southold, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value and how it inspired the community. ### Do historic hotels in Southold have modern facilities? > Hotels include modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Southold, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable. ## 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 Historic Hotels in Southold on Expedia.com](https://www.expedia.com/Southold-Hotels-Historic-Hotel.0-0-d183719-tHistoricHotel.Travel-Guide-Filter-Hotels)