Title: Book the Best Village of Southampton Ski Hotels in 2026 from CA $159 | Expedia.ca [Hotels in Village of Southampton](https://expedia.ca/Village-Of-Southampton-Hotels.d553248635931928630.Travel-Guide-Hotels)[Vacation Rentals in Village of Southampton](https://expedia.ca/Village-Of-Southampton-Vacation-Rentals.d553248635931928630.Travel-Guide-VacationRentals)[Village of Southampton Car Rentals](https://expedia.ca/Car-Rentals-In-Village-Of-Southampton.d553248635931928630.Car-Rental-Guide)[Village of Southampton Vacation Packages](https://expedia.ca/Village-Of-Southampton.d553248635931928630.Destination-Travel-Guides) ![#Southampton](https://images.trvl-media.com/place/6782/a91f7220-8aad-4b34-b51e-9bc3d2b4d7d9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Andrew Barney Kavesh # Find Ski Hotels in Village of Southampton, NY from CA $159 - ![](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 Village of Southampton Ski Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635931928630&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635931928630&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635931928630&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635931928630&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Village of Southampton Ski Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Village of Southampton ![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, free beach shuttle, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/05958fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/03887d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/57a0a6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Inn Southampton 8.6/10 Excellent (548) "Such a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $276 CA $338 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/07ed4b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/802040b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/354f7655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpoon House Southampton 8.4/10 Very good (148) "Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karissa [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/55e69dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/bce95391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/861024c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary Southampton Village Home Walking Distance to Town, Pool,... Southampton 10/10 Exceptional (15) "Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William H. CA $1,576 CA $2,201 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/c3191410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/e7a48081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/47cbdcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/511f61bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes from the beach, brand new 4 bedroom Southampton 10/10 Exceptional (3) "perfect for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Okito H. CA $622 CA $1,533 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/ebb70869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/f9e71e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/7ee4af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/c4e80e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets! Southampton 9.0/10 Wonderful (10) "Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Panagiota K. CA $966 CA $1,784 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (440) "Great weekend stay! staff was super kind and property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chyanne CA $123 CA $159 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.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) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (391) "great cost-effective option; room was very spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isadora CA $162 CA $187 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/51be5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/d7311f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on Chase Creek The Heights 9.4/10 Exceptional (79) " This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen CA $144 CA $164 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (544) "Amazing property, rooms, and staff. Book a room with a balcony for amazing views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $152 CA $241 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/65f0ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/509e7634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shorewood Inn Riverhead 8.4/10 Very good (708) "Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.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=2025-12-23&endDate=2025-12-24®ionId=553248635931928630&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Village of Southampton Hotel Reviews ![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg) ### Southampton Inn 10/10 Excellent "Very clean and nice room" [](https://expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.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) - 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