Title: Book the Best Hamptons Ski Hotels in 2025  | Expedia.ca

  

[Hamptons Travel Guide](https://expedia.ca/Hamptons.dx6056452)[Hotels in Hamptons](https://expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)[Vacation Rentals in Hamptons](https://expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)[Flights to Hamptons](https://expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)[Things to do in Hamptons](https://expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)[Hamptons Car Rentals](https://expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)[Hamptons Vacation Packages](https://expedia.ca/Hamptons.d6056452.Destination-Travel-Guides)

![Shadmoor State Park showing a sandy beach and general coastal views as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252390-Montauk.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Ski Hotels in Hamptons, NY

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## Check availability on Hamptons Ski Hotels

Tonight

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6056452&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=6056452&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=6056452&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=6056452&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Hamptons Ski Hotels

We don't have any properties that match your exact search

[See all properties in Hamptons](https://expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&regionId=6056452&adults=2)

## Recommended hotels in Hamptons

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

Montauk

9.2/10

Wonderful

(1253)

"Beautiful grounds, excellent staff"

CA $177

CA $230 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.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/ec2d268d.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

(354)

"Really nice room, reasonably priced and very clean "

CA $211

CA $241 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/d11f2952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Inn

Sag Harbor

9.4/10

Exceptional

(557)

"Great place to stay!"

CA $264

CA $302 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![Outdoor wedding area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's activities](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/5a7a4c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View One Bedroom Suite](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/d3ce4464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront One Bedroom Suite | Terrace/patio](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/3a4c2dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gurney's Montauk Resort & Seawater Spa

Montauk

8.2/10

Very good

(671)

"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "

CA $375

CA $512 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.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)

![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 entrance](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/51a7b673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton Inn

Southampton

8.6/10

Excellent

(544)

"Such a great location!"

CA $281

CA $344 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.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)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.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

(430)

"Great Staff"

CA $150

CA $194 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/efe89d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/78e3666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/35541bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kenny's Tipperary Inn

Culloden Shores

8.4/10

Very good

(864)

"Love this place. "

CA $163

CA $193 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Suite](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/3be2d342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sagaponack

Wainscott

8.8/10

Excellent

(190)

"Great stay!"

CA $232

CA $322 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hampton Maid

Hampton Bays

9.0/10

Wonderful

(671)

"Love this place "

CA $264

CA $302 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/1ad86f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/facf84c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/6becca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Kitchen](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/5de2da62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Hampton House Resort

East Hampton North

9.0/10

Wonderful

(285)

"Great location, clean "

CA $229

CA $293 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.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&regionId=6056452&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Hamptons Hotel Reviews

![Southampton Inn](//images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg)

### Southampton Inn

10/10 Excellent

"Clean room"

[](https://expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

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-   [Honeymoon Resorts and in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Honeymoon-Hotels.0-n129440-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
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-   [Cheap Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Cheap-Hotels.0-0-d154327-tCheapHotels.Travel-Guide-Filter-Hotels)
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-   [Honeymoon Resorts and in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Honeymoon-Hotels.0-0-d154327-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-LGBT-Friendly-Hotel.0-0-d154327-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Luxury-Hotel.0-0-d154327-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Oceanfront-Hotels.0-0-d154327-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Pet-Friendly-Hotel.0-0-d154327-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Ski-Hotel.0-0-d154327-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Spa-Hotel.0-0-d154327-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Wedding-Hotels.0-0-d154327-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Winery-Hotel.0-0-d154327-tWineryHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Sagaponack](https://www.expedia.ca/Sagaponack-Hotels-Beach-Hotel.0-0-d3000449529-tBeachHotel.Travel-Guide-Filter-Hotels)
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-   [Beach Hotel Hotels in Southampton](https://www.expedia.ca/Southampton-Hotels-Beach-Hotel.0-0-d6782-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Southampton](https://www.expedia.ca/Southampton-Hotels-Cheap-Hotels.0-0-d6782-tCheapHotels.Travel-Guide-Filter-Hotels)
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-   [Luxury Hotels in Tuckahoe](https://www.expedia.ca/Tuckahoe-Hotels-Luxury-Hotel.0-0-d553248634999048827-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Water Mill](https://www.expedia.ca/Water-Mill-Hotels-Beach-Hotel.0-0-d3000351347-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Water Mill](https://www.expedia.ca/Water-Mill-Hotels-Cheap-Hotels.0-0-d3000351347-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Water Mill](https://www.expedia.ca/Water-Mill-Hotels-Hotels-With-Smoking-Rooms.0-0-d3000351347-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Water Mill](https://www.expedia.ca/Water-Mill-Hotels-Luxury-Hotel.0-0-d3000351347-tLuxuryHotel.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)

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