Title: Book the Best Hotels with POOL in Village of East Hampton in 2025 | Expedia.ca [Village of East Hampton Travel Guide](https://expedia.ca/Village-Of-East-Hampton.dx553248634998945224)[Hotels in Village of East Hampton](https://expedia.ca/Village-Of-East-Hampton-Hotels.d553248634998945224.Travel-Guide-Hotels)[Vacation Rentals in Village of East Hampton](https://expedia.ca/Village-Of-East-Hampton-Vacation-Rentals.d553248634998945224.Travel-Guide-VacationRentals)[Village of East Hampton Car Rentals](https://expedia.ca/Car-Rentals-In-Village-Of-East-Hampton.d553248634998945224.Car-Rental-Guide)[Village of East Hampton Vacation Packages](https://expedia.ca/Village-Of-East-Hampton.d553248634998945224.Destination-Travel-Guides) ![East Hampton showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92655-East-Hampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Village of East Hampton, NY ![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 Village of East Hampton Hotels with a Pool Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=553248634998945224&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248634998945224&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248634998945224&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634998945224&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Village of East Hampton Hotels with a Pool ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/3da43463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.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 7 - Oct 8 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.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/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (346) "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) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/75893d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/0122d57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/ad990fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pridwin Hotel Shelter Island Heights 9.6/10 Exceptional (79) "Shelter Island is definitely a gem" CA $389 CA $488 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Living area](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1fbed560.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 $483 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Montauk Manor Montauk 9.2/10 Wonderful (1252) "Beautiful grounds, excellent staff" CA $176 CA $228 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.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) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/8fa06225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenny's Tipperary Inn Culloden Shores 8.4/10 Very good (859) "Staff and check in was easy and great " CA $162 CA $192 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/ab3c0766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/6bc86eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/f52858af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/e2b4ce6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Resort Inn Montauk 9.6/10 Exceptional (471) "Great Staff , the pool and property was spotless , great views!." CA $152 CA $197 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Montauk-Hotels-Ocean-Resort-Inn.h9622352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/61e9bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/280d0e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/1c35aedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/d97fb6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wainscott Woods Retreat Wainscott 6.0/10 (5) "Our stay at Wainscott Woods Retreat was very comfortable. The location is convenient, the newly renovated room was very clean, and the staff were very friendly and helpful. Our only suggestion is that there needs to be some clear signage at the entrance to the property. We arrived in daylight and still had a very hard time finding the place. Overall, a wonderful stay. Thank you!" CA $302 CA $346 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information) ![Street view](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/abad495f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/8593ea67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/67609737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/a0998934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Surf Resort Montauk 8.4/10 Very good (208) "The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again " CA $168 CA $193 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/700cd038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/27ca1ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2BD Corner King and Queen | Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort Amagansett 8.8/10 Excellent (296) "Very nice & affordable " [](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.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=2025-10-17&endDate=2025-10-18®ionId=553248634998945224&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Village of East Hampton Hotel Reviews ![Beachcomber Resort at Montauk](//images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Beautiful room right across from the ocean and by town. Definitely go back!" [](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](//images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities" [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect location!" [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Locations are d writhing, and the marran has this, right on the beach, watching whales, dolphins and spinning sharks from the comfort of the pool and/or beach…… lovely sitting area for drinks and dinner watching the sun go down. This is a hotel to savour on a nice night, we stayed the 18/19 sept, 2025! One thing that was a shock, no TV in room and little hanging space for clothes, so if you can manage around that (as we did) The other odd point and the reason for my low score on Eco friendly, is the hotels use of plastic fork, knives and spoons, and plastic cups which in this day goes against the grain, so that aside if you want a modern hotel in a great location thus is a must……. And one, that we would go back too." [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Sun N Sound](//images.trvl-media.com/lodging/5000000/4230000/4225500/4225489/5de1d3d0_y.jpg) ### Sun N Sound 10/10 Excellent "This property was BEAUTIFUL! The checkin was perfect. Our room was ready before 1 pm. The views were spectacular. The staff was so friendly. The property was manicured and comfortable. I will be coming back!!!" [](https://expedia.ca/Montauk-Hotels-Sun-N-Sound.h4225489.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Wonderful hotel and location " [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Clean and beautiful view" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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 are some hotels with pools in Village of East Hampton? > [Mill House Inn](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information): Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. [The Maidstone](https://www.expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information): Hotel, 1-minute walk from The Hamptons Beaches. Features sun loungers, an indoor pool, and complimentary wireless internet access. [Gurney's Montauk Resort & Seawater Spa](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information): Offers a private beach, a seasonal outdoor pool, and 2 bars. [Montauk Blue Hotel](https://www.expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information): Features 2 outdoor tennis courts, a seasonal outdoor pool, and continental. [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information): Hotel, 6-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and sun loungers. ### What is there to see and do in Village of East Hampton? > Surround yourself with nature at East Hampton Main Beach and Georgica Beach. Discover sights such as The Jewish Center of the Hamptons, Guild Hall, and Amagansett Beach during your stay. ### When is the best time to book a hotel with a pool in Village of East Hampton? > You may want to think about a place to stay that has an outdoor pool if you will be visiting Village of East Hampton in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temperature is 38°F. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Beach Hotel Hotels in Amagansett](https://www.expedia.ca/Amagansett-Hotels-Beach-Hotel.0-0-d73561-tBeachHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Amagansett](https://www.expedia.ca/Amagansett-Hotels-LGBT-Friendly-Hotel.0-0-d73561-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Amagansett](https://www.expedia.ca/Amagansett-Hotels-Luxury-Hotel.0-0-d73561-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Amagansett](https://www.expedia.ca/Amagansett-Hotels-Oceanfront-Hotels.0-0-d73561-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Amagansett](https://www.expedia.ca/Amagansett-Hotels-Spa-Hotel.0-0-d73561-tSpaHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Beach-Hotel.0-0-d177851-tBeachHotel.Travel-Guide-Filter-Hotels) - 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