Title: Book the Best Hotels with POOL in Bridgehampton in 2025 | Expedia.ca [Bridgehampton Travel Guide](https://expedia.ca/Bridgehampton.dx6130684)[Hotels in Bridgehampton](https://expedia.ca/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels)[Vacation Rentals in Bridgehampton](https://expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals)[Things to do in Bridgehampton](https://expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities)[Bridgehampton Car Rentals](https://expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide)[Bridgehampton Vacation Packages](https://expedia.ca/Bridgehampton.d6130684.Destination-Travel-Guides) ![Channing Daughters Winery](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252823-Bridgehampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Bridgehampton, NY from CA $196 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Bridgehampton Hotels with a Pool Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6130684&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=6130684&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6130684&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6130684&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Bridgehampton Hotels with a Pool ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/e78d099b.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 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 (260) "Staff was amazing and this hotel is in the perfect location " CA $186 CA $213 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.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) ![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) ![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) ### 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 8 - Oct 9 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/4bc04364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/f0b6b7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/fa5bb1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/a73c08b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B East Quogue 9.8/10 Exceptional (59) "Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return." CA $209 CA $239 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![Children's activities](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/949a0d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/a37c2d73.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) ### 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 8 - Oct 9 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/618fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor Bridgehampton 9.6/10 Exceptional (15) "We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! " CA $245 CA $566 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/565bdaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/1cf4e6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bay King Rooms](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/277a495d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/bca4c06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Room At The Beach Bridgehampton 9.2/10 Wonderful (92) "Adorable boutique hotel!" CA $459 CA $524 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Bridgehampton-Hotels-A-Room-At-The-Beach.h27194600.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Single Beds | View from room](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/9125969a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/e9d81899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/3f4839f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Topping Rose House Bridgehampton 9.2/10 Wonderful (135) "Great rooms, staff and food" CA $724 CA $833 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information) ![Indoor pool, a waterfall pool](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/85e54318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort Amagansett 9.0/10 Wonderful (195) "Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!" CA $187 CA $214 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.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 Downtown Montauk 9.6/10 Exceptional (476) "Great Staff , the pool and property was spotless , great views!." CA $152 CA $196 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Montauk-Hotels-Ocean-Resort-Inn.h9622352.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/e6b2036b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/14ba9bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Resort Montauk 9.0/10 Wonderful (235) "Great place to stay for small family " CA $201 CA $275 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.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=2025-10-21&endDate=2025-10-22®ionId=6130684&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Bridgehampton 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) ![Topping Rose House](//images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg) ### Topping Rose House 10/10 Excellent "Great rooms, staff and food" [](https://expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.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) ![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 Bridgehampton? > [Topping Rose House](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information): Features a full-service spa, an outdoor pool, and a rooftop terrace. [Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information): Offers sun loungers, a communal pool, and complimentary wireless internet access. [A Room At The Beach](https://www.expedia.ca/Bridgehampton-Hotels-A-Room-At-The-Beach.h27194600.Hotel-Information): Provides free self parking, an outdoor pool, and complimentary bicycles. [Fairy Tale Guest Cottage in Magic Garden by Pool](https://www.expedia.ca/Bridgehampton-Hotels-Fairy-Tale-Guest-Cottage-In-Magic-Garden-By-Pool.h54242867.Hotel-Information): Features complimentary wireless internet access, a pool, and air conditioning. [New and Modern Bridgehampton Accommodations](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information): Offers sun loungers, a communal pool, and complimentary wireless internet access. ### What is there to see and do in Bridgehampton? > The picturesque setting of Ocean Road Beach and Mecox Bay showcase the area's natural beauty. During your stay, check out sights such as South Fork Natural History Museum and Nature Center, Channing Daughters Winery, and Bridge Gardens. The beaches and restaurants are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Bridgehampton? > You may want to consider a place to stay that has an outdoor pool if you will be visiting Bridgehampton in the warmest months of August, July, or September when the average temp is 70°F. Lodging with 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 temp is 38°F. ### What's the best way to travel around Bridgehampton? > Knowing the transportation options in and around Bridgehampton can help you enjoy the area beyond your hotel pool. If you want to venture outside of the area, hop aboard a train at Bridgehampton Station. 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