Title: Book the Best Hotels with POOL in Brewster in 2026 | Expedia.ca [Hotels in Brewster](https://expedia.ca/Brewster-Hotels.d183644.Travel-Guide-Hotels)[Vacation Rentals in Brewster](https://expedia.ca/Brewster-Vacation-Rentals.d183644.Travel-Guide-VacationRentals)[Flights to Brewster](https://expedia.ca/Cheap-Flights-To-Brewster.d183644.Travel-Guide-Flights)[Things to do in Brewster](https://expedia.ca/Things-To-Do-In-Brewster.d183644.Travel-Guide-Activities)[Brewster Car Rentals](https://expedia.ca/Car-Rentals-In-Brewster.d183644.Car-Rental-Guide)[Brewster Vacation Packages](https://expedia.ca/Brewster.d183644.Destination-Travel-Guides) ![East Branch Reservoir in Brewster New York](https://images.trvl-media.com/place/183644/6f27c7a3-5688-4530-9f7d-55c36bf42038.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Brewster, NY from CA $140 - ![](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 Brewster Hotels with a Pool Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Brewster hotels with a pool ![Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free cabanas](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/4ed8dfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Kitchen (Private Entrance)](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/d17633a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/76122822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Kitchen (Private Entrance)](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/8561ada3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heidi's Inn Brewster 8.8/10 Excellent (807) "The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SUSAN CA $152 CA $165 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/314aa890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain Bear Mountain 8.4/10 Very good (1005) "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $160 CA $182 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2f2f704a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/459515b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/239951b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill Fishkill 8.6/10 Excellent (1005) "Brayden was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will CA $127 CA $144 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/353de5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/2b43fa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/eb2e5670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ethan Allen Hotel Danbury 7.8/10 Good (1077) "Great Hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $163 CA $188 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/eb75ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/33748891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/7b83baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG Fishkill 8.4/10 Very good (1001) "I had a very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mischelle CA $132 CA $149 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/42d801c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/w3997h2667x0y0-aa69a31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/3879ce24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/778ae08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard By Marriott Danbury Danbury 9.0/10 Wonderful (472) "Wonderful staff and awesome food at Bistro " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Duncan CA $154 CA $177 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/w3837h2560x3y0-88fd9abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/d9e7351f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/c812852f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Fishkill/Poughkeepsie Fishkill 8.8/10 Excellent (1000) "Centrally located to all Bethel locationswith many dining options nearby. Always felt safe and breakfast was delicious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mireyma CA $161 CA $182 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/9bab7633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/84d5ee46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/a76a124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/382d4dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Danbury-Bethel Danbury 8.6/10 Excellent (558) "Clean room,staff we great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sammie CA $146 CA $168 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/w3831h2553x9y7-9c25ee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/8529e0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/0c0edcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f3387c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Fishkill Fishkill 8.6/10 Excellent (1000) "Clean, friendly, nice pool!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $124 CA $140 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/4e2ffdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/e4b94f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/4471a2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/58614f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Fishkill Fishkill 9.4/10 Exceptional (403) "Excellent stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $176 CA $199 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Fishkill.h16210933.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=2025-12-24&endDate=2025-12-25®ionId=183644&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Brewster Hotel Reviews ![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121_y.jpg) ### Hampton Inn Danbury 10/10 Excellent "Very clean and quiet. Very good breakfast " [](https://expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Heidi's Inn](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/0ce6450f_y.jpg) ### Heidi's Inn 10/10 Excellent "The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! " [](https://expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Hotel MTK Mount Kisco](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/0d5d6da0_y.jpg) ### Hotel MTK Mount Kisco 10/10 Excellent "Clean room friendly staff excellent restaurant breakfast nice and quiet " [](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) ![Hilton Garden Inn Norwalk](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/3ea4ab25_y.jpg) ### Hilton Garden Inn Norwalk 10/10 Excellent "Everyone was very nice and helpful the room was clean " [](https://expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Night manager on Nov 30th was incredibly helpful!" [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Location, room" [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Comfort Inn & Suites Danbury-Bethel](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/42dbd033_y.jpg) ### Comfort Inn & Suites Danbury-Bethel 10/10 Excellent "Clean room,staff we great" [](https://expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) ![Courtyard by Marriott Norwalk](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/449f449f_y.jpg) ### Courtyard by Marriott Norwalk 10/10 Excellent "Clean, quiet, easy check in" [](https://expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Norwalk.h25183.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Brewster with outdoor pools? > For those seeking a more great experience, the Charming Grand View/Lake Loft in Brewster offers a great blend of comfort and fun, boasting a pool and an outdoor play area for children. With a great review score of 10.0, this property is highly regarded for its family-friendly amenities, including books for kids and bike parking, making it an excellent option for families looking to explore the beautiful surroundings. ### How much does a hotel with outdoor pool in Brewster cost? ### Are there hotels in Brewster with outdoor pool cabanas or loungers? > In addition to the pool amenities, Heidi's Inn offers a delightful complimentary breakfast, making it convenient for families to start their day off right. The beautiful location adds to the overall appeal, providing a serene backdrop for a family getaway. ### Is it cheaper to book flights and a hotel in Brewster as a package? ### How can I save on a hotel in Brewster with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Carmel ](https://www.expedia.ca/Carmel-Hotels-Beach-Hotel.0-0-d553248634998943944-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Carmel ](https://www.expedia.ca/Carmel-Hotels-Cheap-Hotels.0-0-d553248634998943944-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Carmel ](https://www.expedia.ca/Carmel-Hotels-Hotel-With-Pool.0-0-d553248634998943944-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Carmel ](https://www.expedia.ca/Carmel-Hotels-Luxury-Hotel.0-0-d553248634998943944-tLuxuryHotel.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) - 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