Title: Book the Best Hotels with POOL in Brewster in 2025 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Brewster, NY ![](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 [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183644&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=183644&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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) ![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) ### Heidi's Inn Brewster 8.8/10 Excellent (790) "It was an amazing place to stay." CA $207 CA $224 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/abd47b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/77444f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/31f65901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/w1896h1262x4y4-cfbd0bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT Brewster 9.2/10 Wonderful (7) "Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group)." CA $1,192 CA $2,194 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Brewster-Hotels-Upstate-Historical-Artist-Villa-W-Firepit.h101878310.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/0fc1d688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/28b95632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/f4d4e3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Danbury Danbury 9.0/10 Wonderful (1005) "Amazing place" CA $171 CA $197 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/c70ad276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/79ae6795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/409c2da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/bf263a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG Danbury 9.0/10 Wonderful (236) "It is the best hotel for the new generations. " CA $128 CA $147 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/202f6398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/78ebeb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c86c7344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/0dc23e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Fishkill near Interstate 84 Fishkill 9.0/10 Wonderful (1002) "Clean and convenient location. Very helpful and friendly staff." CA $167 CA $189 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/b84054b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ethan Allen Hotel Danbury 7.8/10 Good (1025) "Beautiful hotel ! " CA $140 CA $162 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/3879ce24.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) ![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 (457) "Clean nice hotel. Perfect for our 1 night stay " CA $178 CA $205 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/a5488d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/b3e4a390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/d2bf1069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Danbury Danbury 8.4/10 Very good (1012) "Great Hotel, quality price. " CA $145 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/85527e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/87e148ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/5d58f7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG Peekskill 9.2/10 Wonderful (1005) "Area and parking was safe and convenient. Staff were efficient and friendly. Breakfast was great as usual." CA $190 CA $217 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/34ff25cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/fc87ca6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/416218db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/3ea4ab25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Norwalk Norwalk 8.2/10 Very good (1004) "The hotel was very cute, the staff was very friendly and helpful!" CA $161 CA $185 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.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=2025-10-24&endDate=2025-10-25®ionId=183644&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Brewster Hotel Reviews ![Ethan Allen Hotel](//images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Friendly staff, elevator was a far walk " [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![The Watershed](//images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "A beautiful place to stay." [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG](//images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11_y.jpg) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG 10/10 Excellent "Area and parking was safe and convenient. Staff were efficient and friendly. Breakfast was great as usual." [](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Hilton Garden Inn Norwalk](//images.trvl-media.com/lodging/1000000/590000/580400/580328/3ea4ab25_y.jpg) ### Hilton Garden Inn Norwalk 10/10 Excellent "Best part of my stay was Chris, Lamar n Taylor. They are genuinely welcoming and extremely customer friendly! High kudos to them. AS far as room.... needs updates. Suggestion: get rid of poorly hung curtains n go with solar blinds. Install UBS ports. " [](https://expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.Hotel-Information) ![Inn on the Hudson](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 8/10 Good "The view is gorgeous; I was able to check in a little early; it's within walking distance of the train station; and the room was clean overall. The tub was a bit mildewy, but other than that, it was fine for a short stay. Breakfast was only bagged and to go. There was coffee and tea in the lobby morning and evening. " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Danbury](//images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent "It was wonderful having an EV charging option. The room was a really good price and a very convenient location. I’ve stayed here before and brought my dog with me, which worked out great. Free breakfast was adequate and the room was very nice. sadly, it was past summer and the outdoor pool was closed." [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Heidi's Inn](//images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/0ce6450f_y.jpg) ### Heidi's Inn 10/10 Excellent "Great place. Owner was really nice and helpful. " [](https://expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Brewster? > [Comfort Inn Brewster](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Inn.h36486712.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. [Heidi's Inn](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information): Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. [Microtel Inn & Suites by Wyndham Bethel/Danbury](https://www.expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information): Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. [Overlook Lodge at Bear Mountain](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information): Features complimentary wired internet access, a pool, and free self parking. [Best Western Danbury/Bethel](https://www.expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. ### What is there to see and do in Brewster? > Take a walk along the waterfront at Canopus Beach and Mamanasco Beach. Discover sights such as Brewster Public Library during your stay. ### When is the best time to book a hotel with a pool in Brewster? > You may want to think about a place to stay that offers an outdoor pool if you plan to visit Brewster in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 32°F. ### What's the best way to travel around Brewster? > Knowing the transportation options in Brewster can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Brewster Train Station or Southeast Station. 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