Title: Book the Best Hotels with POOL in Pawling in 2025 | Expedia.ca [Hotels in Pawling](https://expedia.ca/Pawling-Hotels.d6278767.Travel-Guide-Hotels)[Vacation Rentals in Pawling](https://expedia.ca/Pawling-Vacation-Rentals.d6278767.Travel-Guide-VacationRentals)[Pawling Car Rentals](https://expedia.ca/Car-Rentals-In-Pawling.d6278767.Car-Rental-Guide)[Pawling Vacation Packages](https://expedia.ca/Pawling.d6278767.Destination-Travel-Guides) ![Appalachian Trail](https://images.trvl-media.com/place/6278767/77ffe529-3d3e-49fe-8ae7-6cb44a357bf5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Pawling, NY from CA $137 - ![](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 Pawling Hotels with a Pool Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pawling Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/a79c4292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/b02bdf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/3dad591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/56f73483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Poughkeepsie Crown Heights 8.8/10 Excellent (1000) "Everything about this hotel was great would absolutely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $139 CA $162 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill Fishkill 8.6/10 Excellent (1003) "It was a great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $133 CA $150 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.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) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG Fishkill 8.4/10 Very good (1001) "This hotel had everything I wanted - a clean room, free hot breakfast and a hot tub - it was a great find in Fishkill!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $124 CA $140 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/5883f255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/cb9fb634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/9adcfc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Poughkeepsie Poughkeepsie 9.6/10 Exceptional (1002) "Rooms were clean, comfortable and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARIA CA $145 CA $168 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/eb2e5670.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) ### Ethan Allen Hotel Danbury 7.8/10 Good (1052) "Great Hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/c695ef3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/130ec357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Accessible (Hearing)](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/4eb66254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/4ae12198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Poughkeepsie Poughkeepsie 9.4/10 Exceptional (381) "pleasant, quick check in, lovely room, excellent breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $152 CA $177 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/e4abb59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/c1f101cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/28ad5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Poughkeepsie / Hudson Valley Crown Heights 9.0/10 Wonderful (1006) "Staff was very nice and rooms were very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) colleen CA $154 CA $179 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/42dbd033.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) ### Comfort Inn & Suites Danbury-Bethel Danbury 8.6/10 Excellent (541) "Clean room, courteous and helpful staff, convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clarence CA $136 CA $157 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5.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) ![Arcade](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/cb5c00ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Danbury Danbury 8.4/10 Very good (1004) "Very clean, utility type hotel. Staff was nice, location convenient if traveling " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerome CA $145 CA $167 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/9bb5ee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior Standard Room, 2 Double Beds, Non Smoking, Annex Building](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/be375701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Poughkeepsie Arlington 7.8/10 Good (485) "staff was very nice and everything was quiet and very clean. a quiet chilling vibe" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $118 CA $137 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.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=2025-12-05&endDate=2025-12-06®ionId=6278767&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6278767) ## Top Pawling Hotel Reviews ![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent " The staff was very friendly and the room was clean" [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Easy che kin nice, newly refurbished rooms. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Clean and nice beds" [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg) ### Quality Inn Poughkeepsie 10/10 Excellent "staff was very nice and everything was quiet and very clean. a quiet chilling vibe" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "The hotel was very clean nice bed Staff was very friendly.The breakfast had limited menu and it was not free. I would recommend this hotel to a friend." [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Pawling? > [Station Inn Pawling](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information): Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. [Hampton Inn & Suites Poughkeepsie](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information): Features a snack bar/deli, a seasonal outdoor pool, and free self parking. [Hotel Zero Degrees Danbury](https://www.expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information): Features a snack bar/deli, an indoor pool, and free self parking. [Quality Inn & Suites Fishkill South near I-84](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Microtel Inn & Suites by Wyndham Bethel/Danbury](https://www.expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information): Offers daily, an indoor pool, and free self parking. ### What is there to see and do in Pawling? > Take a walk along the waterfront at Lake Waramaug State Park and Canopus Beach. Discover sights such as Akin Free Library, Pawling Free Library, and Pawling Village Hall during your stay. ### When is the best time to book a hotel with a pool in Pawling? > You may want to consider an accommodation that offers an outdoor pool if you will be visiting Pawling in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want 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 Pawling? > Knowing the transportation options in and around Pawling can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop on a train at Appalachian Trail. 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