Title: The Best Pawling Hotels with Pools from $127 - Hotels with indoor pools in Pawling, NY | Expedia.com [Pawling Travel Guide](https://expedia.com/Pawling.dx6278767)[Hotels in Pawling](https://expedia.com/Pawling-Hotels.d6278767.Travel-Guide-Hotels)[Vacation Rentals in Pawling](https://expedia.com/Pawling-Vacation-Rentals.d6278767.Travel-Guide-VacationRentals)[Flights to Pawling](https://expedia.com/Cheap-Flights-To-Pawling.d6278767.Travel-Guide-Flights)[Car Rentals in Pawling](https://expedia.com/Car-Rentals-In-Pawling.d6278767.Car-Rental-Guide)[Pawling Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/6278767/77ffe529-3d3e-49fe-8ae7-6cb44a357bf5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Apr 3 - Apr 4](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-04-03&endDate=2026-04-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 4 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-04-04&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pawling hotels with a pool ![Land view from property](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/407ec306.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/a57d093b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/03b916e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heidi's Inn [](https://www.expedia.com/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) Brewster 8.8/10 Excellent (828 reviews) - Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas. $129 nightly $140 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/57d22171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/cc0a2b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/020e6ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/ff2ecf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG [](https://www.expedia.com/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) Danbury 9.2/10 Wonderful (339 reviews) - Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury. $135 nightly $155 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.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) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/ff481e56.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) ![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 [](https://www.expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) Crown Heights 9.0/10 Wonderful (1,000 reviews) - Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation. $110 nightly $127 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/837ff7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/ef10448e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/a84dbb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/2a17dd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heritage Hotel, Golf & Conference Center [](https://www.expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) Southbury 8.4/10 Very Good (1,000 reviews) - Dive into saltwater serenity at this mountain spa retreat with indoor and seasonal outdoor pools. $137 nightly $158 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/436ff60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/f690a477.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) ### Courtyard By Marriott Danbury [](https://www.expedia.com/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) Danbury 9.0/10 Wonderful (501 reviews) - Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails. $111 nightly $128 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/feaf5d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Danbury [](https://www.expedia.com/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) Danbury 8.4/10 Very Good (1,000 reviews) - Dive into summer bliss at this hotel's seasonal outdoor pool, where relaxation awaits after exploring nearby Danbury attractions. $118 nightly $136 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.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) ![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/85553e7b.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 [](https://www.expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) Danbury 8.0/10 Very Good (1,189 reviews) - Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting. $121 nightly $139 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment in Carmel with WiFi, AC [](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information) Carmel Hamlet 9.0/10 Wonderful (2 reviews) $254 nightly $275 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.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/104000000/103400000/103394200/103394153/06a96230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LED TV with satellite channels, streaming services](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/cc7999bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Poughkeepsie [](https://www.expedia.com/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) Poughkeepsie 9.4/10 Exceptional (440 reviews) - Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary. $115 nightly $133 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![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/2000000/1930000/1927100/1927088/80e497ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/618cd435.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) ### Hampton Inn & Suites Poughkeepsie [](https://www.expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) Crown Heights 9.0/10 Wonderful (1,005 reviews) - Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat. $116 nightly $134 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.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.com/Hotel-Search?startDate=2026-04-17&endDate=2026-04-18®ionId=6278767&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Pawling Breakfast included Hot tub 4 stars 5 stars Spa ## Top Pawling Hotel Reviews ![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG 10/10 Excellent "The staff was very friendly and courteous. The room was Great! They provide "Dove" soaps and lotions. The bathroom floor was super slippery after you shower. The breakfast was nice. There was a nice variety. The juice machine wasnt working during our stay, but they had bottles of yummy chocolate milk. I was hoping for bacon as shown in one of the photos, its my favorite, but there was sausage, which was good too. The pool was nice. The jets in the hot tub were barely working. Overall, I'd deff stay there again." [](https://expedia.com/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Best Western Fishkill Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12500/12443/847efacf_y.jpg) ### Best Western Fishkill Inn & Suites 10/10 Excellent "The unit are so great and well equiped" [](https://expedia.com/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e_y.jpg) ### Ethan Allen Hotel 8/10 Good "Breakfast was fresh, and the hotel was very well Kept." [](https://expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/w3836h2558x4y3-858cbdd6_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "My family and I had a 360° experience here the welcoming was genuine. The room was comfortable the amenities the cleanliness and the hospitality, hands down, generous. Filled with gratitude, wonderful experience. " [](https://expedia.com/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.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 "Very clean. Nice room. Noce property " [](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg) ### Heritage Hotel, Golf & Conference Center 6/10 Okay "The room was very clean and comfortable. The staff is really great! Our room must have had a lose pipe or vent in the wall behind the shower so it would bang on the wall alot. Once we got used to it it wasnt bad. That is my only complaint. The stay other then that was great!" [](https://expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) ![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d_y.jpg) ### Hilton Garden Inn Fishkill 10/10 Excellent "The staff was polite and the room was very clean, thank you." [](https://expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44_y.jpg) ### Hampton Inn Danbury 10/10 Excellent "Went to this hotel on a romantic getaway with my husband. Very clean room , chill vibes. Wonderful breakfast. Friendly attentive staff. Highly recommend . Amazing restaurants all around the area. " [](https://expedia.com/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg) ### Hampton Inn & Suites Poughkeepsie 4/10 Poor "The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something on the bottom of the bathroom door. " [](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Pawling? ### What is there to see and do in Pawling? ### When is the best time to book a hotel with a pool in Pawling? ### What's the best way to travel around Pawling? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near John Kane House ](https://www.expedia.com/John-Kane-House-Hotels.0-l6258690-0.Travel-Guide-Filter-Hotels) - [Hotels near Appalachian Trail ](https://www.expedia.com/Appalachian-Trail-Hotels.d553248635947269058.Travel-Guide-Hotels) - [Cabin Rentals in Appalachian Trail ](https://www.expedia.com/Appalachian-Trail-Cabins.d553248635947269058-aaCabins.Travel-Guide-Accommodation) - [Hotels near Whaley Lake ](https://www.expedia.com/Whaley-Lake-Hotels.0-l553248621555565637-0.Travel-Guide-Filter-Hotels) - [Patterson Hotels ](https://www.expedia.com/Patterson-Hotels.d6190610.Travel-Guide-Hotels) - 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