Title: The Best Pawling Hotels with Pools from $110 - 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 [Mar 17 - Mar 18](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-03-17&endDate=2026-03-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 18 - Mar 19](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-03-18&endDate=2026-03-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-03-27&endDate=2026-03-29&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) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/cf8502df.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 (825 reviews) - Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas. $129 nightly $140 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/2a17dd67.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97.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 (1,002 reviews) - Dive into saltwater serenity at this mountain spa retreat with indoor and seasonal outdoor pools. $139 nightly $160 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad.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) ![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) ### 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. $98 nightly $113 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/cd90eec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/d6b6f487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/3b2d1292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/b49eb2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Danbury-Bethel [](https://www.expedia.com/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) Danbury 8.6/10 Excellent (607 reviews) - Splash into sunny leisure at this hotel's seasonal outdoor pool, perfect for summer refreshment in Danbury. $109 nightly $125 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e02a568f.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/3b6f022d.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 [](https://www.expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) Fishkill 8.6/10 Excellent (1,003 reviews) - Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district. $98 nightly $110 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.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) ![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) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/b0b0d087.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 (333 reviews) - Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury. $127 nightly $146 total Mar 29 - Mar 30 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/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) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/c70440c8.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) ### Courtyard By Marriott Danbury [](https://www.expedia.com/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) Danbury 9.0/10 Wonderful (497 reviews) - Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails. $127 nightly $146 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/06a96230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/693279c0.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 (425 reviews) - Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary. $106 nightly $123 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.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) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/c07c20b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/ae11cdf1.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 [](https://www.expedia.com/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) Danbury 8.4/10 Very Good (1,002 reviews) - Dive into summer bliss at this hotel's seasonal outdoor pool, where relaxation awaits after exploring nearby Danbury attractions. $115 nightly $132 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.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) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/1712b26c.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 (1,004 reviews) - Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation. $101 nightly $117 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.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=2026-03-31&endDate=2026-04-01®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 ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Needs better receptionist " [](https://expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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 8/10 Good "Big property and big rooms. A bit of an older hotel but had a cool vintage feel to it. Though right off a main road it did not feel like it. Would definitely go back. " [](https://expedia.com/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg) ### Hampton Inn & Suites Poughkeepsie 8/10 Good "It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!" [](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44_y.jpg) ### Hampton Inn Danbury 10/10 Excellent "Nice hot tub and pool " [](https://expedia.com/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.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 10/10 Excellent "Pool was very nice and the gym outstanding, first time at the pub was really great too, we will be back " [](https://expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 6/10 Okay "gym fair. dumbells and some weighted balls. aerobic machines ok(1 needs repair) Why $10\. parking? Fireplace in public area not controlled by front desk? will explore other hotel options next time." [](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/w3836h2558x4y3-858cbdd6_y.jpg) ### HYATT house Fishkill/Poughkeepsie 6/10 Okay "Appears most staff new and unclear on policies. Very friendly but needs more training " [](https://expedia.com/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg) ### Courtyard by Marriott Fishkill 10/10 Excellent "Very clean and quiet" [](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) ![Hampton Inn Fishkill](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e_y.jpg) ### Hampton Inn Fishkill 10/10 Excellent "Yes" [](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.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 - 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