Title: The Best Roscoe Hotels with Pools from $124 - Hotels with indoor pools in Roscoe, NY | Expedia.com [Roscoe Travel Guide](https://expedia.com/Roscoe.dx153037)[Hotels in Roscoe](https://expedia.com/Roscoe-Hotels.d153037.Travel-Guide-Hotels)[Vacation Rentals in Roscoe](https://expedia.com/Roscoe-Vacation-Rentals.d153037.Travel-Guide-VacationRentals)[Flights to Roscoe](https://expedia.com/Cheap-Flights-To-Roscoe.d153037.Travel-Guide-Flights)[Car Rentals in Roscoe](https://expedia.com/Car-Rentals-In-Roscoe.d153037.Car-Rental-Guide)[Roscoe Vacation Packages](https://expedia.com/Roscoe.d153037.Destination-Travel-Guides) ![Roscoe, NY - USA - Sept 17, 2022 Horizontal view of the entrance to the Beaverkill Covered Bridge, also known as the Conklin Bridge, a wooden covered bridge over the Beaver Kill.](https://images.trvl-media.com/place/153037/6707b803-7828-43bb-a492-3d6fc240296e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/153037/6707b803-7828-43bb-a492-3d6fc240296e.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 Roscoe Hotels with a Pool Tonight [Apr 4 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-04&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 5 - Apr 6](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-05&endDate=2026-04-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-17&endDate=2026-04-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Roscoe hotels with a pool ![A heated pool](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/00a0682d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, computer monitors](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/91e036cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/df5f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/a162cada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall & Winter Comfort in Roscoe Mountain Home [](https://www.expedia.com/Roscoe-Hotels-Fall-Winter-Comfort-In-Roscoe-Mountain-Home.h113301199.Hotel-Information) Roscoe 9.0/10 Wonderful (2 reviews) $685 nightly $769 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Roscoe-Hotels-Fall-Winter-Comfort-In-Roscoe-Mountain-Home.h113301199.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/cd3eed20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/291aac28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Monticello [](https://www.expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) Monticello 8.2/10 Very Good (1,001 reviews) - Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna. $122 nightly $138 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/21472002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/08ed7537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/0d18a8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/b24c479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty [](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) Liberty 6.8/10 (1,000 reviews) - Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters. $110 nightly $124 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/cafbf934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/5977b85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/b844a4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/80c49e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Oliverea Valley [](https://www.expedia.com/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) Big Indian 9.4/10 Exceptional (44 reviews) $249 nightly $278 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/307e38ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/4894c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/1bce59ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/9e61c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equestrian House Suites [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount - Scenic outdoor pool beckons at this riverside cottage retreat with premium comforts. $493 nightly $537 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/39e36e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/782de95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/0aaa631d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112260000/112250200/112250123/2f8f5fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cold Spring Lodge - Hotel A [](https://www.expedia.com/Big-Indian-Hotels-Cold-Spring-Lodge-Hotel-A.h112250123.Hotel-Information) Big Indian $140 nightly $156 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Cold-Spring-Lodge-Hotel-A.h112250123.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/7e509efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, piano bar](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/6a342d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/d481be85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center [](https://www.expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) Callicoon 6.6/10 (397 reviews) - Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar. $157 nightly $177 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96010000/96009700/96009679/3f61ac9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96010000/96009700/96009679/999b0e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96010000/96009700/96009679/fd7eac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96010000/96009700/96009679/199f15fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cold Spring Lodge - Cabin 2 [](https://www.expedia.com/Big-Indian-Hotels-Cold-Spring-Lodge-Cabin-2.h96009679.Hotel-Information) Big Indian 9.6/10 Exceptional (4 reviews) $187 nightly $209 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Cold-Spring-Lodge-Cabin-2.h96009679.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/w922h610x4y0-2f924217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/df2ae630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/w926h605x0y5-d6136410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/3b459f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Arnold House [](https://www.expedia.com/Livingston-Manor-Hotels-The-Arnold-House.h109882536.Hotel-Information) Livingston Manor 8.0/10 Very Good (2 reviews) - Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape. $277 nightly $313 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Livingston-Manor-Hotels-The-Arnold-House.h109882536.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/603ab57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/4fbc97c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/ed64fbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/9f1d54c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideout Cottage • Awaken With Spring [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) Pleasant Mount $279 nightly $302 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.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=2026-04-18&endDate=2026-04-19®ionId=153037&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Roscoe Breakfast included 4 stars 5 stars Hot tub Spa ## Top Roscoe Hotel Reviews ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31_y.jpg) ### Best Western Monticello 10/10 Excellent "Yes" [](https://expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/0d18a8bd_y.jpg) ### Days Inn by Wyndham Liberty 8/10 Good "Clean and friendly " [](https://expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920_y.jpg) ### Villa Roma Resort and Conference Center 6/10 Okay "There were activities for all ages, especially kids which was a great plus. The resort is a bit secluded and we wish there could have been more options for eating. We placed a room delivery order from one of the on site restaurants which did not arrive for more than 90 minutes. I had to go pick it up and the food was cold by then. They were nice enough to give few add ons for free. The resort was may be 25 % occupied and they could have given us a better room, but they gave us a room which was on the farthest side of the building. We stayed for 3 nights so I thought we deserved a bit better. " [](https://expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Roscoe? ### What is there to see and do in Roscoe? ### When is the best time to book a hotel with a pool in Roscoe? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Roscoe Presbyterian Church ](https://www.expedia.com/Roscoe-Presbyterian-Church-Hotels.0-l553248621558012066-0.Travel-Guide-Filter-Hotels) - [Hotels near Catskill Fly Fishing Center and Museum ](https://www.expedia.com/Catskill-Fly-Fishing-Center-And-Museum-Hotels.0-l553248621552322104-0.Travel-Guide-Filter-Hotels) - [Livingston Manor Hotels ](https://www.expedia.com/Livingston-Manor-Hotels.d126769.Travel-Guide-Hotels) - [Cabin Rentals in Livingston Manor ](https://www.expedia.com/Livingston-Manor-Cabins.d126769-aaCabins.Travel-Guide-Accommodation) - [Motels in Livingston Manor ](https://www.expedia.com/Livingston-Manor-Motels.d126769-aaMotels.Travel-Guide-Accommodation) - 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