Title: Book the Best Hotels with POOL in Round Top in 2025 | Expedia.ca [Hotels in Round Top](https://expedia.ca/Round-Top-Hotels.d153475.Travel-Guide-Hotels)[Vacation Rentals in Round Top](https://expedia.ca/Round-Top-Vacation-Rentals.d153475.Travel-Guide-VacationRentals)[Round Top Car Rentals](https://expedia.ca/Car-Rentals-In-Round-Top.d153475.Car-Rental-Guide)[Round Top Vacation Packages](https://expedia.ca/Round-Top.d153475.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Round Top, NY from CA $145 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Round Top Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Round Top Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/c06d6be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/89295c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/w750h561x0y0-3802df97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna Windham 9.4/10 Exceptional (657) "Nice, clean and quiet hotel. Great breakfast." CA $147 CA $159 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/a45db9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/df160e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kingston Kingston 9.0/10 Wonderful (1000) "Clean room, friendly staff." CA $161 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/097af4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/w398h296x0y4-d35e4d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/7d70e6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/w397h300x0y0-67d0b64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Motel Catskill 8.2/10 Very good (198) "Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. " CA $140 CA $151 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2cb998ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/127a9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/ccb15199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2878762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Seasons Inn Shandaken 8.2/10 Very good (230) "Bartender was awesome, Food was great " CA $166 CA $186 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/a20af6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/effd9ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/10cb851a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/3733bc8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moore's Motel Prattsville 8.6/10 Excellent (150) "Beautiful place! " CA $167 CA $181 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Prattsville-Hotels-Moores-Motel.h16545641.Hotel-Information) ![Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/c6d0af77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/728df57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/ad9218b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/3abb6414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Ranch Motel Catskill 7.2/10 Good (475) "Great beds, great shower, great refrigerator, great response to service!! Older motel and yet very quaint with outdoor spaces, picnic tables, and great advice for hikes to enjoy locally!" CA $134 CA $145 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.Hotel-Information) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/c3c41951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w905h683x59y0-890b1363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w1024h671x0y6-b447aa44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w905h683x60y0-e3e24bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Yacht on Catskill Creek Catskill 9.0/10 Wonderful (11) "Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" " CA $182 CA $310 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Catskill-Hotels-Charming-Yacht-On-Catskill-Creek.h93512222.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/24acd8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/ec62b43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/9805a5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/233563d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dylan Woodstock 9.4/10 Exceptional (32) "Close to restaurants and shopping. Nice vibe." CA $212 CA $238 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/eab20864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/dccc054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Kingston Kingston 8.8/10 Excellent (1000) "Great customer service, friendly staff, knowledgeable " CA $171 CA $191 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/f3c6be8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.6/10 Excellent (71) "Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place" CA $223 CA $311 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.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=2025-10-19&endDate=2025-10-20®ionId=153475&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Round Top Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Located on the outskirts of windham , a nice hotel with large bedrooms and plenty of parking " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](//images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "Room was clean, breakfast was great" [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![Hampton Inn Kingston](//images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Clean room, friendly staff." [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](//images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "Excellent breakfast, clean facility….." [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Crystal Brook Resort & Mountain Brauhaus](//images.trvl-media.com/lodging/16000000/15160000/15153600/15153581/w719h558x0y0-b57aaff9_y.jpg) ### Crystal Brook Resort & Mountain Brauhaus 10/10 Excellent "We loved our stay at Crystal Brook…it is like The Land That Time Forgot! If you’re looking for comfort, delicious food and friendly owners and staff, you’ll love it! " [](https://expedia.ca/Kingston-Hotels-Crystal-Brook-Resort-Mountain-Brauhaus.h15153581.Hotel-Information) ![Residence Inn by Marriott Kingston](//images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "Clean and great" [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Howard Johnson by Wyndham Saugerties](//images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd_y.jpg) ### Howard Johnson by Wyndham Saugerties 10/10 Excellent "The pool was perfect!" [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Courtyard by Marriott Kingston](//images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Great customer service, friendly staff, knowledgeable " [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Riedlbauer's Resort](//images.trvl-media.com/lodging/10000000/9220000/9211600/9211510/9edbc9d5_y.jpg) ### Riedlbauer's Resort 8/10 Good "The premises need maintenance." [](https://expedia.ca/Kingston-Hotels-Riedlbauers-Resort.h9211510.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Round Top? > [Crystal Brook Resort & Mountain Brauhaus](https://www.expedia.ca/Kingston-Hotels-Crystal-Brook-Resort-Mountain-Brauhaus.h15153581.Hotel-Information): Features cooked-to-order, a seasonal outdoor pool, and complimentary wired internet access. [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information): Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. [Hunter Lodge, a Bluebird by Lark](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information): Features a snack bar/deli, an indoor pool, and buffet. [Postcard Cabins Eastern Catskills](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information): Hotel, 13-minute walk from Hunter Mountain. Features a sauna, an outdoor pool, and complimentary wireless internet access. [Residence Inn by Marriott Kingston](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information): Offers a snack bar/deli, an indoor pool, and free self parking. ### What is there to see and do in Round Top? > Explore places like Hunter Mountain while you're in the area. Make a point to visit attractions like Saugerties Village Beach and Mountain Top Arboretum. Take in the natural beauty of Round Top with the mountain views. ### When is the best time to book a hotel with a pool in Round Top? > Taking into account the local weather in Round Top is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. 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