Title: Book the Best Hotels with POOL in Woodbourne in 2025 | Expedia.ca [Hotels in Woodbourne](https://expedia.ca/Woodbourne-Hotels.d3000450151.Travel-Guide-Hotels)[Vacation Rentals in Woodbourne](https://expedia.ca/Woodbourne-Vacation-Rentals.d3000450151.Travel-Guide-VacationRentals)[Woodbourne Car Rentals](https://expedia.ca/Car-Rentals-In-Woodbourne.d3000450151.Car-Rental-Guide)[Woodbourne Vacation Packages](https://expedia.ca/Woodbourne.d3000450151.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f774138ac42621b18e01d95faa17e55b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Gypsy Adventure Travel # Find Hotels with a Pool in Woodbourne, NY from CA $147 ![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 Woodbourne Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000450151&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=3000450151&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=3000450151&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=3000450151&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodbourne Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3c1f5497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/4e850782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Wurtsboro Wurtsboro 7.6/10 Good (555) "Comfortable stay" CA $153 CA $173 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/9f488fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (595) "It’s a great place to stay in Montecello" CA $203 CA $229 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/5718c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/2147b970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/b1847dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty Liberty 6.8/10 (1005) "Great place to stay, very quiet and clean, the staff was friendly and the breakfast station was more than outstanding " CA $130 CA $147 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112680000/112677600/112677555/650cb704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112680000/112677600/112677555/cd1a35e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112680000/112677600/112677555/2262c0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112680000/112677600/112677555/a35c96d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Lakeside Paradise - Pool/2Hot tub/Sauna/RV/Pickleball/Basketball Woodbourne 8.8/10 Excellent (3) "Nice place. !" CA $948 CA $2,007 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Woodbourne-Hotels-Luxury-Catskills-Retreat-Saltwater-Heated-Pool.h112677555.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/1763e34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/dfb25a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/8a31e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65980000/65976400/65976354/247704d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 minutes from original Woodstock site. Mongaup Valley 9.8/10 Exceptional (58) "What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. " CA $97 CA $258 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Mongaup-Valley-Hotels-5-Minutes-From-Original-Woodstock-Site.h65976354.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bars/lounges](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/1bb15d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (180) "Very nice place, will stay again!" CA $162 CA $218 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w966h620x25y37-6819803f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/89050c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/w963h620x26y37-b83c1234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kartrite Resort & Indoor Waterpark Monticello 8.2/10 Very good (1733) "Great for quick fam vacay" CA $180 CA $293 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/95ef3af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/e3c7f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/90e1f183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resorts World Catskills Casino Monticello 8.6/10 Excellent (1076) "Great place to stay" CA $202 CA $264 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.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) ![Suite, 1 King Bed, Non Smoking, Kitchenette (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/2c9f1032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.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 Monticello 8.0/10 Very good (1000) "the stay is very comfortable" CA $158 CA $179 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/3351ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Courtyard View](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/bec0d8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/f13485cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/115000000/114900000/114895700/114895692/4da2a7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Lake Joseph Forestburgh 8.4/10 Very good (7) "Wonderful staff,comfortable stay,excellent variety at breakfast " CA $375 CA $424 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Forestburgh-Hotels-Inn-At-Lake-Joseph.h114895692.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=2025-10-18&endDate=2025-10-19®ionId=3000450151&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Woodbourne Hotel Reviews ![Days Inn by Wyndham Wurtsboro](//images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "Comfortable stay" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Place was quiet, clean and safe" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Villa Roma Resort and Conference Center](//images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "The stay at the resort was very enjoyable. If you book through Orbitz, please call the property and make sure they got your reservation. They had not received ours, but fortunately had a room for us. The room was very large and clean. The whole resort needs a general make-over, as the facility is a bit dated and used (wallpapers, paints, windows, door locks, showers, etc.), but you can see that this hotel still has a lot of prestige. The breakfast buffet was excellent, with an omelette station, eggs, bacon etc. and very friendly and helpful waiters in the restaurant. Happy with our one-night stay. We would come back, should we go back to this area! " [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Best Western Monticello](//images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Location was convenient. Restaurants within walking distance. Breakfast was good and the sauna was a nice bonus. " [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Woodbourne? > [Log Cabin in Catskill NYS](https://www.expedia.ca/Woodbourne-Hotels-Log-Home-In-Catskills.h74006325.Hotel-Information): Provides a water park, a communal pool, and kitchens. [Private Lakeside Paradise - Pool/2Hot tub/Sauna/RV/Pickleball/Basketball](https://www.expedia.ca/Woodbourne-Hotels-Luxury-Catskills-Retreat-Saltwater-Heated-Pool.h112677555.Hotel-Information): Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. [Resorts World Catskills Casino](https://www.expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information): Hotel, 7-minute walk from Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. [The Kartrite Resort & Indoor Waterpark](https://www.expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information): Offers a children's pool, a seasonal outdoor pool, and 3 restaurants. [Minnewaska Lodge](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information): Hotel, 4-minute walk from Resorts World Catskills. Provides 7 restaurants, an indoor pool, and a full-service spa. ### What is there to see and do in Woodbourne? > The picturesque setting of Neversink River showcases the area's natural beauty. Discover sights such as Catskill State Park during your stay. ### When is the best time to book a hotel with a pool in Woodbourne? > Taking into account the local weather in Woodbourne 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 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Woodbourne are January, February, December, and March, with each month seeing an average of 9 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Tennis-Courts.0-0-d603260-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Ski Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Ski-Hotel.0-0-d603260-tSkiHotel.Travel-Guide-Filter-Hotels) - 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