Title: Book the Best Hotels with POOL in Annandale-on-Hudson in 2026 | Expedia.ca [Annandale-on-Hudson Travel Guide](https://expedia.ca/Annandale-On-Hudson.dx3000422040)[Hotels in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Hotels.d3000422040.Travel-Guide-Hotels)[Vacation Rentals in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Vacation-Rentals.d3000422040.Travel-Guide-VacationRentals)[Flights to Annandale-on-Hudson](https://expedia.ca/Cheap-Flights-To-Annandale-On-Hudson.d3000422040.Travel-Guide-Flights)[Annandale-on-Hudson Car Rentals](https://expedia.ca/Car-Rentals-In-Annandale-On-Hudson.d3000422040.Car-Rental-Guide)[Annandale-on-Hudson Vacation Packages](https://expedia.ca/Annandale-On-Hudson.d3000422040.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Annandale-on-Hudson, NY from CA $143 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Annandale-on-Hudson Hotels with a Pool Tonight [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-12-23&endDate=2025-12-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Annandale-on-Hudson hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/eab20864.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) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/833ceb6b.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) ### Courtyard by Marriott Kingston [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) Kingston 8.8/10 Excellent (1002) " Lean room, quiet location and comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $163 CA $183 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/fcda508b.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) ### Hampton Inn Kingston [](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) Kingston 9.0/10 Wonderful (1007) "The hotel is great and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $157 CA $176 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/36261342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d76cf1a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Kingston Hotel And Conference Center [](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) Kingston 7.6/10 Good (1003) "Nice staff, clean room, breakfast was tasty." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $135 CA $151 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/41bcd816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/53849020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Saugerties [](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) Saugerties 7.6/10 Good (1003) "Easy check in, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $157 CA $176 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/abb3faf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/dbefa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9769844b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) Saugerties 8.8/10 Excellent (690) "Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gideon CA $192 CA $215 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/90000/84500/84418/ce77a476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/90000/84500/84418/4acd1394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/90000/84500/84418/e79082dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/1000000/90000/84500/84418/27a4ccea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Saugerties [](https://www.expedia.ca/Kingston-Hotels-Comfort-Inn-Saugerties.h84418.Hotel-Information) Saugerties 7.2/10 Good (713) "This hotel is accommodating homeless people in the cold weather. ( I appreciate the need). I would have liked to know that before… my stay was diminished because I felt like I was staying at a homeless shelter and not a hotel that I paid $$ for. We won’t stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $174 CA $195 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Kingston-Hotels-Comfort-Inn-Saugerties.h84418.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/d6e9603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/0e189703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/fbbd36bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/c60350a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerson Resort & Spa [](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information) Mount Tremper 9.2/10 Wonderful (46) "Very clean and cozy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $320 CA $395 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.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) ![Reception](https://images.trvl-media.com/lodging/10000000/9550000/9542200/9542174/464ff51f.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) ![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 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.Hotel-Information) Catskill 8.2/10 Very good (204) "Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $138 CA $149 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Kingston-Hotels-Four-Seasons-Motel.h9542174.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/9805a5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dylan [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.Hotel-Information) Woodstock 9.4/10 Exceptional (40) "Close to restaurants and shopping. Nice vibe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara CA $205 CA $230 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/26000000/25140000/25133200/25133192/59575897.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) ![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 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.Hotel-Information) Catskill 7.2/10 Good (487) "The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thoa CA $133 CA $143 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.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=2026-01-05&endDate=2026-01-06®ionId=3000422040&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Annandale-on-Hudson Hotel Reviews ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "Everything was top notch. The staff very accommodating " [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "The front desk (Fitz) was super polite and helpful for my late arrival. The lobby was warm and welcoming in a very cold night. Checkin/checkout was easy and efficient. My room was very clean and I had a great night sleep." [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "Great room, friendly staff " [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "The hotel is great and great location. " [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "An employee, Kevin, was fantastic help when my husband fell in the hallway. Thank you, Kevin!!" [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Annandale-on-Hudson? ### What is there to see and do in Annandale-on-Hudson? ### When is the best time to book a hotel with a pool in Annandale-on-Hudson? ## 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) - 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