Title: Book the Best Hotels with POOL in Milan in 2025 | Expedia.ca [Hotels in Milan](https://expedia.ca/Milan-Hotels.d553248635077613205.Travel-Guide-Hotels)[Vacation Rentals in Milan](https://expedia.ca/Milan-Vacation-Rentals.d553248635077613205.Travel-Guide-VacationRentals)[Milan Car Rentals](https://expedia.ca/Car-Rentals-In-Milan.d553248635077613205.Car-Rental-Guide)[Milan Vacation Packages](https://expedia.ca/Milan.d553248635077613205.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 Milan, NY from CA $141 ![](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 Milan Hotels with a Pool Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635077613205&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635077613205&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635077613205&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635077613205&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Milan Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/45cd21a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Woodside, Pet Friendly) | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/30d59e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ground Floor (Main Building)](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/db6c98da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Lakeside | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/6575d812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Interlaken Inn & Resort Lakeville 8.2/10 Very good (267) "The staff is courteous and accommodating especially the restaurant staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $289 CA $333 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/9bb5ee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/3070b4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/be375701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Poughkeepsie Arlington 7.8/10 Good (460) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $121 CA $141 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/53849020.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) ### Howard Johnson by Wyndham Saugerties Saugerties 7.6/10 Good (1003) "The staff were awesome and I was easily able to extend our stay another night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth NF CA $150 CA $168 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.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) ![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) ![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) ![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) ### Courtyard by Marriott Kingston Kingston 8.8/10 Excellent (1004) "I ate breakfast at a diner near by but thr hotel is close to restaurants n stores noce place close to everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $153 CA $172 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.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 Kingston 9.0/10 Wonderful (1002) "Very friendly front desk staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $160 CA $179 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/ac803c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Kingston Hotel And Conference Center Kingston 7.6/10 Good (1050) "Convenient and close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheikh CA $160 CA $179 total includes taxes & fees Nov 2 - Nov 3 [](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/35000000/34870000/34864800/34864714/abb3faf1.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/35000000/34870000/34864800/34864714/7ac88c2a.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) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG Saugerties 8.8/10 Excellent (669) "We just stayed overnight, our room was clean and staff are friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MERLITA CA $195 CA $218 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84418/ca104e69.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) ![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) ### Comfort Inn Saugerties Saugerties 7.2/10 Good (706) "Awesome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stevan CA $175 CA $196 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Kingston-Hotels-Comfort-Inn-Saugerties.h84418.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/ad9218b6.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 Catskill 7.2/10 Good (482) "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 $135 CA $145 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Kingston-Hotels-Red-Ranch-Motel.h25133192.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) ![Restaurant](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/000cbb2d.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 Woodstock 9.4/10 Exceptional (36) "Close to restaurants and shopping. Nice vibe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara CA $213 CA $239 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.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=2025-11-09&endDate=2025-11-10®ionId=553248635077613205&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Milan Hotel Reviews ![Courtyard by Marriott Kingston](//images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Everything was perfect. Needed a few things and there was a Target within walking distance. Great service and nice room. " [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.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 "I was dismayed that only one of two elevators was working. I also found it inconvenient that there was only one ice machine for the entire property. But beyond these complaints, I had a very good stay at this hotel." [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.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 "pricey, but worth it. The beds were SO comfortable" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Hampton Inn Kingston](//images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Safe parking good service" [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "Convenient and close to everything " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Quality Inn Poughkeepsie](//images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg) ### Quality Inn Poughkeepsie 10/10 Excellent "We were in the inside upstairs and tbe rooms are great!! Staff was amazing. They were redoing the parking lot so parking was limited but that wouldn't be a issue on going. " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Milan? > [Quality Inn Poughkeepsie](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information): Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. [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): Offers a children's pool, an indoor pool, and free self parking. [AutoCamp Catskills](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information): Provides a snack bar/deli, an indoor pool, and buffet. [DoubleTree by Hilton Poughkeepsie Convention Center](https://www.expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information): Features a snack bar/deli, an indoor pool, and free self parking. ### What is there to see and do in Milan? > Enjoy a stroll along the shore at Kingston Point Beach and Lake Taghkanic State Park. Discover sights such as Old Rhinebeck Aerodrome, Omega Institute, and Dutchess County Fairgrounds during your stay. ### When is the best time to book a hotel with a pool in Milan? > Taking into account the local weather in Milan can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. 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