Plan your trip

Find Hotels with a Pool in Milan, NY from CA $125

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 13–14, 2026

    View in a map

    Our top choices for Milan hotels with a pool

    1. Courtyard by Marriott Kingston

    An indoor swimming pool with lounge chairs and a sunbed area.

    2. Hampton Inn Kingston

    An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

    3. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

    A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

    4. Kingston Regency Inn

    A swimming pool with a glass ceiling, indoor seating, and a brick wall.

    5. Howard Johnson by Wyndham Saugerties

    An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

    6. Comfort Inn Saugerties

    An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

    7. Quality Inn Poughkeepsie

    An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.

    8. Interlaken Inn & Resort

    A rectangular swimming pool with a metal ladder, surrounded by a black metal fence.

    9. Red Ranch Motel

    A swimming pool with lounge chairs and a red building in the background.

    10. Troutbeck

    A poolside area with lounge chairs and umbrellas, a pool, and a person relaxing.

    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

    Choose what matters most at hotels with a pool in Milan

    Breakfast included

    4 stars

    5 stars

    Hot tub

    Spa

    Top Milan Hotel Reviews

    Hampton Inn Kingston

    An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

    Courtyard by Marriott Kingston

    An indoor swimming pool with lounge chairs and a sunbed area.

    Howard Johnson by Wyndham Saugerties

    An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

    Comfort Inn Saugerties

    An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

    Frequently Asked Questions

    What are some accommodations with pools in Milan?

    Quality Inn Poughkeepsie: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. Beekman Arms and Delamater Inn: Features a sauna, an indoor pool, and free self parking. AutoCamp Catskills: Offers a snack bar/deli, an indoor pool, and free self parking. SureStay Plus Hotel by Best Western Highland Poughkeepsie: Features a sauna, an indoor pool, and free self parking. Quality Inn Hyde Park Poughkeepsie North: Offers a snack bar/deli, an indoor pool, and buffet.

    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. The snowiest months in Milan are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

    Explore a world of travel with Expedia