Plan your trip

A clear river with wooden walkways and a bridge, surrounded by dense forest.

Find Hotels with a Pool in Madison, FL from CA $64

  • 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 14–15, 2026

    View in a map

    Our top choices for Madison hotels with a pool

    1. Best Western Plus Madison

    A rectangular swimming pool with a 3 ft depth marker, surrounded by a fence, and shaded by tall trees.

    2. Days Inn by Wyndham Madison

    A hotel with a pool area, including lounge chairs and a fence.

    3. Holiday Inn Express Lake Park by IHG

    A swimming pool with lounge chairs and umbrellas, a stone wall, and a multi-story building with large windows.

    4. Baymont by Wyndham Lake Park Valdosta I-75

    A swimming pool with white lounge chairs and umbrellas, surrounded by a black fence and trees.

    5. Days Inn by Wyndham Lake Park/Valdosta

    A swimming pool with a 3 ft depth, surrounded by lounge chairs and umbrellas, with a building in the background.

    6. Hyatt Select Valdosta

    A pool area with lounge chairs and umbrellas, a stone facade building, and a clear blue sky.

    7. Drury Plaza Hotel Valdosta

    A hot tub area with a pool in the background, a sign with safety instructions, and a view of the outside.

    8. Hampton Inn Valdosta/Lake Park Area

    A Hampton Inn hotel with a swimming pool, outdoor seating, and a lifeguard sign.

    9. OYO Hotel Lake Park/Valdosta I-75, Exit 5

    A hotel with a pool, a lifeguard stand, and a red and green building.

    10. Comfort Suites Valdosta Mall Area

    A pool area with a white fence, lounge chairs, and umbrellas.

    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 Madison

    Breakfast included

    4 stars

    5 stars

    Hot tub

    Spa

    Top Madison Hotel Reviews

    Best Western Plus Madison

    A rectangular swimming pool with a 3 ft depth marker, surrounded by a fence, and shaded by tall trees.

    Drury Plaza Hotel Valdosta

    A hot tub area with a pool in the background, a sign with safety instructions, and a view of the outside.

    Hyatt Select Valdosta

    A pool area with lounge chairs and umbrellas, a stone facade building, and a clear blue sky.

    Comfort Suites Valdosta Mall Area

    A pool area with a white fence, lounge chairs, and umbrellas.

    Hampton Inn Valdosta/Lake Park Area

    A Hampton Inn hotel with a swimming pool, outdoor seating, and a lifeguard sign.

    Days Inn by Wyndham Madison

    A hotel with a pool area, including lounge chairs and a fence.

    Holiday Inn Conference Center - Valdosta by IHG

    A clear blue pool with lounge chairs and umbrellas, surrounded by a hotel building.

    Wingate by Wyndham Valdosta/Moody AFB

    An octagonal pool with a surrounding deck, multiple lounge chairs, and a small hot tub area.

    Baymont by Wyndham Lake Park Valdosta I-75

    A swimming pool with white lounge chairs and umbrellas, surrounded by a black fence and trees.

    Hilton Garden Inn Valdosta

    A spacious lobby with high ceilings, large windows, and modern lighting fixtures.

    Frequently Asked Questions

    What are some accommodations with pools in Madison?

    Best Western Plus Madison: Features full, an outdoor pool, and free self parking. Super 8 by Wyndham Madison: Provides daily, an outdoor pool, and free self parking. Days Inn by Wyndham Madison: Offers buffet, an outdoor pool, and free self parking. Lakefront Getaway w/ Dock, Huge Deck & Unbeatable Sunset Views: Provides buffet, an outdoor pool, and free self parking. Lakefront Retreat - 3BR/2BA Cherry Lake Home + Private Boat Dock: Features buffet, an outdoor pool, and free self parking.

    What is there to see and do in Madison?

    Spend some time experiencing the great outdoors at Yogi Bear's Jellystone Park and Cherry Lake. During your stay, check out sights such as Four Freedoms Monument, Treasures of Madison County, and Lake Frances Recreation Area. You'll also discover lots of options for restaurants in Madison.

    When is the best time to book a hotel with a pool in Madison?

    You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Madison in the hottest months of July, August, or June when the average temp is 80°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 57°F.

    What's the best way to travel around Madison?

    Knowing the transportation options in Madison can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Madison Station. Madison might not have very many public transit options so consider renting a car to explore more.

    Explore a world of travel with Expedia