Hotels with Pool & Resorts in Madison

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Best Madison Hotels with Pool

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

What are some accommodation options with pools in Madison?
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit: Hotel, 1-minute walk from Attitash Mountain Resort. Offers 2 hot tubs, a pool and a sauna. Grand Summit Hotel at Attitash: Hotel, 10-minute walk from Settlers’ Green Outlet Village. Features a children’s pool, an indoor pool and a water park. North Conway Mountain Inn: Hotel, 7-minute walk from Settlers’ Green Outlet Village. Offers a seasonal outdoor pool, an indoor pool and daily. Hampton Inn & Suites North Conway: Hotel, 9-minute walk from Settlers’ Green Outlet Village. Features a snack bar/deli, an indoor pool and buffet. Green Granite Inn, Ascend Hotel Collection: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Madison?
Make a point to visit attractions such as Beach Area #1 and Saco River. Discover sights such as King Pine Ski Area during your stay.
When is the best time to book a hotel with a pool in Madison?
Taking the local weather in Madison into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Madison are January, March, December and November, with each month seeing an average of 36 cm of snowfall.