TOP Hotels with Pool in Windsor, WI for 2026

Q: What are some accommodation options with pools in Windsor?

Days Inn by Wyndham Madison NE/Windsor : Features a sauna, an indoor pool and daily. The Madison Concourse Hotel and Governor's Club : Hotel, 1-minute walk from Capitol Square. Offers a health club, an indoor pool and a sauna. Baymont by Wyndham Madison West/Middleton WI West : Provides continental, an indoor pool and free self parking. DoubleTree by Hilton Madison East : Features a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Madison Marriott South : Hotel, 11-minute walk from Alliant Energy Center. Offers a snack bar/deli, a pool and free self parking.

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Our top choices for Windsor hotels with a pool

Days Inn by Wyndham Madison NE/Windsor

Windsor

Year-round swimming awaits at this Madison hotel's indoor pool with soothing hot tub oasis.

฿2,362 total

includes taxes & fees

15 Jun - 16 Jun

Sleep Inn & Suites Oregon - Madison

Oregon

Take a refreshing dip in the indoor pool of this Madison hotel, where relaxation meets fitness with a hot tub on site.

฿2,741 total

includes taxes & fees

2 Jul - 3 Jul

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Verona

Splash into endless fun at this pristine indoor pool with luxurious hot tub and sun loungers for post-swim relaxation.

฿3,704 total

includes taxes & fees

25 Jun - 26 Jun

AmericInn by Wyndham Madison West

Madison

Dive into a refreshing pool retreat with a hot tub and modern fitness centre just steps away from your room.

฿2,461 total

includes taxes & fees

12 Jul - 13 Jul

Tru by Hilton Stoughton

Stoughton

Splash into tranquil waters at the indoor pool while business or leisure travel flows on.

฿2,854 total

includes taxes & fees

29 Jun - 30 Jun

La Quinta Inn & Suites by Wyndham Madison American Center

Madison

Serene suburban hotel boasts a relaxing indoor pool oasis and soothing hot tub with premium amenities just minutes from dining.

฿2,708 total

includes taxes & fees

21 Jun - 22 Jun

Quality Inn & Suites Stoughton - Madison South

Stoughton

Serene indoor pool and hot tub retreat provides relaxation for weary travellers all day long.

฿2,833 total

includes taxes & fees

30 Jun - 1 Jul

Hampton Inn & Suites Madison-West

Madison

Relaxation flows at this indoor aquatic sanctuary with a hot tub and sun loungers to melt stress away after your swim.

฿3,820 total

includes taxes & fees

3 Jul - 4 Jul

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

Best Western Plus InnTowner Madison

10/10 Excellent

"Very up to date, clean and handy."

Madison Marriott South

10/10 Excellent

"We arrived early and they did their best to give us a room earlier than the check in time. The room had a great size and loved not having a carpet floor. It feels cleaner. We brought our bikes and they were very kind storing them overnight. The service from the front desk people was great. Very kind and helping you feel welcome and they try to your meet your specific needs. Great location for biking as it has easy access to bikes trails than can easily take you downtown or around Lake Monona. We will definitely come back!"

Comfort Suites Madison West - Middleton

6/10 Okay

"Me gusta visitar mucho Wisconsin con mi familia y siempre a sido una estancia agradable, en este hotel, pero esta vez fue diferente. estábamos en la piscina y según tengo entendido cierran a las 11 de la noche. Esta vez faltaban 10 minutos para las 11 cuando apagaron las luces y mi familia y yo estábamos en ella. Nos tocó buscar nuestras cosas en lo oscuro y ni siquiera el empleado nos dejó saber que se iba a cerrar unos minutos antes. Pienso que deberían por lo menos dejar saber que uno tiene que salir antes deberían las 10:50. No que dicen que cierran a las 11 pm"

Frequently asked questions

What are some accommodation options with pools in Windsor?

Days Inn by Wyndham Madison NE/Windsor: Features a sauna, an indoor pool and daily. The Madison Concourse Hotel and Governor's Club: Hotel, 1-minute walk from Capitol Square. Offers a health club, an indoor pool and a sauna. Baymont by Wyndham Madison West/Middleton WI West: Provides continental, an indoor pool and free self parking. DoubleTree by Hilton Madison East: Features a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Madison Marriott South: Hotel, 11-minute walk from Alliant Energy Center. Offers a snack bar/deli, a pool and free self parking.

What is there to see and do in Windsor?

Make a point to visit attractions such as Mousehouse Cheesehaus. During your stay, visit sights such as East Towne Mall, Madison Area Technical College and Olbrich Botanical Gardens. You'll also discover lots of options for restaurants in Windsor.

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

Taking the local weather in Windsor into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.

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