TOP Hotels with Swimming 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. Best Western Plus InnTowner Madison : Hotel, 3-minute walk from University of Wisconsin-Madison. Features a snack bar/deli, a pool and buffet. AmericInn by Wyndham Madison West : Offers a snack bar/deli, an indoor pool and buffet.

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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.

₹6,991 total

includes taxes & fees

9 Aug - 10 Aug

Comfort Inn & Suites Madison North

De Forest

Splash into relaxation at this family-friendly hotel featuring indoor pools and a bubbling hot tub.

₹9,322 total

includes taxes & fees

23 Aug - 24 Aug

Indoor pool, open 7 AM to 11 PM, pool umbrellas, pool loungers

Holiday Inn Express Deforest (Madison Area) by IHG

De Forest

Experience the indoor pool oasis with heated waters and comfortable sun loungers at this suburban retreat with hot tub access.

₹9,925 total

includes taxes & fees

2 Aug - 3 Aug

Fairfield Inn & Suites by Marriott Madison East

Madison

Splash into art deco elegance at this Madison East retreat with indoor pool and bubbling hot tub.

₹10,942 total

includes taxes & fees

23 Aug - 24 Aug

Hampton Inn Madison East Towne Mall Area

Greater Sandburg

Dive into a refreshing indoor pool retreat with alpine adventure options right outside your door.

₹11,434 total

includes taxes & fees

6 Aug - 7 Aug

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

DoubleTree by Hilton Madison East

Greater Sandburg

Dive into a freshly renovated indoor pool sanctuary with plush sun loungers at this Madison retreat.

₹11,890 total

includes taxes & fees

6 Aug - 7 Aug

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.

₹8,702 total

includes taxes & fees

6 Aug - 7 Aug

Cambria Hotel Madison East

Madison

Splash into ultimate relaxation at this indoor pool hotel where aquatic fun meets fitness possibilities.

₹11,550 total

includes taxes & fees

26 Jul - 27 Jul

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

Country Inn & Suites by Radisson, Middleton - Madison West

10/10 Excellent

"Property was well-maintained and quiet. Staff was very friendly and welcoming! Hallways need an update but rooms were fresh and newly remodeled. Beds were comfortable."

Hampton Inn & Suites Madison / Downtown

10/10 Excellent

"At first, the cost of the hotel was in question. But after biting the bullet, the Hampton inn was worth every penny. The indoor swim facilities and Jacuzzi with decent hours was a hit. 24 hour coffee and tea station was amazing. The Continental breakfast had all the normal givings of your "well rounded" American breakfast, with a wide variety of cereals, oatmeal, eggs, protein, potatoes, waffles and juices. The hotel was in the perfect vicinity and our room was spacious enough to even have our extended family briefly convene together."

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. Best Western Plus InnTowner Madison: Hotel, 3-minute walk from University of Wisconsin-Madison. Features a snack bar/deli, a pool and buffet. AmericInn by Wyndham Madison West: Offers a snack bar/deli, an indoor pool and buffet.

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, Olbrich Botanical Gardens and Barrymore Theatre. 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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