The Best Hotels with a Pool in Windsor, WI from AED 263 in 2026

Q: What are some accommodations 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. Best Western Plus InnTowner Madison : Hotel, 13-minute walk from University of Wisconsin-Madison. Provides a snack bar/deli, a pool, and buffet. Baymont by Wyndham Madison West/Middleton WI West : Features continental, an indoor pool, and free self parking. DoubleTree by Hilton Madison East : Hotel, 5-minute walk from East Towne Mall. Offers a snack bar/deli, an indoor pool, and complimentary wired internet access.

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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.

AED 263 total

includes taxes & fees

9 Jul - 10 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.

AED 434 total

includes taxes & fees

16 Jul - 17 Jul

Best Western Plus InnTowner Madison

Regent

Splash into relaxation with a serene indoor pool and rejuvenating hot tub, just minutes from Madison's universities and downtown.

AED 441 total

includes taxes & fees

12 Jul - 13 Jul

AmericInn by Wyndham Madison West

Madison

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

AED 285 total

includes taxes & fees

12 Jul - 13 Jul

Baymont by Wyndham Madison West/Middleton WI West

Junction Ridge

Indoor pool and hot tub delight awaits at this Madison West retreat near the airport.

AED 290 total

includes taxes & fees

12 Jul - 13 Jul

Quality Inn & Suites Lodi I-90

Lodi

Dive into aquatic bliss at this cozy retreat with an indoor pool and hot tub near ski slopes.

AED 295 total

includes taxes & fees

8 Jul - 9 Jul

Best Western East Towne Suites

Madison

Dive into refreshing bliss with a private indoor pool and hot tub, plus loungers for post-swim relaxation.

AED 339 total

includes taxes & fees

16 Jul - 17 Jul

Comfort Inn & Suites Madison North

De Forest

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

AED 332 total

includes taxes & fees

2 Aug - 3 Aug

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"Location great Beautiful rooms Great staff"

The Edgewater

8/10 Good

"Expedia promoted the site as having certain amenities which the hotel did not have. The property, when asked, was shocked to learn that Expedia was using AI generated review of the property listing things the property did not have. Expedia DID NOT make it correct, BUT the property did. I would happily stay here again. The point is Expedia sold this property as one thing and when confronted passed the buck along instead of correcting their mistake."

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Frequently asked questions

What are some accommodations 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. Best Western Plus InnTowner Madison: Hotel, 13-minute walk from University of Wisconsin-Madison. Provides a snack bar/deli, a pool, and buffet. Baymont by Wyndham Madison West/Middleton WI West: Features continental, an indoor pool, and free self parking. DoubleTree by Hilton Madison East: Hotel, 5-minute walk from East Towne Mall. Offers a snack bar/deli, an indoor pool, and complimentary wired internet access.

What is there to see and do in Windsor?

Make a point to visit attractions like Mousehouse Cheesehaus. During your stay, check out sights such as East Towne Mall, Angell Park Speedway, 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 into account the local weather in Windsor is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall.

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