🏊 Top 10 Windsor Hotels with Swimming Pool

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.

RM288 total

includes taxes & fees

21 Jun - 22 Jun

Sleep Inn & Suites Verona - Madison Southwest

Verona

RM361 total

includes taxes & fees

7 Jun - 8 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.

RM335 total

includes taxes & fees

21 Jun - 22 Jun

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 city centre.

RM556 total

includes taxes & fees

28 Jun - 29 Jun

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.

RM456 total

includes taxes & fees

2 Jul - 3 Jul

Quality Inn & Suites Lodi I-90

Lodi

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

RM322 total

includes taxes & fees

7 Jun - 8 Jun

Tru by Hilton Stoughton

Stoughton

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

RM366 total

includes taxes & fees

2 Jul - 3 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.

RM453 total

includes taxes & fees

11 Jun - 12 Jun

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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

"Great location and value! Room was surprisingly quiet given some construction works in the area and being across from the elevators. Long hallway in the room from the door to the living area helps. AC worked great."

Hampton Inn & Suites Madison-West

10/10 Excellent

"I can't say enough good things about our Stay at this Hampton Inn Hotel! Everything was Excellent. When We Arrived we were Upgraded to a King Suite by the Fantastic Front Desk Attendant, I didn't catch her Name,I'm sorry for that. She was very Corteous and even offered us complimentary water bottles. We stayed at this Hotel in 2025 and we returned because we really liked the Hotel and the Staff. The Hotel is Very clean,Breakfast was Phenomenal. Our Room was Clean and spacious, we had a good night sleep on the Comfy Bed.Great View from the 5th floor. We Highly recommend this Hampton Inn, there's plenty to do around the Madison Area. We will definitely be back to this Hotel on our next weekend getaway. Thank you for Everything!⭐️⭐️⭐️⭐️⭐️"

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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