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, 11-minute walk from University of Wisconsin-Madison. Offers a health club, an indoor pool and a sauna. Best Western Plus InnTowner Madison : Hotel, 3-minute walk from University of Wisconsin-Madison. Provides a snack bar/deli, a pool and buffet. Motel 6 Madison, WI - East : Offers a snack bar/deli, an indoor pool and full. AmericInn by Wyndham Madison West : Features continental, an indoor pool and free self parking.

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Windsor Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.

1. Days Inn by Wyndham Madison NE/Windsor

Windsor

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

฿2,298 total

includes taxes & fees

29 Nov - 30 Nov

An indoor swimming pool with blue and white tiled walls, a clear pool, and lounge chairs along the sides.

2. 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.

฿3,391 total

includes taxes & fees

29 Nov - 30 Nov

An indoor swimming pool with a fountain, lounge chairs, and a sunshade.

3. Comfort Inn & Suites Madison North

De Forest

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

฿2,951 total

includes taxes & fees

29 Nov - 30 Nov

An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.

4. 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.

฿3,120 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

5. DoubleTree by Hilton Madison East

Greater Sandburg

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

฿4,120 total

includes taxes & fees

15 Nov - 16 Nov

An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.

6. 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.

฿3,645 total

includes taxes & fees

26 Nov - 27 Nov

An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.

7. Cambria Hotel Madison East

Madison

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

฿3,112 total

includes taxes & fees

23 Nov - 24 Nov

An indoor swimming pool with clear glass walls, a tiled floor, and a view of a parking lot and buildings outside.

8. Holiday Inn Madison at The American Center by IHG

Madison

Experience a revitalising dip at this hotel's indoor pool with hot tub, steps away from a 24-hour fitness centre.

฿2,765 total

includes taxes & fees

29 Nov - 30 Nov

View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

Top Windsor Hotel Reviews

DoubleTree by Hilton Madison East

10/10 Excellent

"Friendly staff"

DoubleTree by Hilton Madison Downtown

10/10 Excellent

"The rooms are small but comfortable, and the bed and pillows are very comfortable! Location is great, front-desk staff are very friendly and helpful. The exercise gym is spacious and well-designed, looking onto a small patio. This is my second stay at this hotel and I would book it again when returning to downtown Madison."

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, 11-minute walk from University of Wisconsin-Madison. Offers a health club, an indoor pool and a sauna. Best Western Plus InnTowner Madison: Hotel, 3-minute walk from University of Wisconsin-Madison. Provides a snack bar/deli, a pool and buffet. Motel 6 Madison, WI - East: Offers a snack bar/deli, an indoor pool and full. AmericInn by Wyndham Madison West: Features continental, an indoor 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Windsor on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windsor Hotels with Pool

Our top choices for Windsor hotels with a pool

1. Days Inn by Wyndham Madison NE/Windsor