TOP Hotels with Pool in Windsor, WI for 2026

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Our top choices for Windsor hotels with a pool

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

A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.

A modern bathroom with a white bathtub, shower, and sink.

A hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.

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.

Rp1.187.148

Rp1.252.442 total

includes taxes & fees

11 Oct - 12 Oct

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

A snack and beverage vending area with multiple shelves stocked with various snacks and a refrigerated section with bottled drinks.

A compact hotel bathroom with a sink, mirror, and a small refrigerator.

A modern hotel room with a bed, a desk, a chair, and a sofa.

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.

Rp1.707.910

Rp1.887.240 total

includes taxes & fees

29 Oct - 30 Oct

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

A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.

A hotel room with a bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.

A lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.

3. Comfort Inn & Suites Madison North

De Forest

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

Rp1.567.682

Rp1.732.289 total

includes taxes & fees

26 Oct - 27 Oct

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

A lobby with a fireplace, two armchairs, and two small tables.

A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.

A hotel room with a flat-screen TV mounted on the wall, a kitchenette with a microwave and refrigerator, a desk with a chair, and a green upholstered chair.

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.

Rp1.434.030

Rp1.656.305 total

includes taxes & fees

4 Oct - 5 Oct

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

A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

A modern bar area with a long counter, bar stools, and a television mounted above the bar.

An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.

5. Cambria Hotel Madison East

Madison

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

Rp1.665.662

Rp1.923.839 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a desk, computer, printer, and a large mirror.

A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.

A hotel lobby with multiple seating areas, a bar, and a fireplace.

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.

Rp1.756.284

Rp2.028.509 total

includes taxes & fees

8 Oct - 9 Oct

An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.

A gym with cardio machines, weight machines, and a mirrored wall.

A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.

7. Quality Inn & Suites Sun Prairie Madison East

Sun Prairie

Dive into aquatic bliss with a year-round indoor pool that offers refreshing relaxation regardless of Wisconsin weather.

Rp1.269.966

Rp1.428.711 total

includes taxes & fees

28 Oct - 29 Oct

An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.

A hotel room with a large bed, a desk, a chair, and a wardrobe.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.

8. Hampton Inn Madison East Towne Mall Area

Greater Sandburg

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

Rp1.754.293

Rp2.026.209 total

includes taxes & fees

29 Oct - 30 Oct

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Choose what matters most at hotels with a pool in Windsor

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Windsor Hotel Reviews

Best Western Premier Park Hotel

10/10 Excellent

"Great stay"

AmericInn by Wyndham Madison West

10/10 Excellent

"Clean and pleasant stay breakfast was great hot and fresh"

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent

"Nice hot tub and great breakfast."

Best Western Plus InnTowner Madison

8/10 Good

"Very clean and friendly staff. Our room had a musty smell though and I was not a fan of the sliding bathroom door. Overall very happy with our stay. A great breakfast."

Hampton Inn & Suites Madison-West

10/10 Excellent

"As always terrific staff and great rooms."

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent

"This is a mid-level hotel. Has a nice pool area, its clean, continental breakfast is included and its well-located with regard to everything in town. The price is right for this hotel. I would highly recommend it."

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.

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Check availability on Windsor Hotels with Pool

Our top choices for Windsor hotels with a pool

1. Days Inn by Wyndham Madison NE/Windsor