The Best Hotels with a Pool in Southeast Wisconsin, WI from ￥14,571 in 2026

A modern architectural building with a unique design, featuring a prominent tower and curved structures.

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Our top choices for Southeast Wisconsin hotels with a pool

An indoor swimming pool with multiple lanes, safety railings, and lounge chairs.

1. Holiday Inn Express & Suites New Berlin by IHG

New Berlin

Splash into pure comfort at this sparkling indoor aquatic retreat with steaming hot tub luxury.

￥19,103 total

includes taxes & fees

Nov 28 - Nov 29

An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.

2. AmericInn by Wyndham Brookfield

Brookfield

Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.

￥14,571 total

includes taxes & fees

Nov 22 - Nov 23

A modern indoor swimming pool with a clear view of the pool area, a seating area with chairs, and a large window providing a view of the outside.

3. Residence Inn By Marriott Milwaukee Brookfield

Brookfield

Swim year-round at the indoor pool in this tranquil golf community retreat.

￥19,947 total

includes taxes & fees

Nov 14 - Nov 15

An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.

4. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Brookfield

Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.

￥17,626 total

includes taxes & fees

Nov 28 - Nov 29

A large indoor swimming pool with tiled walls and a wooden floor, surrounded by lounge chairs and a small seating area.

5. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Brookfield

Dive into poolside relaxation at this Milwaukee family hotel with an indoor aquatic haven.

￥21,027 total

includes taxes & fees

Nov 8 - Nov 9

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

6. Embassy Suites by Hilton Milwaukee Brookfield

Brookfield

Swim in style at this inviting indoor pool retreat with loungers, followed by a workout in the 24-hour fitness center.

￥22,225 total

includes taxes & fees

Nov 5 - Nov 6

An indoor swimming pool with lounge chairs and tables, large windows, and a view of the outside.

7. Sheraton Milwaukee Brookfield Hotel

Brookfield

Revitalized pools create a year-round aquatic retreat at this freshly renovated Milwaukee hotel.

￥15,826 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a tiled edge, wooden ceiling beams, and a view of the outdoors.

8. Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.

￥18,456 total

includes taxes & fees

Nov 22 - Nov 23

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Choose what matters most at hotels with a pool in Southeast Wisconsin

Breakfast included

4 stars

Hotels with pools and free breakfast in Southeast Wisconsin

Holiday Inn Express & Suites New Berlin by IHG

New Berlin

￥19,103 total

includes taxes & fees

Nov 28 - Nov 29

A residential building with a sign reading "Residence Inn by Marriott."

Residence Inn By Marriott Milwaukee Brookfield

Brookfield

￥19,947 total

includes taxes & fees

Nov 14 - Nov 15

A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.

Embassy Suites by Hilton Milwaukee Brookfield

Brookfield

￥22,225 total

includes taxes & fees

Nov 5 - Nov 6

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Brookfield

￥17,626 total

includes taxes & fees

Nov 28 - Nov 29

A modern living room with a fireplace, comfortable seating, and a large window offering a city view.

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Brookfield

￥21,027 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor seating area with Adirondack chairs and a fire pit, in front of a building with a stone facade and the sign 'WISSOTA CHOPHOUSE'.

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Waukesha

￥17,149 total

includes taxes & fees

Nov 2 - Nov 3

A hotel entrance with a covered walkway, a sign reading "La Quinta Inn Suites," and a landscaped area with trees and plants.

La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin

New Berlin

￥16,176 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.

Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

￥18,456 total

includes taxes & fees

Nov 22 - Nov 23

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4-star hotels with pools in Southeast Wisconsin

A building with a central entrance, surrounded by a symmetrical garden with potted plants and a clear sky.

DoubleTree by Hilton Milwaukee - Brookfield

Brookfield

￥18,242 total

includes taxes & fees

Oct 30 - Oct 31

A multi-story hotel with a prominent sign at the top.

Drury Plaza Hotel Milwaukee Downtown

Downtown Milwaukee

￥22,094 total

includes taxes & fees

Nov 1 - Nov 2

A marina with several boats docked, a building with multiple windows and lights, and a dock area.

Doubletree by Hilton Hotel Racine Harbourwalk

Historic Downtown Racine

￥21,119 total

includes taxes & fees

Nov 3 - Nov 4

A spacious restaurant interior with high ceilings, multiple ceiling fans, and a variety of seating arrangements including tables and chairs.

Doubletree by Hilton Pleasant Prairie Kenosha

Pleasant Prairie

￥18,968 total

includes taxes & fees

Nov 24 - Nov 25

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Top Southeast Wisconsin Hotel Reviews

Harbor Shores on Lake Geneva

10/10 Excellent

"Clean comfy bed."

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good

"beds were comfortable and the hotel decor was awesome, inside & outside the building. I was not aware there was no free parking, the cost is $30 as well as a $50 deposit. They also try to get you to join Wyndam rewards or pay for WiFi until you complain to the front desk and they give you an access code to use for free WiFi. Hotel staff is not helpful if you are looking for local things to do or a local map of areas of interest. Michael's restaurant on the next block has very good food at a reasonable price. The decorative elevator doors ae not automatic so it is challenging to get the luggage cart through the door while holding it open. It is nice they have a free shuttle service within 3 miles."

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Find Hotels with a Pool in Southeast Wisconsin, WI

Change your mind

Treat yourself

Be picky

Check availability on Southeast Wisconsin Hotels with a Pool

Our top choices for Southeast Wisconsin hotels with a pool

1. Holiday Inn Express & Suites New Berlin by IHG

2. AmericInn by Wyndham Brookfield

3. Residence Inn By Marriott Milwaukee Brookfield

4. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

5. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

6. Embassy Suites by Hilton Milwaukee Brookfield

7. Sheraton Milwaukee Brookfield Hotel

8. Home2 Suites by Hilton Milwaukee Brookfield

9. Homewood Suites by Hilton Oak Creek Milwaukee

10. Hampton Inn Milwaukee/Brookfield

Choose what matters most at hotels with a pool in Southeast Wisconsin

Hotels with pools and free breakfast in Southeast Wisconsin

Holiday Inn Express & Suites New Berlin by IHG

4-star hotels with pools in Southeast Wisconsin

DoubleTree by Hilton Milwaukee - Brookfield

Top Southeast Wisconsin Hotel Reviews

Harbor Shores on Lake Geneva

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