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

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Check availability on Southeast Wisconsin Hotels with a Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Southeast Wisconsin hotels with a pool

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a sunbed area.
A modern living room with a stone fireplace, wooden shelves, and a flat-screen TV. There is a dining area with blue chairs and a patterned carpet.
A breakfast buffet area with labeled sections for fruit and cereal, including bowls of apples and bananas, and dispensers for Quaker Oatmeal and other cereals.
A modern hotel room with a blue sofa, a wooden coffee table, a bed with a headboard, a desk with a chair, and a wall-mounted shelf.

1. Holiday Inn Express & Suites New Berlin by IHG

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.
₩154,364
₩174,431 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express & Suites New Berlin by IHG
A swimming pool with a tiled edge, a sun terrace with chairs, and a view of the outside.
A multi-story hotel with a prominent sign reading "Hampton Suites."
A hotel lobby with a bar area, seating arrangements, and a television screen.
A hotel room with a large bed, a fireplace, a television, and a desk with drawers.

2. Hampton Inn & Suites Milwaukee/Franklin

Hampton Inn & Suites Milwaukee/Franklin
Franklin
  • Splash into pure comfort at this hotel's indoor pool retreat with friendly staff and clean, cozy rooms.
₩118,778
₩138,851 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Milwaukee/Franklin
An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.
A brick building with a sign reading "Country Inn & Suites by Radisson."
A modern reception area with a wooden reception desk, a grey sofa with an orange pillow, and a coffee machine.
A hotel room with two beds, a red armchair, a television, and a window with curtains.

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

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.
₩131,643
₩152,047 total
includes taxes & fees
Oct 30 - Oct 31
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

4. Wildwood Lodge

Wildwood Lodge
Pewaukee
  • Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
₩112,916
₩127,596 total
includes taxes & fees
Oct 7 - Oct 8
Wildwood Lodge
A pool area with a glass table, lounge chairs, and a basketball hoop.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
A bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.

5. Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG
Pewaukee
  • Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.
₩139,931
₩158,121 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Pewaukee - Milwaukee West by IHG
An indoor swimming pool with clear views of the outside, surrounded by lounge chairs and tables.
An outdoor patio with tables and chairs, a glass wall, and string lights.
A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.
A modern hotel lobby with a sectional sofa, teal armchairs, and a dining area with wooden accents.

6. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
Brookfield
  • Splash into blissful relaxation at this hotel's sparkling indoor pool with sun loungers.
₩143,234
₩165,436 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
An indoor swimming pool with lounge chairs and tables, large windows, and a view of the outside.
A hotel corridor with a patterned carpet, benches, and a view of the outdoors.
A buffet area with a variety of food items, including fruits, vegetables, and prepared dishes.
A modern lobby with a fireplace, seating area, and a television.

7. Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel
Brookfield
  • Revitalized pools create a year-round aquatic retreat at this freshly renovated Milwaukee hotel.
₩101,812
₩117,593 total
includes taxes & fees
Oct 4 - Oct 5
Sheraton Milwaukee Brookfield Hotel
An indoor swimming pool with lounge chairs and a view of the outside.
A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.
A modern lobby with a reception desk, patterned sofas, and a decorative wall.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.

8. DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
Brookfield
  • Swim indoors all year at this upscale Milwaukee hotel with a versatile fitness center and adventure-ready location.
₩135,786
₩156,834 total
includes taxes & fees
Oct 1 - Oct 2
DoubleTree by Hilton Milwaukee - Brookfield
An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.
A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
A hotel lobby with a dining area, a reception desk, and a clock on the wall.

9. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Delafield
  • Plunge into aquatic bliss with a scenic indoor pool and soothing hot tub, perfect for relaxation after exploring nearby trails.
₩120,661
₩136,347 total
includes taxes & fees
Oct 1 - Oct 2
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
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.
A stone fireplace with a fire, surrounded by outdoor seating.
A spacious living area with modern furniture, a stone fireplace, and a kitchen in the background.
A modern lounge area with blue upholstered chairs, a bar counter, and a patterned armchair.

10. Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield
Brookfield
  • Swim year-round at the indoor pool in this tranquil golf community retreat.
₩159,983
₩184,780 total
includes taxes & fees
Oct 1 - Oct 2
Residence Inn By Marriott Milwaukee Brookfield
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Choose what matters most at hotels with a pool in Southeast Wisconsin

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Southeast Wisconsin

An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.
A hotel room with a large bed, a sofa, a desk with a TV, a lamp, and a view of the city through the window.
An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.
A modern hotel lobby with a seating area, a counter with a coffee machine, and a decorative wall.

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
Brookfield
₩108,461
₩125,279 total
includes taxes & fees
Sep 30 - Oct 1
AmericInn by Wyndham Brookfield
A modern living room with a stone fireplace, wooden shelves, and a flat-screen TV. There is a dining area with blue chairs and a patterned carpet.
A hotel lobby with a reception desk, a dining area, and a hallway leading to other rooms.
A Holiday Inn Express hotel with a brick facade, multiple windows, and a parking lot with cars.
A breakfast buffet area with labeled sections for fruit and cereal, including bowls of apples and bananas, and dispensers for Quaker Oatmeal and other cereals.

Holiday Inn Express & Suites New Berlin by IHG

Holiday Inn Express & Suites New Berlin by IHG
New Berlin
₩154,364
₩174,431 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express & Suites New Berlin by IHG
An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.
A brick building with a sign reading "Country Inn & Suites by Radisson."
A modern reception area with a wooden reception desk, a grey sofa with an orange pillow, and a coffee machine.
A hotel room with two beds, a red armchair, a television, and a window with curtains.

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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Brookfield
₩131,643
₩152,047 total
includes taxes & fees
Oct 30 - Oct 31
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
A hotel lobby with a bar area, seating arrangements, and a television screen.
A swimming pool with a tiled edge, a sun terrace with chairs, and a view of the outside.
A multi-story hotel with a prominent sign reading "Hampton Suites."
A hotel room with a large bed, a fireplace, a television, and a desk with drawers.

Hampton Inn & Suites Milwaukee/Franklin

Hampton Inn & Suites Milwaukee/Franklin
Franklin
₩118,778
₩138,851 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Milwaukee/Franklin
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

Wildwood Lodge

Wildwood Lodge
Pewaukee
₩112,916
₩127,596 total
includes taxes & fees
Oct 7 - Oct 8
Wildwood Lodge
A modern bar area with a long counter, multiple hanging pendant lights, and a variety of bottles on shelves.
An outdoor patio with a stone wall, wooden pergola, and a barbecue grill.
A spacious indoor pool area with a clear view of the pool, seating areas, and a modern ceiling design.
A modern interior with a round table surrounded by grey upholstered chairs, a large mirror, and a hanging geometric light fixture.

Homewood Suites by Hilton Oak Creek Milwaukee

Homewood Suites by Hilton Oak Creek Milwaukee
Oak Creek
₩155,364
₩181,620 total
includes taxes & fees
Oct 16 - Oct 17
Homewood Suites by Hilton Oak Creek Milwaukee
A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.
A modern hotel lobby with a sectional sofa, teal armchairs, and a dining area with wooden accents.
An outdoor patio with tables and chairs, a glass wall, and string lights.
A modern bar area with a long counter, multiple bar stools, and a television screen.

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
Brookfield
₩143,234
₩165,436 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.
A spacious lobby with a central seating area, multiple floors, and a modern design.
A hotel room with a sofa, armchair, a flat-screen TV, a bookshelf, and a large window offering a city view.
A spacious lobby with a central seating area, a bar, and a staircase leading to upper floors.

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield
Brookfield
₩165,440
₩191,083 total
includes taxes & fees
Oct 5 - Oct 6
Embassy Suites by Hilton Milwaukee Brookfield
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A reception area with three marble reception desks, wooden paneling, and recessed lighting.
A buffet with various food items and a selection of alcoholic beverages.
A modern building with a reflective water body in front, surrounded by greenery and a clear sky.

Marriott Milwaukee West

Marriott Milwaukee West
Waukesha
₩154,739
₩174,855 total
includes taxes & fees
Oct 4 - Oct 5
Marriott Milwaukee West
A modern lobby with a curved seating area, a reception desk, and a large window with a view.
A hotel corridor with a patterned carpet, benches, and a view of the outdoors.
A buffet area with a variety of food items, including fruits, vegetables, and prepared dishes.
A modern lobby with a fireplace, seating area, and a television.

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel
Brookfield
₩101,812
₩117,593 total
includes taxes & fees
Oct 4 - Oct 5
Sheraton Milwaukee Brookfield Hotel
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4-star hotels with pools in Southeast Wisconsin

A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.
A modern lobby with a reception desk, patterned sofas, and a decorative wall.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A building with a central entrance, surrounded by a symmetrical garden with potted plants and a clear sky.

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
Brookfield
₩135,786
₩156,834 total
includes taxes & fees
Oct 1 - Oct 2
DoubleTree by Hilton Milwaukee - Brookfield
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A gym with various exercise equipment, including treadmills and stationary bikes, and a large window providing natural light.
A courtyard with a wooden staircase, a bench, and a garden area.
A hotel room with a bathroom, a bed, and a view of the outdoors.

The Ingleside Hotel

The Ingleside Hotel
Pewaukee
₩145,021
₩163,873 total
includes taxes & fees
Oct 1 - Oct 2
The Ingleside Hotel
A multi-story hotel with a prominent sign at the top.
A spa area with a hot tub, seating area, and a pool.
A modern restaurant with wooden flooring, green and yellow chairs, and a central seating area with a bench.
A hotel room with two beds, a desk, a chair, a dresser, and a television.

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
Downtown Milwaukee
₩173,307
₩204,329 total
includes taxes & fees
Oct 11 - Oct 12
Drury Plaza Hotel Milwaukee Downtown
A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.
A hotel lobby with a bar area, seating with tables, and large windows offering a view of the cityscape.
An indoor swimming pool with clear views of the cityscape through large windows.
A banquet hall with round tables, gold chairs, chandeliers, and floral centerpieces.

The Pfister Hotel

The Pfister Hotel
Downtown Milwaukee
₩263,291
₩310,421 total
includes taxes & fees
Oct 4 - Oct 5
The Pfister Hotel
A marina with several boats docked, a building with multiple windows and lights, and a dock area.
A lobby with a black sofa, a coffee table, and a reception desk.
A modern lounge area with a fireplace, sofas, and round tables.
An indoor swimming pool with clear views through large windows, lounge chairs, and a tiled floor.

Doubletree by Hilton Hotel Racine Harbourwalk

Doubletree by Hilton Hotel Racine Harbourwalk
Historic Downtown Racine
₩167,102
₩189,660 total
includes taxes & fees
Oct 11 - Oct 12
Doubletree by Hilton Hotel Racine Harbourwalk
A spacious lobby with a bar area, seating arrangements, and a view of the outdoors.
A spacious lobby with multiple seating areas, a bar, and a high ceiling with modern lighting fixtures.
A spacious, multi-level living area with modern furniture, a central seating area, and a bar/lounge with high stools.
A pool area with multiple lounge chairs and umbrellas, a clear blue pool, and a view of a lake and trees in the background.

Grand Geneva Resort & Spa

Grand Geneva Resort & Spa
Lake Geneva
₩276,609
₩361,442 total
includes taxes & fees
Oct 29 - Oct 30
Grand Geneva Resort & Spa
A swimming pool area with lounge chairs and umbrellas, surrounded by trees and a view of a lake.
A beach with a building labeled "The Riviera" and a dock with boats.
A spacious restaurant with high ceilings, multiple chandeliers, and a long dining table set for a meal.
Two people sitting by a fire pit with a couch in the background.

Lodge Geneva National

Lodge Geneva National
Lake Geneva
₩151,818
₩209,421 total
includes taxes & fees
Oct 18 - Oct 19
Lodge Geneva National
A swimming pool area with lounge chairs and umbrellas, surrounded by trees and a view of a lake.
A modern bar area with a long counter, bar stools, and a variety of bottles and glasses.
A golf course with outdoor seating and a covered area.
A golf course with a clubhouse and parking area.

Destination Geneva National

Destination Geneva National
Lake Geneva
₩151,206
₩208,726 total
includes taxes & fees
Oct 25 - Oct 26
Destination Geneva National
An interior with wooden floors, ceiling fans, and large windows.
A spacious living area with a large sofa, a dining table with chairs, and a fireplace.
A banquet hall with round tables, gold chairs, and white tablecloths.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha
Pleasant Prairie
₩159,304
₩180,810 total
includes taxes & fees
Oct 18 - Oct 19
Doubletree by Hilton Pleasant Prairie Kenosha
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southeast Wisconsin Hotel Reviews

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"The room was artfully appointed and we made good use of the record player! The lobby bar with live music and the art galleries added unique and fun spaces to relax and explore."
Kimberly 1-night trip
Posted 10 hours ago
Saint Kate - The Arts Hotel
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

10/10 Excellent
"Nice hotel, great view from the 5th floor of Lake Geneva, very convenient to the main shopping area with many restaurants within walking distance."
Judith 2-night trip
Posted 14 hours ago
Harbor Shores on Lake Geneva
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Came to town for a Brewers game. The location, the room, the staff were amazing and we had an awesome experience. Will remember this place for next time"
KELLI 1-night trip
Posted 14 hours ago
AmericInn by Wyndham Brookfield

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