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Check availability on Milwaukee Hotels with Pool

Our top choices for Milwaukee hotels with a pool

Indoor pool
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport
3.0 star property
New Coeln
9.2 out of 10, Wonderful, (1003)
"Nice place"
United States
Todd
The price is ฿2,429
฿2,864 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Garden Inn Milwaukee Airport
Indoor pool, open 7:00 AM to 11:00 PM, pool loungers
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
3.0 star property
Brookfield
9.4 out of 10, Exceptional, (546)
"Clean room and both receptionists were friendly. "
United States
Jessica
The price is ฿3,256
฿3,760 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
Indoor pool, open 6:00 AM to 11:00 PM, pool loungers
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
3.0 star property
Brookfield
8.8 out of 10, Excellent, (1253)
"Clean and very spacious rooms. Breakfast was good, and staff was very kind."
United States
Breann
The price is ฿2,923
฿3,376 total
includes taxes & fees
21 Dec - 22 Dec
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Indoor pool
Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West
3.0 star property
West Allis
9.0 out of 10, Wonderful, (1007)
"menu was good."
United States
rosie
The price is ฿3,003
฿3,511 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Milwaukee West
Indoor pool, open 4:00 AM to 11:00 PM, pool loungers
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield
3.5 star property
Brookfield
8.8 out of 10, Excellent, (1028)
"It was a nice stay overall!"
United States
TaKola
The price is ฿3,130
฿3,615 total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Milwaukee Brookfield
Indoor pool
Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport
3.0 star property
Holler Park
8.8 out of 10, Excellent, (1218)
"Very conveniently located ."
United States
Shonna
The price is ฿2,789
฿3,288 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Place Milwaukee Airport
Indoor pool
Holiday Inn Express Milwaukee West Allis by IHG

Holiday Inn Express Milwaukee West Allis by IHG

Holiday Inn Express Milwaukee West Allis by IHG
2.5 star property
West Allis
9.0 out of 10, Wonderful, (867)
"Our stay was great! Room was clean, pool area was very nice and breakfast had a great selection of items. The staff was all very nice and efficient. "
United States
Krista
The price is ฿2,871
฿3,356 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Milwaukee West Allis by IHG
Indoor pool
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
3.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (2002)
"Clean hotel and nice staff, would stay again "
Canada
Colin
The price is ฿3,154
฿3,719 total
includes taxes & fees
1 Jan - 2 Jan 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool, open 6:00 AM to 10 PM, pool loungers
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1806)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
The price is ฿4,803
฿5,663 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Pfister Hotel
Indoor pool
Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport
3.0 star property
New Coeln
9.6 out of 10, Exceptional, (1001)
"I’ve stayed here before, will stay again!! "
United States
Sabrina
The price is ฿2,751
฿3,243 total
includes taxes & fees
21 Dec - 22 Dec
Home2 Suites by Hilton Milwaukee Airport
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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Hotels with pools and free breakfast in Milwaukee

Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown
3.0 star property
Westown
8.6 out of 10, Excellent, (1007)
The price is ฿2,923
฿3,446 total
includes taxes & fees
21 Dec - 22 Dec
Aloft Milwaukee Downtown
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Hotels with pools and hot tubs in Milwaukee

Lobby
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1806)
The price is ฿4,803
฿5,663 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Pfister Hotel
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.
View all properties

Top Milwaukee Hotel Reviews

Frequently asked questions

What's it like visiting Milwaukee?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Milwaukee, which offers 62 places to stay with pools. During your visit, you can explore sights such as Lake Michigan and Marcus Center for the Performing Arts, and then kick back and relax poolside at one of the accommodation options in Milwaukee that guests like for their pools.
What are some hotels with pools in Milwaukee?
Drury Plaza Hotel Milwaukee Downtown: Hotel, 13-minute walk from Fiserv Forum. Features buffet, a pool and complimentary wireless Internet access. Best Western Plus Milwaukee Airport Hotel & Conference Ctr: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Embassy Suites by Hilton Milwaukee Brookfield: Provides buffet, an indoor pool and free self parking. Cambria Hotel Milwaukee Downtown: Hotel, 14-minute walk from Fiserv Forum. Features complimentary wireless Internet access, a pool and flat-screen televisions. The Ingleside Hotel: Offers a water park, an indoor pool and a snack bar/deli.
How many hotels with pools will I find in Milwaukee?
Expedia's 62 hotels in Milwaukee give you a great choice for your poolside getaway.
What is there to see and do in Milwaukee?
Explore places such as Lake Michigan while you're in Milwaukee. Spend some time experiencing the great outdoors at Cathedral Square and Lakeshore State Park. Milwaukee appeals to visitors with its stunning river views, top museums and lively breweries.
When is the best time to book a hotel with a pool in Milwaukee?
Taking the local weather in Milwaukee into account can help you maximise your time at the pool during your trip. 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 -2°C. The snowiest months in Milwaukee are January, March, October and February, with each month seeing an average of 20 cm of snowfall.
What's the best way to travel around Milwaukee?
Knowing the transportation options in Milwaukee can help you enjoy the area beyond your hotel pool. Nearby metro stations include Michigan & Jackson Tram Stop and Clybourn & Jefferson Tram Stop. If you'd like to explore around the area, consider renting a car to explore more sights.