Milwaukee Hotel with Pool

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Milwaukee Hotel with Pool

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

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, (1002)
"Nice place"
United States
Todd
The price is HK$712
HK$840 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hilton Garden Inn Milwaukee Airport
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, (1262)
"Clean and very spacious rooms. Breakfast was good, and staff was very kind."
United States
Breann
The price is HK$720
HK$832 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
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, (872)
"Very clean room, breakfast was good."
United States
John
The price is HK$707
HK$827 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Milwaukee West Allis by IHG
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, (1042)
"Quiet room, excellent breakfast, will definitely stay here again!"
United States
Sarah
The price is HK$790
HK$913 total
includes taxes & fees
4 Jan - 5 Jan 2026
Embassy Suites by Hilton Milwaukee Brookfield
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, (1842)
"Great hotel and staff!"
United States
Keith
The price is HK$1,006
HK$1,186 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Pfister Hotel
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, (2000)
"From check in to check out staff and facilities were great! "
United States
Leslie
The price is HK$777
HK$916 total
includes taxes & fees
1 Jan - 2 Jan 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool
Fairfield Inn & Suites by Marriott Milwaukee North

Fairfield Inn & Suites by Marriott Milwaukee North

Fairfield Inn & Suites by Marriott Milwaukee North
2.5 star property
Glendale
8.6 out of 10, Excellent, (587)
"Easy check in & out!!! "
United States
Heidi
The price is HK$677
HK$785 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Milwaukee North
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, (549)
"Clean room and both receptionists were friendly. "
United States
Jessica
The price is HK$822
HK$949 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
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, (1217)
"Very conveniently located ."
United States
Shonna
The price is HK$654
HK$771 total
includes taxes & fees
30 Dec - 31 Dec
Hyatt Place Milwaukee Airport
Indoor pool
Hampton Inn & Suites Milwaukee/Franklin

Hampton Inn & Suites Milwaukee/Franklin

Hampton Inn & Suites Milwaukee/Franklin
2.5 star property
Franklin
9.4 out of 10, Exceptional, (730)
"nice hotel for the price "
United States
Courtney
The price is HK$695
HK$812 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Milwaukee/Franklin
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

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Awesome place"
Milton 2-night trip
Posted 1 day ago
The Iron Horse Hotel

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 22 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, 9-minute walk from Baird Center. 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. The Ingleside Hotel: Features a water park, an indoor pool and a snack bar/deli. Hilton Garden Inn Milwaukee Northwest Conference Center: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
How many hotels with pools will I find in Milwaukee?
Expedia's 22 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 Lakeshore State Park and Veteran's 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.

Explore a world of travel with Expedia