Find Hotels with a Pool in Milwaukee, WI

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Check availability on Milwaukee Hotels with a Pool

Tonight
Dec 4 - Dec 5
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Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Milwaukee Hotels with a Pool

Indoor pool
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3.0 star property
Glendale
7.8 out of 10, Good, (1001)
"Clean rooms, very accommodating to our needs/wants. Was a very pleasant stay! "
United States
Nancy
$91 nightly
The price is $105
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Milwaukee Riverfront by IHG
Indoor pool, open 6:00 AM to 10 PM, sun loungers
The Pfister Hotel

The Pfister Hotel

4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1785)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
$132 nightly
The price is $156
Dec 14 - Dec 15
Total with taxes and fees
The Pfister Hotel
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers
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, (1238)
"This hotel was very clean and the breakfast was amazing. Would stay again and recommend. Beautiful place for the price!"
United States
Debbie
$93 nightly
The price is $107
Dec 10 - Dec 11
Total with taxes and fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Indoor pool
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3.0 star property
New Coeln
9.2 out of 10, Wonderful, (1000)
"Staff was friendly and the hotel was clean and in good condition. "
United States
Cynthia
$85 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Milwaukee Airport
Indoor pool, open 4:00 AM to 11:00 PM, sun loungers
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 star property
Brookfield
8.8 out of 10, Excellent, (1012)
"Great breakfast and friendly staff. "
United States
Katrina
$99 nightly
The price is $115
Dec 18 - Dec 19
Total with taxes and fees
Embassy Suites by Hilton Milwaukee Brookfield
Indoor pool
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1999)
" Loved our stay!!"
United States
Morgan
$100 nightly
The price is $118
Jan 1 - Jan 2, 2026
Total with taxes and fees
Drury Plaza Hotel Milwaukee Downtown
Indoor pool, open 7:00 AM to 11:00 PM, sun loungers
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, (543)
"This was a very nice hotel. Was very clean, lots to do around the area. "
United States
Shelly
$103 nightly
The price is $119
Dec 11 - Dec 12
Total with taxes and fees
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
Indoor pool
Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

3.0 star property
Holler Park
8.8 out of 10, Excellent, (1227)
"Very good for what it is - namely an airport hotel. I would stay there again."
United States
Karl
$88 nightly
The price is $104
Dec 8 - Dec 9
Total with taxes and fees
Hyatt Place Milwaukee Airport
Indoor pool
Holiday Inn Express & Suites New Berlin by IHG

Holiday Inn Express & Suites New Berlin by IHG

2.5 star property
New Berlin
9.2 out of 10, Wonderful, (906)
"The room was very clean and the breakfast was wonderful"
United States
Kari
$95 nightly
The price is $107
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express & Suites New Berlin by IHG
Indoor pool
Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West

3.0 star property
West Allis
9.0 out of 10, Wonderful, (1002)
"Room clean & spacious, easy check in/out process."
United States
Megan
$95 nightly
The price is $111
Dec 10 - Dec 11
Total with taxes and fees
Hampton Inn & Suites Milwaukee West
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 Milwaukee Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Walking in the place has a real warm feel. The folks that greeted me at the front desk were genuine, warm, and very kind. You can tell they love their work place. Customer Service was amazing!!! I had my dog and they had so many wonderful amenities for her from bowls, treats, a name board, a plush squeaky toy, and best of all a pink bandana! Spoiled rotten as was I. The food was good. The room was very clean and decorated beautifully. I loved the two days I stayed there and highly recommend it!"
Mary 1-night trip
Posted 8 hours ago
The Iron Horse Hotel

Frequently asked questions

What's it like visiting Milwaukee?
If laying by the pool is your idea of a great getaway, you may want to check out Milwaukee, which offers 64 places to stay with pools. While you're visiting, you can explore sights such as Lake Michigan and Marcus Center for the Performing Arts, and then unwind poolside at one of the accommodations in Milwaukee that guests like for their pools.
What are some accommodations 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 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. Best Western Plus Milwaukee West: Hotel located near American Family Field. Features a snack bar/deli, an indoor pool, and buffet. Cambria Hotel Milwaukee Downtown: Hotel, 14-minute walk from Fiserv Forum. Offers complimentary wireless internet access, a pool, and flat-screen televisions.
How many hotels with pools can I expect to find in Milwaukee?
Expedia's 64 hotels in Milwaukee give you a great choice for your poolside getaway.
What is there to see and do in Milwaukee?
Explore places like 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 beautiful river views, top museums, and lively breweries.
When is the best time to book a hotel with a pool in Milwaukee?
Taking into account the local weather in Milwaukee can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Milwaukee are January, March, October, and February, with each month seeing an average of 8 inches 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, you may want a rental car for your journey.

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