The Best Hotels with a Pool in Milwaukee, WI from NT$2,510 in 2026

Q: What are some accommodations 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. Sheraton Milwaukee Brookfield Hotel : Offers a seasonal outdoor pool, an indoor pool, and free self parking. Royle Hotel Milwaukee Airport : Provides an indoor pool, an outdoor pool, and full. Sleep Inn & Suites Milwaukee Airport : Features buffet, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Milwaukee Brookfield : Offers buffet, an indoor pool, and free self parking.

Check availability on Milwaukee Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Milwaukee hotels with a pool

A busy bar area with multiple shelves stocked with bottles and glasses, a bar counter with a cash register, and a seating area with tables and chairs.

1. Saint Kate - The Arts Hotel

Downtown Milwaukee

Essence

NT$6,730 total

includes taxes & fees

Nov 24 - Nov 25

A spa area with a hot tub, seating area, and a pool.

2. Drury Plaza Hotel Milwaukee Downtown

Downtown Milwaukee

Maeson

NT$4,295 total

includes taxes & fees

Dec 3 - Dec 4

An indoor swimming pool with clear views of the cityscape through large windows.

3. The Pfister Hotel

Downtown Milwaukee

Tracy

NT$7,069 total

includes taxes & fees

Dec 2 - Dec 3

An outdoor seating area with round tables and chairs, covered by umbrellas, and surrounded by red flowers.

4. County Clare Irish Hotel & Pub

Downtown Milwaukee

Ryan

NT$5,542 total

includes taxes & fees

Nov 17 - Nov 18

A historic building with a prominent sign for 'The Brewery' at the top.

5. The Brewhouse Inn & Suites

Westown

Julie

NT$4,987 total

includes taxes & fees

Nov 12 - Nov 13

An outdoor seating area with tables, chairs, and a fire feature.

6. Hyatt Place Milwaukee/Downtown

Westown

Margaret

NT$5,545 total

includes taxes & fees

Nov 22 - Nov 23

An indoor bar area with seating, a fire feature, and a bar stocked with bottles.

7. Kimpton Journeyman Hotel by IHG

Downtown Milwaukee

Daniel

NT$6,540 total

includes taxes & fees

Nov 29 - Nov 30

A modern outdoor seating area with a fire feature, overlooking a cityscape with tall buildings and a view of the street.

8. The Trade, Autograph Collection

Westown

Morgan

NT$6,927 total

includes taxes & fees

Nov 24 - Nov 25

A building with a 'Inn' sign, large arched windows, and a well-lit entrance.

9. Kinn Guesthouse Downtown

Downtown Milwaukee

Gabriella

NT$6,570 total

includes taxes & fees

Dec 2 - Dec 3

A hotel with a modern facade, multiple floors, and a prominent entrance with signage.

10. DoubleTree by Hilton Milwaukee Downtown

Westown

Juan

NT$3,920 total

includes taxes & fees

Nov 22 - Nov 23

A modern lounge area with a fireplace, sofas, and a coffee table.

11. Homewood Suites By Hilton Milwaukee Downtown

Downtown Milwaukee

Chris

NT$3,914 total

includes taxes & fees

Dec 6 - Dec 7

A grand atrium with multiple levels, ornate columns, and a glass ceiling.

12. Hilton Garden Inn Milwaukee Downtown

Downtown Milwaukee

Jessica

NT$3,920 total

includes taxes & fees

Nov 22 - Nov 23

A modern bathroom with a marble countertop, a glass-enclosed shower, and a view of a cityscape through large windows.

13. Potawatomi Hotel & Casino

Menomonee River Valley

Brianna

NT$5,998 total

includes taxes & fees

Nov 24 - Nov 25

An outdoor patio area with wicker furniture, hanging plants, and a stone wall backdrop.

14. The Iron Horse Hotel

Fifth Ward

Darren

NT$5,447 total

includes taxes & fees

Nov 15 - Nov 16

A building with a black awning and a balcony with red flowers.

15. Dubbel Dutch

Downtown Milwaukee

Cydney

NT$6,307 total

includes taxes & fees

Nov 12 - Nov 13

A lobby with a checkered floor, two elevators, and a chandelier.

16. Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Avenues West

Daniel

NT$2,817 total

includes taxes & fees

Nov 24 - Nov 25

A modern hotel lobby with a reception desk, seating area, and a patterned wall.

17. Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

Diane

NT$4,257 total

includes taxes & fees

Nov 15 - Nov 16

A modern interior with a central bar area, seating arrangements, and large windows offering natural light.

18. SpringHill Suites by Marriott Milwaukee Downtown

Westown

Tracy Stein

NT$4,154 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel with a prominent entrance, a flag, and a sign indicating the name 'Residence Inn'.

19. Residence Inn Milwaukee Downtown by Marriott

Westown

Bailey

NT$4,243 total

includes taxes & fees

Dec 6 - Dec 7

A hotel room with a large bed, a desk, a chair, and a view of the cityscape.

20. The Marc Hotel

Westown

Timothy

NT$3,207 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

Choose what matters most at hotels with a pool in Milwaukee

Breakfast included

Hot tub

Hotels with pools and free breakfast in Milwaukee

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

Drury Plaza Hotel Milwaukee Downtown

Downtown Milwaukee

NT$4,295 total

includes taxes & fees

Dec 3 - Dec 4

A Holiday Inn Express & Suites building with a modern facade, multiple windows, and an American flag.

Holiday Inn Express Milwaukee West Allis by IHG

West Allis

NT$3,875 total

includes taxes & fees

Nov 24 - Nov 25

An outdoor seating area with stone fire pit, blue chairs, and a grill.

Home2 Suites by Hilton Milwaukee Airport

New Coeln

NT$4,252 total

includes taxes & fees

Nov 20 - Nov 21

An outdoor patio area with tables and chairs, string lights overhead, and potted plants.

Homewood Suites by Hilton Wauwatosa Milwaukee

Wauwatosa

NT$4,177 total

includes taxes & fees

Dec 11 - Dec 12

An outdoor seating area with tables and chairs, a fire pit, and a covered section with a bench and a sofa.

Home2 Suites By Hilton Milwaukee West

West Allis

NT$3,886 total

includes taxes & fees

Nov 22 - Nov 23

A spacious lobby with a curved walkway, a seating area with a sofa and armchairs, a refreshment bar, and hanging pendant lights.

Hilton Garden Inn Milwaukee Airport

New Coeln

NT$5,052 total

includes taxes & fees

Dec 4 - Dec 5

A hotel lobby with a reception desk, seating area, and a large framed artwork on the wall.

Sleep Inn & Suites Milwaukee Airport

Town of Lake

NT$2,928 total

includes taxes & fees

Dec 6 - Dec 7

An outdoor patio with a stone fire pit, wicker furniture, and a view of a lake.

Holiday Inn Milwaukee Riverfront by IHG

Glendale

NT$3,196 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Hotels with pools and hot tubs in Milwaukee

Drury Plaza Hotel Milwaukee Downtown

Downtown Milwaukee

NT$4,295 total

includes taxes & fees

Dec 3 - Dec 4

An indoor swimming pool with multiple water jets, a basketball hoop, and a lifeguard sign.

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

College Heights

NT$3,836 total

includes taxes & fees

Dec 9 - Dec 10

Sleep Inn & Suites Milwaukee Airport

Town of Lake

NT$2,928 total

includes taxes & fees

Dec 6 - Dec 7

A large indoor swimming pool with clear blue water, wooden beams on the ceiling, and multiple windows offering views of the surrounding area.

Country Inn & Suites by Radisson, Milwaukee Airport, WI

Maitland Park

NT$2,759 total

includes taxes & fees

Dec 6 - Dec 7

Holiday Inn Milwaukee Riverfront by IHG

Glendale

NT$3,196 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a green outdoor area.

Four Points by Sheraton Milwaukee North Shore

Brown Deer

NT$3,529 total

includes taxes & fees

Nov 29 - Nov 30

A Hampton Inn by Hilton hotel at dusk with a well-lit entrance and a parking lot.

Hampton Inn by Hilton Milwaukee Northwest

Timmerman West

NT$3,092 total

includes taxes & fees

Nov 23 - Nov 24

A pool area with a glass ceiling, poolside chairs, and a sign indicating no glassware allowed.

Best Western Plus Milwaukee Airport Hotel & Conference Ctr

Holler Park

NT$3,994 total

includes taxes & fees

Nov 23 - Nov 24

View all properties

Top Milwaukee Hotel Reviews

AmericInn by Wyndham Brookfield

10/10 Excellent

"The rooms were clean, saff was helpful breakfast was good. I recommend this place."

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good

"This is an older hotel in an art deco style. There were some quirks but it was unique and interesting! It had a very good restaurant and bar and all the staff were excellent at what they did. The bar had great cocktails and the kitchen was open until 12 and bar until 2 am on Friday & Saturday (10/12 on Sunday). The hotel offered a shuttle service to downtown but it filled up quickly on Friday and Saturday evenings. Strongly recommend making a reservation for those times. We walked downtown a couple of times and it wasn’t a bad walk. We had a really nice stay."

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 20 places to stay with pools. While you're visiting, you can explore sights such as Lake Michigan and Milwaukee City Hall, 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, 9-minute walk from Baird Center. Features buffet, a pool, and complimentary wireless internet access. Sheraton Milwaukee Brookfield Hotel: Offers a seasonal outdoor pool, an indoor pool, and free self parking. Royle Hotel Milwaukee Airport: Provides an indoor pool, an outdoor pool, and full. Sleep Inn & Suites Milwaukee Airport: Features buffet, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Milwaukee Brookfield: Offers buffet, an indoor pool, and free self parking.

How many hotels with pools can I expect to find in Milwaukee?

Expedia's 20 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 Cathedral Square 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.

Find Hotels with a Pool in Milwaukee, WI

Change your mind

Treat yourself

Be picky

Check availability on Milwaukee Hotels with a Pool

Our top choices for Milwaukee hotels with a pool

1. Saint Kate - The Arts Hotel

2. Drury Plaza Hotel Milwaukee Downtown

3. The Pfister Hotel

4. County Clare Irish Hotel & Pub

5. The Brewhouse Inn & Suites

6. Hyatt Place Milwaukee/Downtown

7. Kimpton Journeyman Hotel by IHG

8. The Trade, Autograph Collection

9. Kinn Guesthouse Downtown

10. DoubleTree by Hilton Milwaukee Downtown

11. Homewood Suites By Hilton Milwaukee Downtown

12. Hilton Garden Inn Milwaukee Downtown

13. Potawatomi Hotel & Casino

14. The Iron Horse Hotel

15. Dubbel Dutch

16. Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

17. Holiday Inn Express Milwaukee Downtown by IHG

18. SpringHill Suites by Marriott Milwaukee Downtown

19. Residence Inn Milwaukee Downtown by Marriott

20. The Marc Hotel

Choose what matters most at hotels with a pool in Milwaukee

Hotels with pools and free breakfast in Milwaukee

Drury Plaza Hotel Milwaukee Downtown

Hotels with pools and hot tubs in Milwaukee

Drury Plaza Hotel Milwaukee Downtown

Top Milwaukee Hotel Reviews

AmericInn by Wyndham Brookfield

Frequently asked questions

Explore a world of travel with Expedia