A calm lake with sunlight reflecting off the water, surrounded by trees and rocks.

Waukesha Hotel with Pool

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Check availability on Waukesha Hotel with Pool

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Waukesha hotels with a pool

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A hotel room with a large bed, a desk with a chair, a small table with a lamp, and a picture on the wall.
A hotel lobby with a fireplace, seating area, and a reception desk.
A hotel room with a sofa, armchair, bed, and a small table.

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
HK$618
HK$699 total
includes taxes & fees
14 Sept - 15 Sept
Baymont by Wyndham Waukesha
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A modern bar area with a stone wall, wooden flooring, and bar stools.
A spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.
A reception area with three marble reception desks, wooden paneling, and recessed lighting.

2. Marriott Milwaukee West

Marriott Milwaukee West
Waukesha
  • Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.
HK$860
HK$971 total
includes taxes & fees
6 Sept - 7 Sept
Marriott Milwaukee West
An indoor swimming pool with wooden beams, tiled walls, and seating areas.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
A modern hotel lobby with seating areas, a bar, and a television.
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.

3. Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
Waukesha
  • Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
HK$894
HK$1,010 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites by Hilton Milwaukee Brookfield
A multi-story hotel with a modern design, featuring a mix of brick and stone facades, large windows, and a visible outdoor seating area.

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
HK$840
HK$949 total
includes taxes & fees
2 Sept - 3 Sept
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
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.
A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.
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.

5. AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
Brookfield
  • Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
HK$628
HK$725 total
includes taxes & fees
4 Sept - 5 Sept
AmericInn by Wyndham Brookfield
A pool area with a glass table, lounge chairs, and a basketball hoop.
A pool area with lounge chairs and a table, large windows, and a clear view of the outdoors.
A bar area with a long counter, stools, and shelves stocked with bottles and glasses.
A hotel room with two beds, a television, and a desk with a lamp.

6. 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.
HK$729
HK$824 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Pewaukee - Milwaukee West by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

7. 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.
HK$746
HK$843 total
includes taxes & fees
27 Sept - 28 Sept
Wildwood Lodge
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.
A spacious lobby with a yellow sofa, a gray sofa, and a coffee table with magazines. There are wall-mounted lights, a large window with a view of greenery, and a door leading outside.

8. Best Western Waukesha Grand

Best Western Waukesha Grand
Pewaukee
  • Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
HK$620
HK$701 total
includes taxes & fees
1 Oct - 2 Oct
Best Western Waukesha Grand
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A modern hotel room with a gray sofa, a small kitchenette, a framed picture on the wall, and a green chair.
A modern office space with a long table, chairs, and coffee machines.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.

9. Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
Brookfield
  • Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
HK$765
HK$864 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Milwaukee/Brookfield
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A dining table with a plate of food, a glass of red wine, and a glass of beer.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A courtyard with a wooden staircase, a bench, and a garden area.

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
HK$840
HK$949 total
includes taxes & fees
6 Sept - 7 Sept
The Ingleside Hotel
View all properties

Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Hot tub
4 stars
Water park
Spa

Top Waukesha Hotel Reviews

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Hotel has a great location…easy access to everything. Room was spacious and clean and the breakfast and Happy Hour were great!!! Would definitely stay there again when traveling to Milwaukee!!!"
Margaret 4-night trip
Posted 11 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent
"Super comfortable bed and spacious room. The water pressure in the shower was great and the location was convenient to get into downtown. My favorite perk was the coffee machine available 24/7."
Maureen 2-night trip
Posted 13 hours ago
AmericInn by Wyndham Glendale/Milwaukee
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Fast check in. Valet was worth the money!"
Debbie 1-night trip
Posted 13 hours ago
Hyatt Regency Milwaukee
Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"The room was spacious and the bed was comfortable. I told the front desk staff that I was celebrating my birthday so I was given a room with a beautiful view!"
Jill 1-night trip
Posted 17 hours ago
Hilton Milwaukee
The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"The Iron Horse Hotel is visually stunning. The lobby and dining areas feature a fantastic industrial design with exposed brick, heavy timber beams, vintage motorcycles, and vibrant artwork. The staff is extremely helpful and welcoming, and the room's bathroom was beautifully designed. However, there are a few areas for improvement. First, the on-site restaurant closes at 10:00 PM, which is too early, especially on weekends. Second, at the outdoor bar, I was served a drink in a noticeably dirty glass. When I asked for a replacement, the bartender simply poured the existing drink from the dirty glass directly into a clean one rather than pouring a fresh drink. Finally, the room itself showed significant wear and tear. The carpeting had a tripping hazard from buckling, dark creases, and a bleached spot. The animal-hide ottoman was heavily worn with a hole on top, and the bathroom vanity had a burnt-out bulb, indicating a lapse in basic maintenance. Despite these issues, the beautiful atmosphere and great staff make this a place I would definitely stay again."
EFRAIN A 2-night trip
Posted 21 hours ago
The Iron Horse Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"The staff goes above and beyond for making their guests feel welcome, and they are very informative about any questions one may ask"
Cheryl 1-night trip
Posted 2 days ago
Sheraton Milwaukee Brookfield Hotel

Frequently asked questions

What are some accommodation options with pools in Waukesha?
Baymont by Wyndham Waukesha: Features daily, a pool and free self parking. Marriott Milwaukee West: Offers a snack bar/deli, an indoor pool and free self parking. AmericInn by Wyndham Brookfield: Provides daily, an indoor pool and free self parking. The Pfister Hotel: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool and a full-service spa. Sheraton Milwaukee Brookfield Hotel: Offers a seasonal outdoor pool, an indoor pool and free self parking.
What is there to see and do in Waukesha?
Explore places such as American Family Field while you're in the area. Surround yourself with nature at Frame Park Formal Gardens and Fox River Park. The sporting events, live music and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Waukesha?
Taking the local weather in Waukesha 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 -3°C. The snowiest months in Waukesha are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

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