A riverside town with colorful buildings and a sandy beach.

Pewaukee Hotels with Swimming Pool

  • 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 Pewaukee Hotels with Swimming Pools

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Pewaukee hotels with a pool

An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.

1. 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.
RM321
RM362 total
includes taxes & fees
8 Nov - 9 Nov
Wildwood Lodge
A pool area with a glass table, lounge chairs, and a basketball hoop.
A room with two metal-framed lounge chairs, one with a towel on it, and a small table with a towel and a rolled-up item.
A bar area with a counter, bar stools, and a television screen.
The entrance to Milwaukee County Zoo with a circular flower bed and a sign above.

2. 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.
RM372
RM420 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A dining table with a plate of food, a glass of red wine, and a glass of beer.

3. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
RM438
RM494 total
includes taxes & fees
25 Oct - 26 Oct
The Ingleside Hotel
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 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.
A Best Western hotel with a modern facade, accessible parking, and a covered entrance.

4. 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.
RM323
RM365 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Waukesha Grand
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A modern building with a reflective water body in front, surrounded by greenery and a clear sky.
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.

5. 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.
RM448
RM506 total
includes taxes & fees
22 Nov - 23 Nov
Marriott Milwaukee West
A large indoor swimming pool with tiled walls and a wooden floor, surrounded by lounge chairs and a small seating area.
A modern bar area with wooden beams, a bar counter, and a seating area with green upholstered chairs.
A multi-story hotel with a modern design, featuring a prominent 'Courtyard by Marriott' sign, large windows, and a well-lit entrance area.
A modern living room with a fireplace, comfortable seating, and a large window offering a city view.

6. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
Brookfield
  • Dive into poolside relaxation at this Milwaukee family hotel with an indoor aquatic haven.
RM483
RM545 total
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
An indoor swimming pool with a tiled edge, wooden ceiling beams, and a view of the outdoors.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
A gym with treadmills, weight machines, and a rack of dumbbells.
An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.

7. 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.
RM483
RM545 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton Milwaukee Brookfield
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A reception desk with a "Welcome to the Cheese State" sign, a Hilton Honors sign, and a magazine rack with a red cover.
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.

8. 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.
RM379
RM428 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Milwaukee/Brookfield
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 room with a sofa, armchair, bed, and a small table.
A Baymont Inn & Suites with a modern architectural design, featuring a covered entrance and a well-maintained lawn.

9. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
RM315
RM355 total
includes taxes & fees
13 Nov - 14 Nov
Baymont by Wyndham Waukesha
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering a view of greenery outside.
A modern bathroom with a large mirror, a sink, a toilet, and a shower.
A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.
A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

10. Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG
Delafield
  • Splash into morning swims and evening relaxation at this recently renovated hotel with an indoor pool and hot tub.
RM355
RM402 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Delafield by IHG
View all properties

Choose what matters most at hotels with a pool in Pewaukee

Breakfast included
Hot tub
4 stars
Water park
5 stars

Top Pewaukee Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"One night stay. Very convenient. Would stay again."
Juan 1-night trip
Posted 2 hours ago
Sheraton Milwaukee Brookfield Hotel
The Ingleside Hotel

The Ingleside Hotel

8/10 Good
"nothing more"
Brian 1-night trip
Posted 2 hours ago
The Ingleside Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good
"Very solid stay. The staff was pretty friendly and the shuttle service is beyond clutch. The temperature controls were not as sensitive as I would've liked, but the room was cozy. I would stay here again, for sure."
Abraham 4-night trip
Posted 5 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

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

10/10 Excellent
"Great value!"
Randall 1-night trip
Posted 5 hours ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
The Pfister Hotel

The Pfister Hotel

8/10 Good
"I was surprised that the Pfister does not have any courtesy shuttle at all. I thought it was a full service hotel. I was in Milwaukee attending a conference at a center nearly a mile away. Normally, I don't mind walking, but one day it was pouring down rain sideways, and I got soaked to the skin, despite wearing a rain coat. I ate breakfast in the hotel cafe and was shocked that cafe staff allowed a family in with a huge dog, that was wearing an obviously fake "medical alert dog" vest on. The family members were constantly petting the dog and feeding it from the table. A real medical alert dog is trained to stay on the floor, and would not be getting petted or fed from the table. This dog had it's snout on the table. Another party was seated at the same table after the dog owners left. No deep cleaning of the table was done. Having seen this, I would not eat at the cafe again."
Rita 3-night trip
Posted 22 hours ago
The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Breakfast was not good, but everything else was"
Nichole 1-night trip
Posted 2 days ago
Hyatt Regency Milwaukee
Best Western Waukesha Grand

Best Western Waukesha Grand

10/10 Excellent
"We've always liked this hotel. Its right off the interstate and near family. It does have a very tight parking lot."
Sara 3-night trip
Posted 3 days ago
Best Western Waukesha Grand
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"The location of the parking lot in proximity to the property was spot on. Well worth the $20 dollar fee. The staff here is beyond wonderful! We encounter three different ladies at the front desk and every single one of them were the friendliest, welcoming and helpful staff we've had on our travels. Seriously....the staff MADE our stay!"
Keeley 1-night trip
Posted 4 days ago
Ramada by Wyndham Milwaukee

Frequently asked questions

What are some accommodation options with pools in Pewaukee?
Wildwood Lodge: Features 2 restaurants, an indoor pool and buffet. The Ingleside Hotel: Offers a water park, an indoor pool and a snack bar/deli. Holiday Inn Pewaukee - Milwaukee West by IHG: Provides 2 restaurants, a pool and 2 bars.
What is there to see and do in Pewaukee?
Spend some time experiencing the great outdoors at Pewaukee Lake Beach and Pewaukee Lake. Discover sights such as Springs Water Park, Naga-Waukee War Memorial Golf Course and Nagawaukee County Park and Beach during your stay. Travellers love Pewaukee for its array of dining options.
When is the best time to book a hotel with a pool in Pewaukee?
Taking the local weather in Pewaukee into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20Β°C, while the coldest months are January and February, with an average of -3Β°C. The snowiest months in Pewaukee are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

Explore a world of travel with Expedia