A riverside town with colorful buildings and a sandy beach.

Hotels with Swimming Pool in Pewaukee, Milwaukee

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Check availability on Pewaukee Hotels with Swimming Pool

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Pewaukee hotels with a pool

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.
P5,850
P6,611 total
includes taxes & fees
Sep 14 - Sep 15
Wildwood Lodge

2. 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.
P4,695
P5,306 total
includes taxes & fees
Aug 19 - Aug 20
Best Western Waukesha Grand

3. 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.
P5,337
P6,031 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Pewaukee - Milwaukee West by IHG

4. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
P6,570
P7,424 total
includes taxes & fees
Aug 16 - Aug 17
The Ingleside Hotel

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.
P7,260
P8,204 total
includes taxes & fees
Aug 23 - Aug 24
Marriott Milwaukee West

6. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Delafield
  • Plunge into aquatic bliss with a scenic indoor pool and soothing hot tub, perfect for relaxation after exploring nearby trails.
P6,073
P6,863 total
includes taxes & fees
Aug 17 - Aug 18
La Quinta Inn & Suites by Wyndham Milwaukee Delafield

7. 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.
P4,914
P5,676 total
includes taxes & fees
Aug 16 - Aug 17
AmericInn by Wyndham Brookfield

8. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
P4,846
P5,475 total
includes taxes & fees
Sep 13 - Sep 14
Baymont by Wyndham Waukesha

9. 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.
P7,239
P8,180 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Express & Suites Delafield by IHG

10. 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.
P5,996
P6,776 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Milwaukee/Brookfield
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

Wildwood Lodge

Wildwood Lodge

10/10 Excellent
"I think this would be a great location to bring a family. Really liked the native American and outdoor themed decor. I arrived very late and night and had to leave very early. Wish I had more time to explore and try the food."
Adam 1-night trip
Posted less than an hour ago
Wildwood Lodge
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

8/10 Good
"Everything was perfect besides shower/tub backed up and wasn’t fully cleaned from the person before. Still had hair on the bottom of shower."
Samantha 1-night trip
Posted 8 hours ago
AmericInn by Wyndham Brookfield
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"The Pfister Hotel in Milwaukee was an exceptional stay from start to finish. The hotel has a rare blend of historic elegance, comfort, and true hospitality that makes it feel like more than just a place to sleep. From the moment I arrived, the property felt polished, timeless, and welcoming, with beautiful details throughout and a level of care that shows. The location is excellent. It is centrally located, making it easy to enjoy downtown Milwaukee, restaurants, business meetings, and nearby attractions without feeling removed from the city. The hotel itself also offers great dining options, which made the stay even more convenient and enjoyable. What stood out most was the atmosphere. The Pfister feels refined without being pretentious, historic without feeling outdated, and impressive without trying too hard. The rooms were comfortable, the service was professional, and the entire experience felt thoughtfully managed. I would highly recommend The Pfister to anyone visiting Milwaukee who wants a hotel with character, elegance, great food, and a prime location. It is a memorable property and one I would gladly return to."
Harrison 2-night trip
Posted 11 hours ago
The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"building/rooms are a bit old."
Alain 1-night trip
Posted 12 hours ago
Hyatt Regency Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Good experience overall !"
Rachel 3-night trip
Posted 1 day ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Pewaukee?
The Ingleside Hotel: Features a water park, an indoor pool, and a snack bar/deli. Wildwood Lodge: Offers 2 restaurants, an indoor pool, and buffet. Holiday Inn Pewaukee - Milwaukee West by IHG: Provides 2 restaurants, a pool, and 2 bars.
What is there to see and do in Pewaukee?
Explore places like American Family Field while you're in the area. The picturesque setting of Pewaukee Lake Beach and Pewaukee Lake showcase the area's natural beauty. Travelers love Pewaukee for its array of dining options.
When is the best time to book a hotel with a pool in Pewaukee?
Taking into account the local weather in Pewaukee is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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 26°F. The snowiest months in Pewaukee are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.

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