A riverside town with colorful buildings and a sandy beach.

Pewaukee Hotel Guide - Hotels with Pool in Pewaukee, Milwaukee

  • 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 Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
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.
€84
includes taxes & fees
7 Oct - 8 Oct
Wildwood Lodge
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A courtyard with a wooden staircase, a bench, and a garden area.
A dining table with a plate of food, a glass of red wine, and a glass of beer.

2. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into holiday bliss at this family-friendly hotel featuring a whimsical water park.
€108
includes taxes & fees
8 Oct - 9 Oct
The Ingleside Hotel
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
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.
A Best Western hotel with a modern facade, accessible parking, and a covered entrance.

3. 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.
€79
includes taxes & fees
1 Nov - 2 Nov
Best Western Waukesha Grand
A pool area with a glass table, lounge chairs, and a basketball hoop.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
A bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.

4. 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.
€103
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Pewaukee - Milwaukee West by IHG
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 reception area with three marble reception desks, wooden paneling, and recessed lighting.
A modern building with a reflective water body in front, surrounded by greenery and a clear sky.

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.
€119
includes taxes & fees
11 Oct - 12 Oct
Marriott Milwaukee West
An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
A hotel lobby with leather sofas, a reception desk, and a dining area.
A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

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.
€88
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
An indoor swimming pool with a tiled floor, metal railings, and a high ceiling with skylights.
A modern bathroom with a large bathtub, a shower area, and a vanity with a mirror.
A hotel with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.
A hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

7. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee
Delafield
  • Dive into rejuvenating waters at this Delafield hotel's indoor pool and hot tub sanctuary.
€80
includes taxes & fees
6 Oct - 7 Oct
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
An indoor swimming pool area with multiple lounge chairs and tables, a pool with clear blue water, and a view of the outdoors through large windows.
A Holiday Inn Express building with a parking lot, marked handicapped spaces, and a landscaped area with trees.
A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.
A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.

8. 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.
€103
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Express & Suites Delafield by IHG
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A hotel lobby with a fireplace, seating area, and a reception desk.
A hotel room with a sofa, armchair, bed, and a small table.
A hotel room with a large bed, a desk with a chair, a small table with a lamp, and a picture on the wall.

9. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
€75
includes taxes & fees
11 Oct - 12 Oct
Baymont by Wyndham Waukesha
A large indoor swimming pool with tiled walls and a wooden floor, surrounded by lounge chairs and a small seating area.
A modern living room with a fireplace, comfortable seating, and a large window offering a city view.
A modern bar area with wooden beams, a bar counter, and a seating area with green upholstered chairs.
A rooftop terrace with outdoor seating, a fire pit, and string lights.

10. 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.
€119
includes taxes & fees
18 Oct - 19 Oct
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Beautiful rooms and hotel"
SUSAN 1-night trip
Posted 5 hours ago
Hyatt Regency Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good
"Restaurant/bar was very good and shuttle to Brewers game"
Anne 1-night trip
Posted 10 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Ingleside Hotel

The Ingleside Hotel

8/10 Good
"Neighbors next door had music blaring after 10:30 at night and we had 3 little ones under the age of 5 trying to sleep."
Kim 1-night trip
Posted 12 hours ago
The Ingleside Hotel
Best Western Waukesha Grand

Best Western Waukesha Grand

8/10 Good
"The water never got hot in the shower, the hot tub wasn’t working but the room was clean and sufficient. Although it needs some updating.., lamp shades, worn furniture, dim lighting in bathroom and tub faucet looked like it wasn’t attached correctly so the tub filled up while taking a shower."
Barb 2-night trip
Posted 15 hours ago
Best Western Waukesha Grand
Wildwood Lodge

Wildwood Lodge

10/10 Excellent
"Very nice property . The room was clean and the staff was nice and helpful. There was ample parking spaces. Good breakfast with plenty of choices.."
Heidi 1-night trip
Posted 4 days ago
Wildwood Lodge

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 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pewaukee are January, March, November and February, with each month seeing an average of 21 cm of snowfall.