A riverside town with colorful buildings and a sandy beach.

Find Hotels with a Pool in Pewaukee, WI

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Check availability on Pewaukee Hotels with a Pool

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

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 modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

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.
$95 nightly
$108 total
Sep 16 - Sep 17
Total with taxes and fees
Wildwood Lodge
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.

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.
$93 nightly
$105 total
Sep 13 - Sep 14
Total with taxes and fees
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 dining table with a plate of food, a glass of red wine, and a glass of beer.
A courtyard with a wooden staircase, a bench, and a garden area.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.

3. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
$101 nightly
$114 total
Sep 3 - Sep 4
Total with taxes and fees
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 Best Western hotel with a modern facade, accessible parking, and a covered entrance.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.

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.
$79 nightly
$89 total
Oct 1 - Oct 2
Total with taxes and fees
Best Western Waukesha Grand
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.
A modern bar area with a stone wall, wooden flooring, and bar stools.
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.
$110 nightly
$124 total
Sep 10 - Sep 11
Total with taxes and fees
Marriott Milwaukee West
An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.
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.
An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.
A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.

6. 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.
$77 nightly
$89 total
Sep 6 - Sep 7
Total with taxes and fees
AmericInn by Wyndham Brookfield
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 a dining area, a reception desk, and a clock on the wall.
A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

7. 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.
$90 nightly
$102 total
Sep 7 - Sep 8
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
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 hotel lobby with a fireplace, seating area, and a reception desk.

8. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
$78 nightly
$88 total
Sep 6 - Sep 7
Total with taxes and fees
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 Holiday Inn Express building with a covered entrance, a parking lot, and two flags.
A spacious living area with a fireplace, seating, and large windows.
A modern bathroom with a large mirror, a sink, a toilet, and a shower.

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.
$110 nightly
$124 total
Sep 6 - Sep 7
Total with taxes and fees
Holiday Inn Express & Suites Delafield by IHG
An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.
A modern reception area with a wooden reception desk, a grey sofa with an orange pillow, and a coffee machine.
A spacious lobby with a reception desk, seating area, fireplace, and a staircase with ornate railings.
A hotel room with two beds, a red armchair, a television, and a window with curtains.

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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Brookfield
  • Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.
$99 nightly
$114 total
Oct 3 - Oct 4
Total with taxes and fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
View all properties

Choose what matters most at hotels with a pool in Pewaukee

Breakfast included
Hot tub
Water park
4 stars
5 stars

Top Pewaukee Hotel Reviews

Wildwood Lodge

Wildwood Lodge

8/10 Good
"Staff was pleasant breakfast was good and facility was clean. The only issue I had is the height of the toilet it was really low."
Frank 2-night trip
Posted 2 hours ago
Wildwood Lodge
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Brilliant hotel. Loved literally everything about it."
Frank 1-night trip
Posted 2 hours ago
Saint Kate - The Arts Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

8/10 Good
"Las habitaciones son amplias y cómodas limpias"
Gabriel 1-night trip
Posted 3 hours ago
AmericInn by Wyndham Brookfield
Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"Room was very nice! Restaurant was great and priced fairly. Staff were wonderful. Definitely would stay here again"
Felix 1-night trip
Posted 19 hours ago
Hilton Milwaukee
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"Good location, clean facilities and friendly staff."
Gabriel J 3-night trip
Posted 2 days ago
Ramada by Wyndham Milwaukee

Frequently asked questions

What are the best hotels in Pewaukee with outdoor pools?
The Holiday Inn Pewaukee - Milwaukee West by IHG is a fantastic choice for travellers seeking a hotel with an outdoor pool. This 3-star property offers a refreshing outdoor swimming area, ideal for families looking to unwind after a day of adventures.Guests appreciate the convenience of free WiFi and wired internet, which makes it easy to stay connected while enjoying their stay. The hotel's amenities also include free self-parking, ensuring that you can explore Pewaukee and the surrounding areas without any hassle. With an excellent review rating of 9.0, travellers have consistently praised the overall quality and comfort that this hotel provides, making it a reliable option for those in search of good value.
How much does a hotel with outdoor pool in Pewaukee cost?
Enjoy staying in a hotel in Pewaukee with an outdoor pool. You can find a great deal from $89 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Pewaukee hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Pewaukee for you.

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