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
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Pewaukee hotels with a pool

An indoor swimming pool with clear views of the cityscape through large windows.
A banquet hall with round tables, gold chairs, chandeliers, and floral centerpieces.
A hotel lobby with a bar area, seating with tables, and large windows offering a view of the cityscape.
A grand staircase with marble steps and golden lion statues, leading to an upper floor.

1. The Pfister Hotel

The Pfister Hotel
Downtown Milwaukee
  • Soak in historic elegance at a Victorian-era indoor pool with plush loungers and poolside bar service.
$177 nightly
$209 total
Nov 1 - Nov 2
Total with taxes and fees
The Pfister Hotel
An indoor swimming pool with lounge chairs and tables, large windows, and a view of the outside.
A modern lobby with a curved seating area, a reception desk, and a large window with a view.
A buffet area with a variety of food items, including fruits, vegetables, and prepared dishes.
A modern lobby with a fireplace, seating area, and a television.

2. Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel
Brookfield
  • Revitalized pools create a year-round aquatic retreat at this freshly renovated Milwaukee hotel.
$75 nightly
$87 total
Oct 18 - Oct 19
Total with taxes and fees
Sheraton Milwaukee Brookfield Hotel
A spa area with a hot tub, seating area, and a pool.
A spacious lobby with a modern design, featuring a seating area with armchairs and sofas, a bar with a counter, and a large cityscape mural on the wall.
A modern restaurant with wooden flooring, green and yellow chairs, and a central seating area with a bench.
A multi-story hotel with a prominent sign at the top.

3. Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
Downtown Milwaukee
  • Swim refreshing laps or soak in the bubbling hot tub at this downtown Milwaukee hotel with pristine pool facilities.
$119 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
Drury Plaza Hotel Milwaukee Downtown
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.
An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.

4. 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.
$80 nightly
$93 total
Oct 6 - Oct 7
Total with taxes and fees
AmericInn by Wyndham Brookfield
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 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.

5. 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.
$91 nightly
$103 total
Oct 19 - Oct 20
Total with taxes and fees
Wildwood Lodge
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
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.
A hotel room with a bathroom, a bed, and a view of the outdoors.

6. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
$119 nightly
$134 total
Oct 8 - Oct 9
Total with taxes and fees
The Ingleside Hotel
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.
A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.
A hotel room with a sofa, armchair, a flat-screen TV, a bookshelf, and a large window offering a city view.
A spacious lobby with a central seating area, a bar, and a staircase leading to upper floors.

7. Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield
Brookfield
  • Swim in style at this inviting indoor pool retreat with loungers, followed by a workout in the 24-hour fitness center.
$122 nightly
$141 total
Oct 8 - Oct 9
Total with taxes and fees
Embassy Suites by Hilton Milwaukee Brookfield
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 brick building with a sign reading "Country Inn & Suites by Radisson."
A spacious lobby with a reception desk, seating area, fireplace, and a staircase with ornate railings.

8. 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.
$104 nightly
$120 total
Oct 30 - Oct 31
Total with taxes and fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
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 reception area with three marble reception desks, wooden paneling, and recessed lighting.
A modern bar area with a stone wall, wooden flooring, and bar stools.

9. 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.
$118 nightly
$134 total
Oct 11 - Oct 12
Total with taxes and fees
Marriott Milwaukee West
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
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 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.

10. 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
Nov 1 - Nov 2
Total with taxes and fees
Best Western Waukesha Grand
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

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 1 hour ago
The Ingleside Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

8/10 Good
"Need better pillows"
Jacob 2-night trip
Posted 1 hour ago
Sheraton Milwaukee Brookfield 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 3 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 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 $85 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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