A riverside town with colorful buildings and a sandy beach.

Find Hotels with a Pool in Pewaukee, WI

Check availability on Pewaukee Hotels with a Pool

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 30 - Nov 1
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Nov 6 - Nov 8

Our top choices for Pewaukee hotels with a pool

An indoor swimming pool with clear views of the cityscape through large windows.
A grand staircase with marble steps and golden lion statues, leading to an upper floor.
A hotel lobby with a bar area, seating with tables, and large windows offering a view of the cityscape.
A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.

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.
$199 nightly
$234 total
Nov 15 - Nov 16
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 hotel corridor with a patterned carpet, benches, and a view of the outdoors.
A buffet area with a variety of food items, including fruits, vegetables, and prepared dishes.
A modern lobby with a curved seating area, a reception desk, and a large window with a view.

2. Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel
Brookfield
  • Revitalized pools create a year-round aquatic retreat at this freshly renovated Milwaukee hotel.
$87 nightly
$100 total
Nov 1 - Nov 2
Total with taxes and fees
Sheraton Milwaukee Brookfield Hotel
A spa area with a hot tub, seating area, and a pool.
A modern restaurant with wooden flooring, green and yellow chairs, and a central seating area with a bench.
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 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.
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.
A modern hotel lobby with a seating area, a counter with a coffee machine, and a decorative wall.

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.
$83 nightly
$96 total
Nov 2 - Nov 3
Total with taxes and fees
AmericInn by Wyndham Brookfield
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 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.

5. 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 25 - Oct 26
Total with taxes and fees
The Ingleside Hotel
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sunbed.
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.
A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.

6. 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
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Milwaukee 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 hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

7. 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.
$87 nightly
$98 total
Nov 24 - Nov 25
Total with taxes and fees
Wildwood Lodge
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 hotel room with two beds, a red armchair, a television, and a window with curtains.
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.
$100 nightly
$116 total
Nov 14 - Nov 15
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 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 reception area with three marble reception desks, wooden paneling, and recessed lighting.

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.
$110 nightly
$124 total
Nov 22 - Nov 23
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 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 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.

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

Find out more about Pewaukee

Discover top Pewaukee attractions

Pewaukee offers a delightful blend of natural beauty and engaging activities that will captivate travelers seeking a memorable experience. Begin your adventure at the picturesque Pewaukee Lake, where you can enjoy a serene day of boating or paddleboarding, soaking in the stunning views and tranquility. For those who prefer land-based activities, the scenic trails surrounding the lake provide perfect opportunities for leisurely walks or invigorating bike rides, allowing you to immerse yourself in the area's natural charm. If you're looking for a bit of culture, the local art scene showcases various galleries and studios that feature unique works by talented artists, offering a glimpse into the creative spirit of the community. Additionally, the charming downtown area is filled with boutique shops and artisan stores, where you can find unique souvenirs and gifts to remember your trip. After a day of exploration, unwind at one of the inviting accommodations nearby, where attentive service and comfortable amenities await, ensuring a restful night’s sleep before another day of adventure.

Find the best pool hotels in Pewaukee

For travelers seeking relaxation and fun in the water, Pewaukee offers some excellent hotel options featuring inviting pools. Here are the top selections for a refreshing stay.

Wildwood Lodge

  • Why it's great: Ideal for pool enthusiasts, Wildwood Lodge boasts a fantastic indoor pool that invites travelers to unwind and enjoy a refreshing swim. With an excellent review rating of 9 out of 10, this budget-friendly hotel also features a pool hoist for accessibility, ensuring that everyone can enjoy the aquatic enjoyment. Guests will appreciate the romantic ambiance and comfortable accommodations, including separate living and bedroom spaces.
  • Other amenities: In addition to its aquatic offerings, Wildwood Lodge provides a range of delightful amenities. Guests can enjoy complimentary breakfast options, including buffet and self-serve choices. The hotel also features a private hot tub, perfect for relaxation after a swim. With free Wi-Fi, daily housekeeping, and self-parking available, convenience is prioritized. For those traveling with pets, the hotel has pet-friendly policies and facilities, making it a versatile choice for all types of travelers.
  • Nearby attractions: Retzer Nature Center - 6 miles

Holiday Inn Pewaukee - Milwaukee West by IHG

  • Why it's great: The Holiday Inn Pewaukee is a perfect retreat for travelers wanting to enjoy a lovely indoor pool. With a solid review rating of 9 out of 10 and a welcoming atmosphere, this 3-star hotel offers travelers a refreshing aquatic experience alongside comfortable accommodations. The indoor pool is a highlight, providing a great space to relax and swim year-round.
  • Other amenities: Guests can take advantage of thoughtful features such as premium bedding and designer toiletries for an enhanced stay. The hotel also offers free breakfast, ensuring a great start to the day. Other amenities include connecting rooms, free Wi-Fi, and daily housekeeping for added convenience. With a welcoming place for all travelers, including the LGBTQIA community, this hotel is designed for a comfortable and inclusive experience.
  • Nearby attractions: Waukesha County Museum - 3 miles

Best Western Waukesha Grand

  • Why it's great: Best Western Waukesha Grand is an inviting choice for those seeking pool access, featuring a well-maintained indoor pool that travelers can enjoy throughout their stay. With a review rating of 8 out of 10, this budget-friendly hotel ensures a pleasant experience with its comfortable amenities and inviting atmosphere.
  • Other amenities: In addition to the pool, the hotel offers a free full breakfast, which provides a hearty start to the day. Guests can enjoy free self-parking and daily housekeeping, making their stay straightforward. Other features include air conditioning, complimentary toiletries, and in-room Wi-Fi. The hotel is also pet-friendly, accommodating travelers with furry companions, ensuring that everyone feels welcome.
  • Nearby attractions: Pewaukee Lake - 3 miles, Pewaukee Lake Beach - 3 miles

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 3 hours ago
Sheraton Milwaukee Brookfield Hotel
The Ingleside Hotel

The Ingleside Hotel

8/10 Good
"nothing more"
Brian 1-night trip
Posted 3 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 6 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 6 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 23 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 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 $87 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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