A riverside town with colorful buildings and a sandy beach.

Find Hotels with a Pool in Pewaukee, WI from CA $120

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Check availability on Pewaukee Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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.
CA $111
CA $125 total
includes taxes & fees
Nov 4 - Nov 5
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 modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A courtyard with a wooden staircase, a bench, and a garden area.

2. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
CA $151
CA $171 total
includes taxes & fees
Oct 22 - Oct 23
The Ingleside Hotel
A pool area with a glass table, lounge chairs, and a basketball hoop.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.
A bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.

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.
CA $134
CA $152 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Pewaukee - Milwaukee West by IHG
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 Best Western hotel with a modern facade, accessible parking, and a covered entrance.

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.
CA $112
CA $126 total
includes taxes & fees
Nov 1 - Nov 2
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 reception area with three marble reception desks, wooden paneling, and recessed lighting.

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.
CA $161
CA $182 total
includes taxes & fees
Nov 1 - Nov 2
Marriott Milwaukee West
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 modern bathroom with a large mirror, a sink, a toilet, and a shower.

6. 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.
CA $134
CA $152 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn Express & Suites Delafield by IHG
An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.
A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.
A hotel lobby with a dining area, a reception desk, and a clock on the wall.
A hotel lobby with leather sofas, a reception desk, and a dining area.

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.
CA $115
CA $129 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A reception desk with a "Welcome to the Cheese State" sign, a Hilton Honors sign, and a magazine rack with a red cover.
A modern office space with a long table, chairs, and coffee machines.

8. 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.
CA $143
CA $162 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Milwaukee/Brookfield
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.

9. 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.
CA $167
CA $189 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A breakfast bar with a sign reading 'Breakfast Corner,' a coffee machine, and various breakfast items.
A hotel lobby with a fireplace, seating area, and a reception desk.
A hotel room with a sofa, armchair, bed, and a small table.

10. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
CA $106
CA $120 total
includes taxes & fees
Oct 22 - Oct 23
Baymont by Wyndham Waukesha
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

8/10 Good
"Historic, perfect location. Room was clean and quiet."
Erika 2-night trip
Posted 1 hour ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Best Western Waukesha Grand

Best Western Waukesha Grand

10/10 Excellent
"My stay was fantastic! I was greeted promptly by the staff, and the check-in process was completely hassle-free. The room was exceptionally clean, and the property is in a perfect location right next to everything. The breakfast was great as well! My only minor suggestion for improvement would be to update the fitness room equipment, but overall, it was a wonderful stay."
John 2-night trip
Posted 9 hours ago
Best Western Waukesha Grand
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Beautiful, historic hotel , where everything is 1st class! Room was spacious and clean.Bar on 23 rd floor overlooking the city was a nice place to have a drink. I don’t usually eat at hotel restaurants , but this restaurant was excellent! Staff is friendly and helpful"
Gail 2-night trip
Posted 14 hours ago
The Pfister Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Cozy, well designed. Amenities were terrific… full length plus shaving mirror. Freezer in mini fridge. Safe. Multiple charging stations. Very comfortable !"
Susan 1-night trip
Posted 14 hours ago
Sheraton Milwaukee Brookfield Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

8/10 Good
"Clean facility and friendly staff"
Ryan 1-night trip
Posted 15 hours ago
Embassy Suites by Hilton Milwaukee Brookfield
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

10/10 Excellent
"Very close the The Rave. Staff is very helpful, the transport bus was a pleasant surprise also! Would stay again!"
Monica 1-night trip
Posted 3 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 3-star option for families seeking a refreshing getaway. This hotel features a delightful outdoor pool, great for relaxing after a day of adventures. Guests appreciate the clean and spacious atmosphere, complemented by friendly service and convenient amenities.In addition to the outdoor pool, this hotel also offers an indoor pool, which is great for year-round swimming, and free Wi-Fi to keep everyone connected. Families will enjoy the added convenience of free self-parking and complimentary toiletries, ensuring a straightforward stay.
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 CA $120 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.
Which Pewaukee hotels with outdoor pools are near Waukesha, WI (UES-Waukesha County)?
The Holiday Inn Pewaukee - Milwaukee West by IHG is a fantastic option for travellers seeking a comfortable stay with an outdoor pool. This 3-star hotel boasts an impressive review rating of 9.0, reflecting the satisfaction of its guests.Families will appreciate the convenience of the hotel's free WiFi and complimentary toiletries, making their stay as effortless as possible. Moreover, with free self-parking available, you can easily explore nearby attractions without the hassle of parking fees.Located just a mile from Waukesha, WI (UES-Waukesha County) airport, this hotel is perfectly situated for those looking to enjoy both the comfort of a well-rated hotel and the adventure of outdoor activities in the surrounding area.
Is it cheaper to book flights and a hotel in Pewaukee 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 travel 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 with an outdoor pool in Pewaukee for you.
How can I save on a hotel in Pewaukee with Expedia?
Before booking your Pewaukee hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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