Find Hotels with a Pool in Pewaukee, WI

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Check availability on Pewaukee Hotels with a Pool

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pewaukee Hotels with a Pool

Indoor pool, open 6:00 AM to 10 PM, sun loungers
The Pfister Hotel

The Pfister Hotel

4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1783)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
The price is ￥18,420
￥21,715 total
includes taxes & fees
Dec 23 - Dec 24
The Pfister Hotel
Indoor pool
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1996)
" Loved our stay!!"
United States
Morgan
The price is ￥15,554
￥18,339 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Drury Plaza Hotel Milwaukee Downtown
Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3.0 star property
Westown
8.6 out of 10, Excellent, (1004)
"Great location and amenities for the price. "
United States
Nichole
The price is ￥14,432
￥17,017 total
includes taxes & fees
Dec 14 - Dec 15
Aloft Milwaukee Downtown
Lobby
The Ingleside Hotel

The Ingleside Hotel

4.0 star property
Pewaukee
8.6 out of 10, Excellent, (754)
"Great place, very quiet clean and wonderful location for access to medical facilities "
United States
James
The price is ￥16,683
￥18,852 total
includes taxes & fees
Dec 4 - Dec 5
The Ingleside Hotel
Indoor pool
Best Western Waukesha Grand

Best Western Waukesha Grand

2.5 star property
Pewaukee
7.8 out of 10, Good, (1012)
"Loved the pool and hot tub "
United States
Whitney
The price is ￥10,569
￥11,943 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Waukesha Grand
Indoor pool
Wildwood Lodge

Wildwood Lodge

2.5 star property
Pewaukee
8.4 out of 10, Very Good, (1010)
"Room was very nice and staff was great"
United States
Paula
Wildwood Lodge
Indoor pool
Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG

3.0 star property
Pewaukee
9.0 out of 10, Wonderful, (466)
"staff,condition,room.all was awesome ! "
United States
Michael
The price is ￥14,187
￥16,031 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Pewaukee - Milwaukee West by IHG
Indoor pool
Courtyard by Marriott Milwaukee Downtown

Courtyard by Marriott Milwaukee Downtown

3.0 star property
Westown
8.8 out of 10, Excellent, (1003)
"Friendly staff, clean room"
United States
Derek
The price is ￥15,735
￥18,551 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Courtyard by Marriott Milwaukee Downtown
Indoor pool
Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

3.0 star property
Holler Park
8.8 out of 10, Excellent, (1227)
"Very good for what it is - namely an airport hotel. I would stay there again."
United States
Karl
The price is ￥13,770
￥16,234 total
includes taxes & fees
Dec 8 - Dec 9
Hyatt Place Milwaukee Airport
Indoor pool, open 4:00 AM to 11:00 PM, sun loungers
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 star property
Brookfield
8.8 out of 10, Excellent, (1011)
"Great breakfast and friendly staff. "
United States
Katrina
The price is ￥15,431
￥17,822 total
includes taxes & fees
Dec 21 - Dec 22
Embassy Suites by Hilton Milwaukee Brookfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pewaukee Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Love the hotel and staff. But $50 to feed to people is a but much. Thats is $150 a day. On top of paying for parking everyday."
Jennifer 1-night trip
Posted 2 days ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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Frequently asked questions

What are some accommodations with pools in Pewaukee?
The Ingleside Hotel: Features a water park, an indoor pool, and a snack bar/deli. Wildwood Lodge: Offers 2 restaurants, an indoor pool, and buffet. 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 and Pewaukee Lake Beach. Discover sights such as Springs Water Park, Nagawaukee County Park and Beach, and Two Brothers Wines during your stay. Travelers love Pewaukee for its array of dining options.
When is the best time to book a hotel with a pool in Pewaukee?
Taking into account the local weather in Pewaukee is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Pewaukee are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.