Find Hotels with a Pool in Pewaukee, WI

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Check availability on Pewaukee Hotels with a Pool

Tonight
Dec 4 - Dec 5
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Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pewaukee Hotels with a Pool

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
$68 nightly
The price is $77
Dec 7 - Dec 8
Total with taxes and fees
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
$93 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
Wildwood Lodge
Lobby
The Ingleside Hotel

The Ingleside Hotel

4.0 star property
Pewaukee
8.6 out of 10, Excellent, (756)
"Great place, very quiet clean and wonderful location for access to medical facilities "
United States
James
$119 nightly
The price is $134
Dec 7 - Dec 8
Total with taxes and fees
The Ingleside Hotel
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
$91 nightly
The price is $103
Dec 24 - Dec 25
Total with taxes and fees
Holiday Inn Pewaukee - Milwaukee West by IHG
Indoor pool
La Quinta Inn & Suites by Wyndham Milwaukee Delafield

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

3.0 star property
Delafield
8.6 out of 10, Excellent, (1005)
"The people were nice and helpful."
United States
Marilyn
$77 nightly
The price is $86
Dec 14 - Dec 15
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Indoor pool
AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee

2.5 star property
Delafield
8.0 out of 10, Very Good, (700)
"Had great stay. Would stay again if in the area."
United States
Craig
$74 nightly
The price is $84
Dec 7 - Dec 8
Total with taxes and fees
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
Indoor pool, open 6 AM to 11:00 PM, sun loungers
Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

2.5 star property
Delafield
9.4 out of 10, Exceptional, (599)
"Will stay again"
United States
leda
$95 nightly
The price is $108
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express & Suites Delafield by IHG
Indoor pool
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3.0 star property
Glendale
7.8 out of 10, Good, (1001)
"Clean rooms, very accommodating to our needs/wants. Was a very pleasant stay! "
United States
Nancy
$64 nightly
The price is $74
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Milwaukee Riverfront by IHG
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, (1785)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
$130 nightly
The price is $153
Dec 29 - Dec 30
Total with taxes and fees
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, (1999)
" Loved our stay!!"
United States
Morgan
$100 nightly
The price is $118
Jan 1 - Jan 2, 2026
Total with taxes and fees
Drury Plaza Hotel Milwaukee Downtown
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 3 days ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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.

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