Downtown Pewaukee Vacation Packages
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Top Holiday Package Deals in Downtown Pewaukee
Price found within the past 48 hours. Click for updated prices.
Landing Apartments at Mayfair Collection
Wauwatosa
Price was CA $1,046, price is now CA $927 per person
CA $927
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance.
We highly recommend staying here and will definitely be returning for a longer extended stay!
Reviewed on May 21, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
Price was CA $1,225, price is now CA $1,074 per person
CA $1,074
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.4/10 Exceptional! (387 reviews)
Great place, first impression I wasn’t sure if I was in the right place since it was booked for me. Beautiful building, built in the 1800s. Rooms are amazing. Since it is in downtown Milwaukee, it does get a little loud but it’s to be expected. We’ll definitely stay here again.
Reviewed on Jul 30, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $1,071, price is now CA $995 per person
CA $995
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,682 reviews)
Was a great stay! Very comfortable and fun building to stay in.
Reviewed on Aug 3, 2026
Where to stay in Downtown Pewaukee
Find the best Downtown Pewaukee areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Pewaukee
Downtown Milwaukee
Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.
Downtown Pewaukee Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Aug 10 to Aug 11
CA $221
CA $260 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,717 reviews)
"Was a great stay! Very comfortable and fun building to stay in."
Reviewed on Aug 3, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Aug 9 to Aug 10
CA $195
CA $225 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (1,066 reviews)
"Very tired and in need of renovations"
Reviewed on Aug 3, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $298 per night from Aug 17 to Aug 18
CA $298
CA $351 total
Aug 17 - Aug 18
includes taxes & fees
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.
Stay near popular Downtown Pewaukee attractions
Things to do
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
CA $143
per adult
Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown
CA $13
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.