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.
Kinn Guesthouse Downtown
Downtown Milwaukee
Price was CA $1,661, price is now CA $1,400 per person
CA $1,400
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
The Pfister Hotel
Downtown Milwaukee
Price was CA $2,514, price is now CA $1,715 per person
CA $1,715
per person
Sep 10 - Sep 14
found 15 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Milwaukee (MKE)
9.6/10 Exceptional! (2,164 reviews)
An elevated level of quality and service. From breakfast at the cafe, Blu bar, lobby bar, check in and out- amazing. The only thing I can think of that could be improved were our waters were not replenished after day 1 in our room. (Minor, and we did not follow up and ask for any). Champagne at check in and waters for the road. We hadn’t stayed here in years and will be back sooner rather than later!
Reviewed on Aug 2, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $1,655, price is now CA $1,468 per person
CA $1,468
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,682 reviews)
Very clean staff were friendly and helpful food was delicious
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! (1,715 reviews)
"Very clean staff were friendly and helpful food was delicious"
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 $178 per night from Aug 6 to Aug 7
CA $178
CA $205 total
Aug 6 - Aug 7
includes taxes & fees
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from Aug 9 to Aug 10
CA $341
CA $402 total
Aug 9 - Aug 10
includes taxes & fees
9.6/10 Exceptional! (2,194 reviews)
"An elevated level of quality and service. From breakfast at the cafe, Blu bar, lobby bar, check in and out- amazing. The only thing I can think of that could be improved were our waters were not replenished after day 1 in our room. (Minor, and we did not follow up and ask for any). Champagne at check ..."
Reviewed on Aug 2, 2026
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.
