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.
Saint Kate - The Arts Hotel
Downtown Milwaukee
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,368 reviews)
Amazing property and ticked all of our boxes. We loved the record player in the room and the beautiful touches throughout the hotel. We were only in town for 2 nights but the Saint Kate made us want to stay for longer. We will be planning another trip soon and this will be our go to spot!
Reviewed on Jul. 30, 2025
The Iron Horse Hotel
Fifth Ward
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
9.4/10 Exceptional! (1,009 reviews)
Hotel room bathrooms were dirty. Toenail clippings on floor and only half roll of toilet paper available. Had to call twice over eight hours to get toilet paper.
Reviewed on Jul. 27, 2025
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
Sonesta Select Milwaukee Brookfield
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 18 to Aug 19
CA $116
CA $134 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very Good! (1,202 reviews)
Relaxed atmosphere.
"We really enjoyed our stay. The staff was friendly, the music was awesome, the food was pretty good. My only take is if you had a non pork option for some of us that don't eat pork. But rather than that? Everything else was spot on. I also surfaced cleaned before I left. Because the staff work do ..."
Reviewed on Jul. 29, 2025
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Aug 31 to Sep 1
CA $109
CA $126 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (350 reviews)
"I was able to do an early check in, the room was clean"
Reviewed on Jul. 28, 2025
Four Points by Sheraton Milwaukee North Shore
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Aug 10 to Aug 11
CA $142
CA $164 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Everything was very nice. Clean comfortable room and the staff was friendly and welcoming."
Reviewed on Jul. 24, 2025
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.
Discover the most popular places to visit in Downtown Pewaukee
Harley-Davidson Museum
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Milwaukee Art Museum
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
Potawatomi Bingo Casino
Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Things to do
Skip the Line: Museum Admission Ticket - Grohmann Museum
CA $7
per adult
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
CA $12
per adult
80% of travellers recommend
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
CA $36
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.