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.
The Iron Horse Hotel
Fifth Ward
per person
Oct 3 - Oct 6
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Kinn Guesthouse Bay View
Bay View
per person
Oct 3 - Oct 6
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (391 reviews)
We loved this place! It was clean, very nice, and had a very private feel! The community kitchen/lounge area was really nice and clean. Self check in and out was extremely easy!!! We will stay here again and highly recommend it to any and everybody. A++++++
Reviewed on Jul. 26, 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 $115 per night from Aug 17 to Aug 18
CA $115
CA $133 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (1,191 reviews)
"Another pleasant stay at the Sonesta Select in Brookfield. Breakfast was a little weak, but the room was comfortable and clean."
Reviewed on Jul. 25, 2025
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Aug 3 to Aug 4
CA $119
CA $138 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (333 reviews)
"Amazing, clean and great stuff super friendly"
Reviewed on Jul. 26, 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 $141 per night from Aug 10 to Aug 11
CA $141
CA $164 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,006 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.