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.
Lake Lawn Resort
Price was CA $1,175, price is now CA $1,066 per person
CA $1,066
per person
Sep 25 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,007 reviews)
Everything about this resort is wonderful. Will keep returning!
Reviewed on Jul 6, 2026
Wildwood Lodge
Price was CA $868, price is now CA $808 per person
CA $808
per person
Sep 25 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.8/10 Excellent! (1,020 reviews)
The breakfast was just OK. The tables weren't cleaned on a regular basis. The glass tabletops were always smudged and dirty.
Reviewed on Jul 6, 2026
Embassy Suites by Hilton Milwaukee Brookfield
Price was CA $996, price is now CA $929 per person
CA $929
per person
Sep 25 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9/10 Wonderful! (1,299 reviews)
Everything was amazing about this place. The staff 10/10 no doubt. Recommend this place. Very relaxing and peaceful.
Reviewed on Jul 6, 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 $220 per night from Jul 9 to Jul 10
CA $220
CA $260 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (1,630 reviews)
"I appreciated everything it had to offer"
Reviewed on Jul 7, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Jul 9 to Jul 10
CA $260
CA $306 total
Jul 9 - Jul 10
includes taxes & fees
9.6/10 Exceptional! (2,157 reviews)
"This is possibly my favorite hotel I've ever stayed at. We had a number of things go slightly wrong (the TV needed to be fixed as well as our safe and toilet paper dispenser, housekeeping did not come his scheduled) but the staff was so delightful and they solved every problem with excellence. I ..."
Reviewed on Jul 7, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 19 to Jul 20
CA $150
CA $174 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (950 reviews)
"tttttttyyyyyyyyyyyyyyyyyyyyyyyyyyyy"
Reviewed on Jul 6, 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
Small Group Kayak Tour of Skyline in Milwaukee
CA $118
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
CA $11
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
