Shorewood Vacation Packages
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Your Shorewood Vacation
Book a Shorewood vacation package that includes everything you need and no unnecessary extras. Good for families, nightlife and dining, consider staying in the neighborhood of East Town. Milwaukee Art Museum, American Family Field and Discovery World are just some of the attractions you'll want to check out during your trip to Shorewood. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to Shorewood today.
Top Holiday Package Deals in Shorewood
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
Price was CA $1,617, price is now CA $1,292 per person
CA $1,292
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Awesome place. Well worth the $. Service and amenities exceptional!
Reviewed on Oct 29, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
Price was CA $2,282, price is now CA $1,914 per person
CA $1,914
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.4/10 Exceptional! (444 reviews)
The room was good sized, clean and had a big shower. We are struggling to figure out why a hotel that is basically self service from check in to absolutely nothing given complementary is so expensive. Guests do not even get a free bottle of water. At check in, the site sent didn’t work, no one at the front desk(which typically there was not.) We had to call a number to get help getting our code which you have to use for everything. No keys, you have to punch your code in everywhere but the super expensive coffee maker that makes terrible watered down coffee. Too expensive for a completely self serve hotel. There is a self-serve full kitchen where you have a basket in the refrigerator and you can cook your own meals. There is a breakfast/lunch spot on the first floor with mediocre food. location is terrific, close to 3rd ward, which is lovely part of town to spend time.
Reviewed on Oct 29, 2026
Where to stay in Shorewood
Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood
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.
Shorewood Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Nov 23 to Nov 24
CA $118
CA $139 total
Nov 23 - Nov 24
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 9 to Nov 10
CA $122
CA $141 total
Nov 9 - Nov 10
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Nov 4 to Nov 5
CA $166
CA $196 total
Nov 4 - Nov 5
includes taxes & fees
9.6/10 Exceptional! (2,425 reviews)
"This hotel is very nice! Staff is wonderful and helpful, everything was clean and very presentable, the late night food available at the bar came in clutch! Beautiful location and close to everything. Will definitely come back!"
Reviewed on Oct 29, 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.
Frequently asked questions
Stay near popular Shorewood attractions
Things to do
Milwaukee Historic Downtown Self Guided Walking Tour
CA $14
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.