
Downtown Milwaukee Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Downtown Milwaukee
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Milwaukee - Brookfield
Price was CA $859, price is now CA $685 per person
CA $685
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.4/10 Very Good! (1,002 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.
Reviewed on Aug. 15, 2025


Potawatomi Hotel & Casino
Price was CA $1,430, price is now CA $1,166 per person
CA $1,166
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,333 reviews)
The rooms are very nice and clean. I liked that they had adjoining rooms for two families. Easy uber picked to go to Summerfest grounds.
Reviewed on Aug. 25, 2025

The Pfister Hotel
Downtown Milwaukee
Price was CA $1,172, price is now CA $964 per person
CA $964
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,707 reviews)
Beautiful hotel! The Blu Bar on the 23rd floor was incredible! Highly recommend staying here!
Reviewed on Aug. 28, 2025

Hilton Garden Inn Milwaukee Airport
Price was CA $900, price is now CA $745 per person
CA $745
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Beds were so comfortable. Rooms spacious and clean. All of the workers were super nice! Definetly would stay again.
Reviewed on Aug. 10, 2025
Where to stay in Downtown Milwaukee
Find the best Downtown Milwaukee areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Milwaukee

Wauwatosa
2 out of top 10 points of interest in this area
Wauwatosa is known for its abundant dining options, and you can plan a trip to Milwaukee County Zoo and Mayfair Mall while you're in town.
Downtown Milwaukee Hotel Deals

Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 2 to Sep 3
CA $176
CA $207 total
Sep 2 - Sep 3
includes taxes & fees

The Pfister Hotel
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Sep 21 to Sep 22
CA $255
CA $300 total
Sep 21 - Sep 22
includes taxes & fees

Saint Kate - The Arts Hotel
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Sep 21 to Sep 22
CA $229
CA $270 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (2,397 reviews)
"The staff was very helpful and friendly."
Reviewed on Aug. 25, 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.
Frequently asked questions
Discover the most popular places to visit in Downtown Milwaukee

Milwaukee City Hall
Explore this Milwaukee landmark on an informative tour or simply appreciate its ornate Flemish Renaissance Revival architecture from the forecourt park.
Things to do

Skip the Line: Museum Admission Ticket - Grohmann Museum
CA $7
per adult

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
CA $36
per adult

Milwaukee Scavenger Hunt Walking Tour and Game
CA $67
per adult
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.