Hillside Vacations

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Where to stay in Hillside

Find the best Hillside areas and neighborhoods for the activities you enjoy most. Learn more about Hillside
Milwaukee

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.

Find hotels in Downtown Milwaukee

Hillside Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
$205 nightly
The price is $242 total per night from Nov 3 to Nov 4
$242 total
Nov 3 - Nov 4
Total with taxes and fees
9.4/10 Exceptional! (1,751 reviews)
"Beautifully renovated historic hotel where all the staff is top notch."

Reviewed on Sep 30, 2025

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,902 reviews)
"We had a great stay!"

Reviewed on Oct 1, 2025

Drury Plaza Hotel Milwaukee Downtown
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Oct 7 to Oct 8
$183 total
Oct 7 - Oct 8
Total with taxes and fees
9/10 Wonderful! (1,398 reviews)
"Hotel was very clean & modern. Very chic quiet & demure!"

Reviewed on Sep 29, 2025

Potawatomi Hotel & Casino
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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.
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Discover the most popular places to visit in Hillside

Harley-Davidson Museum showing interior views

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.

Harley-Davidson Museum
Milwaukee County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Things to do

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

$32
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Private Professional Photoshoot in Milwaukee

Private Professional Photoshoot in Milwaukee

$223
per adult
Private Professional Photoshoot in Milwaukee
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.