South Milwaukee Vacation Packages

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Your South Milwaukee Vacation

When a fun city break is calling, answer it with a South Milwaukee vacation package. The neighborhood of Historic Third Ward, which is great for shopping, festivals and history, makes a wonderful base for your adventures. A trip to South Milwaukee is a great opportunity to do a bit of sightseeing. Check out popular attractions like South Milwaukee Performing Arts Center, South Milwaukee Downtown Market and Just 4 Ewe. A few clicks is all it takes to put together a tailor-made South Milwaukee vacation on Expedia.

Top South Milwaukee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,701, price is now CA $1,371 per person
CA $1,371
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
8.4/10 Very Good! (713 reviews)
Club room was excellent

Reviewed on Apr 25, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,728, price is now CA $1,990 per person
CA $1,990
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.6/10 Exceptional! (2,083 reviews)
Beautiful and elegant. Great food. Fun rooftop bar. Wonderful spa experience, both pedicure and massage. I’ll definitely be back. We’re already planning our next visit here.

Reviewed on Apr 22, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,979, price is now CA $1,599 per person
CA $1,599
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.2/10 Wonderful! (1,431 reviews)
Great place to visit

Reviewed on Apr 23, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,977, price is now CA $1,614 per person
CA $1,614
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9/10 Wonderful! (1,009 reviews)
Clean rooms, friendly and helpful staff, and a good breakfast selection. Within walking distance of a variety of things.

Reviewed on Apr 21, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $2,389, price is now CA $1,967 per person
CA $1,967
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Milwaukee (MKE)
9.2/10 Wonderful! (1,067 reviews)
Staff was very nice and helpful. They need more snack options to quickly buy.

Reviewed on Apr 24, 2026

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South Milwaukee Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from May 17 to May 18
CA $233
CA $274 total
May 17 - May 18
includes taxes & fees
9.6/10 Exceptional! (2,080 reviews)
The pool

Reviewed on Apr 25, 2026

The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from May 3 to May 4
CA $203
CA $239 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,434 reviews)
Room was clean. Staff friendly

Reviewed on Apr 26, 2026

Potawatomi Hotel & Casino
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
The price is CA $175 per night from May 10 to May 11
CA $175
CA $206 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (2,184 reviews)
It’s an amazing breakfast. The swimming was fun, and relaxing in the nice hot tub. I’ve enjoyed it all.

Reviewed on Apr 26, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,216 properties in South Milwaukee
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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in South Milwaukee

Harley-Davidson Museum

Harley-Davidson Museum

5/5(13 reviews)

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 Art Museum

Milwaukee Art Museum

5/5(12 reviews)

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

Milwaukee Art Museum

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.

Potawatomi Bingo Casino

What to do in South Milwaukee

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

CA $44
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Discover Iconic Milwaukee Tour

Discover Iconic Milwaukee Tour

CA $94
per adult
96% of travellers recommend
Discover Iconic Milwaukee Tour
See all activities in South Milwaukee

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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.