South Milwaukee Vacations from $364

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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.

The Latest South Milwaukee vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $480, price is now $364 per person
$364
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
Breakfast was advertised as free but it was $15

Reviewed on Dec 7, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $692, price is now $502 per person
$502
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $640, price is now $478 per person
$478
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
Manager very helpful when our heat and phone did not work

Reviewed on Dec 11, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $664, price is now $502 per person
$502
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
Did not try breakfast!

Reviewed on Dec 11, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $700, price is now $534 per person
$534
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Great ambiance! Loved the view from our room too.

Reviewed on Dec 10, 2025

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Discover the most popular places to visit in South Milwaukee

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(337 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 County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

4.5/5(217 reviews)

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

4.5/5(400 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

What to do in South Milwaukee

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

Milwaukee Morbid Mirrorlight Ghost Tours

$32
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee Best Street Food Tour With A Local Guide

$107
per adult
Milwaukee Best Street Food Tour With A Local Guide
See all activities in South Milwaukee

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
$169 nightly
The price is $199 total per night from Jan 1 to Jan 2
$199 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,794 reviews)
Brian got us to our room and set the tone for this fabulous, gorgeous hotel stay. Everyone was very helpful and made our stay special.

Reviewed on Dec 7, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Dec 28 to Dec 29
$151 total
Dec 28 - Dec 29
Total with taxes and fees
9.6/10 Exceptional! (2,461 reviews)
Very fun artsy hotel in Milwaukee theater district. Good live music in the bar. An abundance of original art work on display. Very good restaurant.

Reviewed on Dec 10, 2025

Saint Kate - The Arts 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
$155 nightly
The price is $183 total per night from Dec 17 to Dec 18
$183 total
Dec 17 - Dec 18
Total with taxes and fees
9/10 Wonderful! (1,383 reviews)
Yes its was new

Reviewed on Dec 8, 2025

Potawatomi Hotel & Casino
See all 1,204 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.

Find the Best South Milwaukee Vacation Packages

South Milwaukee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
21,200
Top Sights
Harley-Davidson Museum, Milwaukee Art Museum and Riverside Theater

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Frequently asked questions

How much does a South Milwaukee vacation package cost?
You can snap up a vacation package to this popular destination from $364 on Expedia. But how much your vacation to South Milwaukee costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to South Milwaukee?
You can usually find reduced prices and greater availability in January, October and December. Check out our cheap South Milwaukee vacation packages and you could get some excellent off-season deals.
How many days is enough for South Milwaukee?
Usually, a handful of days is enough to check out the top sights during your South Milwaukee vacation. But if you prefer to have some time to chill out or take day tours, consider extending your trip.
Is it worth booking a vacation package to South Milwaukee?
Well known for its hiking, golfing and a host of other highlights, you can be assured South Milwaukee is a good vacation destination. Some of the top attractions to add to your itinerary? Don't miss South Milwaukee Downtown Market and South Milwaukee Performing Arts Center during your South Milwaukee vacation.
How to find the best South Milwaukee package deals?
Bagging a cheap South Milwaukee package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable South Milwaukee package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a South Milwaukee vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your South Milwaukee trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to South Milwaukee?
If you've got your South Milwaukee vacation dates confirmed, book early to score some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later South Milwaukee vacation packages?
Jet off on your perfect trip to South Milwaukee with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.