South Milwaukee Vacations from $431
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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.
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View all tripsStay near popular South Milwaukee attractions
South Milwaukee Performing Arts Center
9.0/10 (2 reviews)
This intimate 786-seat theater offers diverse performances with excellent acoustics and unobstructed views. Arrive early to explore the venue before enjoying world-class music, theater, or dance.
South Milwaukee Downtown Market
10.0/10 (1 review)
This vibrant community market showcases local farmers and artisans offering fresh produce and handmade crafts. Browse colorful stalls, enjoy live music, and sample treats every Thursday afternoon during summer.
Grant Park Beach
9.2/10 (5 reviews)
Why not spend a lazy afternoon at Grant Park Beach during your trip to South Milwaukee? Stroll along the riverfront or experience the area's theater scene.
What to do in South Milwaukee
South Milwaukee Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$84 nightly
$99 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,554 reviews)
"Great location. Walking distance to theatres, and other venues. We parked at the self park which is attached to the hotel. It was very convenient. The room was nice."
Reviewed on Oct 20, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
$100 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,280 reviews)
"My husband is handicapped and we need a cot or sofa bed. 1st room neither and small. Next I had to ask for bedding three times and when sofa was pulled out. Popcorn flew all over. Maid cleaned it up but forgot to get bedding and shut the sofa up."
Reviewed on Oct 20, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$119 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (2,417 reviews)
"Best hotel I've stayed at"
Reviewed on Oct 19, 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.
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 $431 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.
