South Milwaukee Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
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South Milwaukee Holiday
Our pick of the best South Milwaukee Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
NZ$195
11 Oct - 12 Oct
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
NZ$250
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (2,399 reviews)
"The hotel staff was excellent. The room was large, comfortable, and quiet. The breakfast was one of the best breakfasts I have had in any hotel and it came with the room! It’s a great place to stay in downtown Milwaukee!"
Reviewed on 3 Oct 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
NZ$155
18 Oct - 19 Oct
includes taxes & fees
8.4/10 Very good! (1,207 reviews)
"Easy parking and nice room"
Reviewed on 3 Oct 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.
Stay near popular South Milwaukee attractions
South Milwaukee Performing Arts Center
9.0/10 (2 reviews)
This intimate 786-seat theatre offers diverse performances with excellent acoustics and unobstructed views. Arrive early to explore the venue before enjoying world-class music, theatre, 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 colourful 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 theatre scene.
What to do in South Milwaukee
Skip the Line: Museum Admission Ticket - Grohmann Museum
NZ$9
per adult
Private Downtown Milwaukee Helicopter Ride
NZ$204
per adult
100% of travellers recommend
Frequently asked questions
How much does a South Milwaukee holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday 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?
January, February and November are the best times to look for cheap South Milwaukee holiday packages. Travelling in less busy periods means you can generally find lower prices on accommodation and flights.
How many days is enough for South Milwaukee?
You can see all the main attractions in South Milwaukee in a few days, including the popular South Milwaukee Performing Arts Centre. If you're looking for an extended South Milwaukee holiday, check out what kind of activities and day tours are available nearby.
Is it worth booking a holiday package to South Milwaukee?
During your South Milwaukee holiday, you can count on experiencing some excellent hiking and golfing. Leave enough room in your itinerary to visit leading sights like South Milwaukee Downtown Market and South Milwaukee Performing Arts Centre.
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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a South Milwaukee holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customise 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 holiday package to South Milwaukee?
If you've got your South Milwaukee holiday 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.
How to plan a trip to South Milwaukee?
- Pick your travel dates: What you want to do in South Milwaukee and your preferred season will help you decide when to travel.
- Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to South Milwaukee. Then, choose a property that suits your budget, whether that's a low-cost stay or a lavish getaway.
- Decide how long to go away for: Now that you're up to speed on South Milwaukee, you can figure out the perfect length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customised South Milwaukee holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
