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.
Saint Kate - The Arts Hotel
Downtown Milwaukee
CA $1,539
per person
Oct 16 - Oct 19
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,651 reviews)
Beautiful unique hotel with plenty to do and see on site. Great location and friendly staff.
Reviewed on Aug 9, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
CA $1,391
per person
Oct 16 - Oct 19
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9.4/10 Exceptional! (390 reviews)
The hotel is a gem. Very clean and spacious rooms. The luxury of having a kitchen and community space on each floor was wonderful especially traveling with teens
Reviewed on Aug 9, 2026
The Westin Milwaukee
Downtown Milwaukee
CA $1,195
per person
Oct 16 - Oct 19
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Milwaukee (MKE)
9/10 Wonderful! (960 reviews)
Great location and onsite restaurant. Gym is good but would be better with additional amenities such as a sauna or a spa with that available. Housekeeping was poor - the undersheet on the duvet wasn’t even put back/straightened out after the cleaning. Towels felt like they were long overdue for a replacement. The server at the restaurant at breakfast was not the friendliest. I would definitely stay here again and hope these little details are ironed out.
Reviewed on Aug 5, 2026
Ready to book your vacation to South Milwaukee?
South Milwaukee Hotel Deals
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $216
CA $255 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,743 reviews)
"No tub. Paid 400 dollars for what ? I could see maybe 100 a night"
Reviewed on Aug 9, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $202
CA $238 total
Sep 7 - Sep 8
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $155
CA $179 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (1,081 reviews)
"Clean, friendly, helpful"
Reviewed on Aug 9, 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)
Enjoy an outing to South Milwaukee Performing Arts Center during your stay in South Milwaukee. Discover the lively bars and acclaimed art scene in this walkable area.
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.
South Milwaukee Downtown Market
10.0/10 (1 review)
You can find the perfect gifts to bring home at South Milwaukee Downtown Market during your stay in South Milwaukee. Experience the acclaimed art scene and great live music in this walkable area.
What to do in South Milwaukee
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
CA $143
per adult
Small Group Kayak Tour of Skyline in Milwaukee
CA $117
per adult
Frequently asked questions
How much does a South Milwaukee vacation package cost?
Offering great value package deals from CA $1,179 on Expedia, you'll be surprised at how little a vacation to South Milwaukee costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to South Milwaukee?
If you're hoping to snag a cheap South Milwaukee vacation package, consider travelling in January, February and November. You're likely to find lower rates on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for South Milwaukee?
South Milwaukee vacations come in various shapes and sizes, but to get a real feel for this place, we'd suggest 2 days is about right. In this timeframe, you can fit in top sights like South Milwaukee Performing Arts Centre and Mitchell Gallery of Flight as well as lesser-known spots. Don't miss out on neighbourhoods such as Mitchell West and College Heights either. If you plan wisely, you can even take a day trip outside of South Milwaukee too.
Is it worth booking a vacation package to South Milwaukee?
Whether you're planning to check out attractions such as South Milwaukee Downtown Market and South Milwaukee Performing Arts Centre, or want to experience its top-notch hiking and golfing, a South Milwaukee vacation will leave you with lasting memories. Book your trip with Expedia and find out why South Milwaukee is such a good vacation destination.
How to find the best South Milwaukee package deals?
Finding a cheap South Milwaukee package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable South Milwaukee package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a South Milwaukee vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized South Milwaukee vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to South Milwaukee?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment South Milwaukee break.
How to plan a trip to South Milwaukee?
- Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to South Milwaukee.
- Set your budget: Consider costs like flights, meals and transportation when working out how much to save for your trip to South Milwaukee. Then, pick a property that fits your budget, whether that's an affordable stay or a swankier retreat.
- Decide how long to go away for: Now that you're up to speed on South Milwaukee, you can work out the right length of your break. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
- Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the perfect South Milwaukee vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
