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.
Washington House Inn

Washington House Inn

CA $1,386
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,000 reviews)
We loved the old fashioned charm of checking in on paper and having an actual key! It added to the beautiful antique styling. The room was as pictured, comfortable, and full of beautiful light in the morning. The breakfast was a highlight! The only thing we missed was a mini fridge for vacation leftovers.

Reviewed on Sep 23, 2026

The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,702
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.6/10 Exceptional! (2,244 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,998
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,674 reviews)
Fitted bottom sheets would be a great upgrade!!!

Reviewed on Sep 24, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

Menomonee River Valley
CA $1,470
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,763 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,871
per person
Nov 11 - Nov 16
found 1 hour ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,310 reviews)

Ready to book your vacation to South Milwaukee?

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South Milwaukee Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $274
CA $323 total
Oct 19 - Oct 20
includes taxes & fees
The Pfister Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $131
CA $154 total
Oct 11 - Oct 12
includes taxes & fees
Hyatt Regency Milwaukee
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $113
CA $130 total
Sep 30 - Oct 1
includes taxes & fees
AmericInn by Wyndham Brookfield
See all 1,222 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.

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 great live music in this walkable area.
See properties

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 great live music and acclaimed art scene in this walkable area.
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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.
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What to do in South Milwaukee

View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

CA $22
per adult
Downtown Milwaukee Walking Tour
Historic Third Ward Walking Tour

Historic Third Ward Walking Tour

CA $22
per adult
Historic Third Ward Walking Tour
Milwaukee's Riverwalk Walking Tour

Milwaukee's Riverwalk Walking Tour

CA $22
per adult
100% of travellers recommend
Milwaukee's Riverwalk Walking Tour
See all activities in South Milwaukee

Frequently asked questions

How much does a South Milwaukee vacation package cost?
Offering great value package deals from CA $1,386 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.