Cudahy Vacation Packages

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Your Cudahy Vacation

The hassle-free way to experience this exciting city is with a customized Cudahy vacation package. Stay in the neighborhood of Historic Third Ward, which is good for shopping, festivals and history or go someplace else — our packages are all about you. Make your trip to Cudahy even more fun by including some sightseeing. Milwaukee Art Museum, Discovery World and Harley-Davidson Museum are some of the top attractions you'll want to explore. Expedia has what you need to escape your daily routine. Tailor your vacation to Cudahy to match your travel style, whatever that may be!

Top Cudahy Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $1,165, price is now CA $1,036 per person
CA $1,036
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.8/10 Excellent! (1,016 reviews)
Quiet, clean, large rooms for the price and conveniently located off the interstate. Would stay here again if in the area.

Reviewed on Jul 2, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,596, price is now CA $1,714 per person
CA $1,714
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
Staff are very nice

Reviewed on Jul 3, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,597, price is now CA $1,257 per person
CA $1,257
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,645 reviews)
Great location. The staff was very kind. Cool room

Reviewed on Jul 3, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,741, price is now CA $1,392 per person
CA $1,392
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,176 reviews)
Very clean room. Nice vibe. Would stay again!

Reviewed on Jul 3, 2026

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was CA $1,348, price is now CA $1,150 per person
CA $1,150
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.2/10 Wonderful! (152 reviews)
Charming place to stay in a lovely location. The bar, Agency, was a delight to have there in the lobby.

Reviewed on Jun 29, 2026

Ready to book your vacation to Cudahy?

 

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Cudahy Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jul 6 to Jul 7
CA $224
CA $264 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,613 reviews)
"Nice relaxing stay."

Reviewed on Jul 4, 2026

Potawatomi Hotel & Casino
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Jul 6 to Jul 7
CA $282
CA $333 total
Jul 6 - Jul 7
includes taxes & fees
9.6/10 Exceptional! (2,145 reviews)
"Staff are very nice"

Reviewed on Jul 3, 2026

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Jul 5 to Jul 6
CA $213
CA $251 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,265 reviews)
"We enjoyed our stay at the Drury. Check in was easy. You do have to pay for parking on site ($30/day, charged to the room) but nice because you can enter/leave as much as you want. Building and floors felt very secure which was nice for being in downtown. We had a room on the 6th floor, could hear ..."

Reviewed on Jul 4, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,231 properties in Cudahy
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.
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What to do in Cudahy

Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

CA $115
per adult
Small Group Kayak Tour of Skyline in Milwaukee
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

CA $11
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
See all activities in Cudahy

Frequently asked questions

How much does a Cudahy vacation package cost?
You'll find cheap prices from CA $1,036 on Expedia for your Cudahy getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cudahy costs.
What are the cheapest months to go to Cudahy?
The off-season is the best time to head to Cudahy if you're trying to keep costs down. Another tip for scoring cheap Cudahy vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Cudahy?
We recommend planning a Cudahy vacation for around 2 days. This gives you enough time to visit top attractions such as Pabst Theatre and Discovery World, as well as check out neighbourhoods like East Town and Mitchell West. You could even slot in a day trip or two outside of Cudahy.
How to find the best Cudahy package deals?
Use Expedia's filter tool to find some of the best Cudahy package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Cudahy package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cudahy vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can customize your Cudahy escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Cudahy?
If you have your Cudahy travel dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Cudahy?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the activities available will also help you decide when to escape to Cudahy.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Cudahy.
  3. Decide your trip length: Consider how much time you want to spend discovering Cudahy. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Cudahy vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.