Fifth Ward Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Fifth Ward

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

2.5 out of 5
Price was CA $654, price is now CA $647 per person
CA $647
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.8/10 Excellent! (536 reviews)
Rooms were spacious and clean. Only downside is parking in front is minimal if you park in back and use the entrances available had a hard time using key card and if you went around to the back of hotel you had to exit property and go back around

Reviewed on Jan 16, 2026

Where to stay in Fifth Ward

Find the best Fifth Ward areas and neighborhoods for the activities you enjoy most. Learn more about Fifth Ward
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotels in Downtown Milwaukee

Fifth Ward Hotel Deals

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Feb 8 to Feb 9
CA $231
CA $272 total
Feb 8 - Feb 9
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
Yes

Reviewed on Feb 3, 2026

The Iron Horse Hotel
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 $172 per night from Mar 1 to Mar 2
CA $172
CA $203 total
Mar 1 - Mar 2
includes taxes & fees
9.4/10 Exceptional! (1,927 reviews)
We felt like royalty!

Reviewed on Feb 1, 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
The price is CA $176 per night from Feb 16 to Feb 17
CA $176
CA $207 total
Feb 16 - Feb 17
includes taxes & fees
9.6/10 Exceptional! (2,550 reviews)
Everything about our stay deserves 5 Stars....from the moment we walked in to the moment we left and everything in between. The staff people we interacted with were nothing short of pleasant & eager to help, the room was not only comfortable, but fun & unique and the art galleries added a special ...

Reviewed on Feb 6, 2026

Saint Kate - The Arts Hotel
See all 1,120 properties in Fifth Ward
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Fifth Ward vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Fifth Ward from just CA $647. And the more you bundle, the more you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Fifth Ward?
Creating your own Fifth Ward vacation package with Expedia is a simple way to save. We have access to more than 550 partner airlines and 1,000,000 properties across the globe. With such an amazing range to choose from, you'll have no hassles pulling together your dream trip.
Where should I stay in Fifth Ward?
Most who travel to Fifth Ward include Milwaukee Art Museum and American Family Field on their bucket lists. Why not book a hotel close to one of these iconic attractions?
What are the top hotels in Fifth Ward?
If it's your first time staying in Fifth Ward, secure a room at Dakota Gal Digs | Blue Serif or Frontdesk | Signature 1bedroom Apt In Walker's Point. Both offer comfy beds and are popular options with many travelers.
How far in advance should I book my Fifth Ward vacation?
Savvy travelers will likely want to book early. You can usually browse through international airfares on Expedia up to 12 months before your flight. If you're late to book, fear not. Low prices occasionally appear in the last weeks before departure.
What does an Expedia Fifth Ward travel package include?
That depends on what type of getaway you're thinking about. Fifth Ward vacation deals can include flights, car rentals and hotels. You can mix and match to create the travel package that suits your style and budget. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Fifth Ward travel package?
When you book your hotels, flights and car rentals together, you'll be rewarded with terrific discounts. Whether you're organizing a beach escape in a villa or would rather stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Fifth Ward Expedia vacation package?
You certainly can. We have more than 550 partner airlines all over the world, so go with the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Fifth Ward vacation package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Fifth Ward vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Discover the most popular places to visit in Fifth Ward

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

Things to do

2 Hour Milwaukee Scavenger Hunt Game

Milwaukee Scavenger Hunt Walking Tour and Game

CA $68
per adult
Milwaukee Scavenger Hunt Walking Tour and Game
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.