Fifth Ward Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Fifth Ward

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

Westown
CA $997
per person
Dec 3 - Dec 6
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,488 reviews)
Candlewood Suites Milwaukee Airport by IHG

Candlewood Suites Milwaukee Airport by IHG

CA $1,092
per person
Dec 20 - Dec 27
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (493 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,453
per person
Dec 3 - Dec 6
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,725 reviews)
Antioch Hotel & Suites

Antioch Hotel & Suites

CA $1,170
per person
Dec 20 - Dec 27
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (669 reviews)
Skyview Inn

Skyview Inn

CA $1,003
per person
Dec 20 - Dec 27
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
7.4/10 Good! (489 reviews)

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
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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.

A river with buildings reflecting on the water, a bridge, and a tall building with a green roof.

West Allis

West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.

A waterfront cityscape at dusk with a calm river reflecting buildings and a bridge.

Wauwatosa

1 out of top 10 points of interest in this area

Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and The Mayfair Collection while you're in town.

A river with boats, a marina, and historic buildings along the waterfront.

Historic Third Ward

Experience a historic warehouse district with a mix of specialty shops, art galleries, and restaurants. Visit the Milwaukee Institute of Art and Design, and enjoy year-round gourmet options at the Milwaukee Public Market, easily accessible via The Hop.

A pedestrian bridge over a river with a city skyline in the background, including a prominent bank building.

East Town

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Cathedral Square. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

Fifth Ward Hotel Deals

The Iron Horse Hotel

The Iron Horse Hotel

500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $204
CA $241 total
Oct 28 - Oct 29
includes taxes & fees
9.2/10 Wonderful! (1,373 reviews)
"I have stayed at Iron Horse Hotel several times. Celebrated a birthday and an anniversary there. I have recommended it to many people. When I had a very delayed flight into Milwaukee and I needed a place to stay at the last minute, I was very excited to see I could get a room at the Iron Horse. Sadly, ..."

Reviewed on Oct 15, 2026

The Iron Horse Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $119
CA $141 total
Nov 9 - Nov 10
includes taxes & fees
Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $90
CA $104 total
Nov 1 - Nov 2
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
See all 1,156 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.

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 $997. 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.

Stay near popular Fifth Ward attractions

Milwaukee Brewing Co.

You can take time to visit Milwaukee Brewing Co. during your travels to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

Great Lakes Distillery

You can take time to visit Great Lakes Distillery during your travels to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Allen-Bradley Company Clock Tower

You can find out about the history of Milwaukee when you stop by Allen-Bradley Company Clock Tower. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

The Cooperage

The Cooperage is just one of the places to see in Milwaukee, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants in this trendy area, or seek out the horseback riding.
See properties

Next Act Theatre

You can enjoy a show at Next Act Theatre during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

Things to do

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