Fifth Ward Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

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
Milwaukee

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Top hotels in Fifth Ward

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 S$259 per night from 13 Oct to 14 Oct
S$259
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (1,028 reviews)
"Cool vibe!"

Reviewed on 24 Sept, 2025

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 S$272 per night from 9 Oct to 10 Oct
S$272
9 Oct - 10 Oct
includes taxes & fees
9.4/10 Exceptional! (1,754 reviews)
"Beautiful hotel within walking distance of shopping and dinning. Staff very friendly. Rooms comfortable and clean. They do not offer complementary coffee in the mornings."

Reviewed on 20 Sept, 2025

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 30 Oct to 31 Oct
S$168
30 Oct - 31 Oct
includes taxes & fees
9.6/10 Exceptional! (1,921 reviews)
Great experience
"Staff was very nice, great breakfast, great hot tub and nice pool."

Reviewed on 25 Sept, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,157 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 holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Fifth Ward from just . And the more you bundle, the more you save. Your dream holiday has never been so affordable.
How do I get a cheap travel package to Fifth Ward?
Creating your own Fifth Ward holiday 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 travellers.
How far in advance should I book my Fifth Ward holiday?
Savvy travellers 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 holiday 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 organising 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 holiday 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 holiday 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 holiday 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.

Things to do

Kayaks Rentals Everyday

Milwaukee Kayak Rental

S$71
per adult
Milwaukee Kayak Rental
King Gambrinus at Best Place at the Historic Pabst Brewery.

Discover Iconic Milwaukee Tour

S$87
per adult
96% of travellers recommend
Discover Iconic Milwaukee Tour
Small Group Kayak Tour of Skyline in Milwaukee

Small Group Kayak Tour of Skyline in Milwaukee

S$107
per adult
Small Group Kayak Tour of Skyline in Milwaukee
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.