Milwaukee Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in Milwaukee

Find the best Milwaukee areas and neighborhoods for the activities you enjoy most. Learn more about Milwaukee
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 Milwaukee

Hilton Milwaukee City Center
Hilton Milwaukee City Center
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 8 Dec to 9 Dec
S$151
includes taxes & fees
8 Dec - 9 Dec
8/10 Very Good! (1,025 reviews)
"The puppies"

Reviewed on 18 Nov,2024

Hilton Milwaukee City Center
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$204 per night from 15 Dec to 16 Dec
S$204
includes taxes & fees
15 Dec - 16 Dec
9.6/10 Exceptional! (1,964 reviews)
Artsy and wonderful
"This hotel was beyond wonderful. Our room ended up being upgraded to a suite with complimentary champagne gummy bears. Loved playing vinyl in the room. Guest services were super accommodating and kind. 11/10 would stay again"

Reviewed on 19 Nov,2024

Saint Kate - The Arts 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$233 per night from 15 Dec to 16 Dec
S$233
includes taxes & fees
15 Dec - 16 Dec
9.4/10 Exceptional! (1,524 reviews)
1000 stars
"The Pfister never disappoints. Hotel is managed well as you always see the same friendly faces year after year. Special shout out to Dimorco, Dragonica, and Vlad. Super comfortable beds, quiet, and clean!"

Reviewed on 19 Nov,2024

The Pfister Hotel
See all 1,199 properties in 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.

Frequently asked questions

How much does a Milwaukee holiday package cost?
We make it simple to explore the world, with Milwaukee holiday packages starting from as little as . You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your itinerary?
How do I get a cheap travel package to Milwaukee?
Combine your flights and hotels, add extras such as tours, and save with a Milwaukee holiday package. You won’t just score exciting discounts on your escape — you’ll have loads of choice too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels worldwide. Your next epic adventure begins right here, right now!
Where should I stay in Milwaukee?
With lots to discover in Milwaukee, we suggest you secure a room in a hotel close to its attractions. Milwaukee Art Museum, American Family Field and Discovery World are some interesting ones to add to your to-do list.
What are the top hotels in Milwaukee?
Delta Hotel by Marriott Racine and Travelodge by Wyndham Water’s Edge Hotel - Racine are both sought-after options in the neighbourhood of Historic Downtown Racine. If you prefer to spend time in the South Milwaukee area, consider booking a few nights at Hilton Milwaukee City Centre or Hyatt Regency Milwaukee.
How far in advance should I book my Milwaukee holiday?
While not all airlines advertise tickets early, customers are usually able to look up international airfares on Expedia up to a year in advance. This is when you can score some fantastic bargains. If you’re booking last minute, there’s a chance you could get lucky. Discounted prices occasionally emerge just weeks before departure.
What does an Expedia Milwaukee travel package include?
That depends on what you want. If you’re travelling solo, you might decide to combine hotels and flights. Bringing the whole crew to Milwaukee? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Milwaukee travel package?
Bundling your bookings into a Milwaukee holiday package is the easiest way to organise your trip. Not only that, you’ll get great discounts just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Milwaukee Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from all over the world. With such a huge range of choice, finding the ideal carrier to take you to Milwaukee will be easy.
If I'm not able to travel, can I cancel my Milwaukee holiday package?
Don’t stress if you’re rethinking your Milwaukee holiday package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

Popular places to visit

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

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

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Henry W. Maier Festival Park

Harley Davidson Factory

Take the family on an outing to Harley Davidson Factory during your trip to Menomonee Falls. Experience the area's lively festivals or attend a sporting event.

Harley Davidson Factory

What to do in Milwaukee

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum Day Trip from Chicago

S$148
Per adult
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

S$26
Per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$7
Per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
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.