Milwaukee Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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

Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 19 Aug to 20 Aug
S$126
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (1,193 reviews)
Relaxed atmosphere.
"We really enjoyed our stay. The staff was friendly, the music was awesome, the food was pretty good. My only take is if you had a non pork option for some of us that don't eat pork. But rather than that? Everything else was spot on. I also surfaced cleaned before I left. Because the staff work do ..."

Reviewed on 29 Jul, 2025

Sonesta Select Milwaukee Brookfield
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 31 Aug to 1 Sept
S$155
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Everything was very nice. Clean comfortable room and the staff was friendly and welcoming."

Reviewed on 24 Jul, 2025

Four Points by Sheraton Milwaukee North Shore
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 14 Aug to 15 Aug
S$142
14 Aug - 15 Aug
includes taxes & fees
8.4/10 Very Good! (350 reviews)
"I was able to do an early check in, the room was clean"

Reviewed on 28 Jul, 2025

Sheraton Milwaukee Brookfield Hotel
See all 1,261 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.

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

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

S$12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
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$33
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
See all activities in Milwaukee

Frequently asked questions

How much does a Milwaukee holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Milwaukee costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Milwaukee?
If you're looking to snag a cheap Milwaukee holiday package, consider planning a trip in January, February and November. You'll typically find better rates on flights and accommodation during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Milwaukee?
We suggest planning a Milwaukee holiday for around 2 days. This will allow you enough time to visit top sights including Pabst Theatre and Milwaukee Public Museum, and explore neighbourhoods like Downtown Milwaukee and East Town. You could even fit in a day trip outside of Milwaukee.
Is it worth booking a holiday package to Milwaukee?
Whether you're planning to discover attractions like Fiserv Forum and Milwaukee Art Museum, or eager to experience its top-notch distilleries and craft breweries and dining, a Milwaukee holiday is sure to exceed your expectations. Book your getaway with Expedia and discover why Milwaukee is such a good holiday destination.
How to find the best Milwaukee package deals?
Start your search for a Milwaukee package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Milwaukee package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Milwaukee adventure off to a flying start.
Is it cheaper to book a Milwaukee holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Milwaukee getaway to match your exact style. 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 holiday package to Milwaukee?
If you're planning a spontaneous Milwaukee trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Milwaukee?

  1. Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the available activities will also help you decide when to holiday in Milwaukee.
  2. Budget wisely: In addition to the price of your accommodation, you should consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Milwaukee.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Milwaukee. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your accommodation and airfare: Once you've settled on your dates and duration, lock in the right Milwaukee holiday package for you.

* 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.