How much does a Milwaukee vacation package cost?

Offering excellent value package deals from $364 on Expedia, you'll be surprised at how little a vacation to Milwaukee costs! Expedia's packages make travel planning easier and save you more.

What are the cheapest months to go to Milwaukee?

January, October and December are great times to search for cheap Milwaukee vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on accommodations and flights.

How many days is enough for Milwaukee?

With around 2 days, you'll have plenty of time to experience popular neighborhoods like Westown and Downtown Milwaukee during your Milwaukee vacation. Be sure to also add Riverside Theater and Pabst Theater to your sightseeing itinerary. Looking for more adventures? Consider venturing outside of Milwaukee on tours and day trips.

Is it worth booking a vacation package to Milwaukee?

Whether you're planning to check out attractions like Milwaukee Art Museum and Discovery World , or want to experience its terrific distilleries and craft breweries and dining, a Milwaukee vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why Milwaukee is such a good vacation 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 vacation as a package?

An Expedia vacation 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 vacation 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?

Choose when to go: Check your calendar and get your bags packed. Your favorite season and the type of activities available will also help you decide when to vacation in Milwaukee. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Milwaukee. Use our trip planning tool to discover Milwaukee: Research every aspect of your trip to Milwaukee with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings. Decide how long to go for: Now that you're more familiar with Milwaukee, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Milwaukee vacation package. Add on experiences and excursions: Read our travel guide to find some fun things to do in Milwaukee . Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Milwaukee vacation packages?

Set off on your dream trip to Milwaukee with our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains while they last.

Explore Milwaukee Vacation Packages, Hotels + Flights

Your Milwaukee Vacation

The lively atmosphere, friendly locals and beer culture are three of the many reasons why people adore this lakefront city. Discover this captivating destination the way you want with a Milwaukee vacation package. Fill your days with tours of Milwaukee Art Museum, American Family Field and Discovery World, some of the things you just have to see during your trip to Milwaukee. A couple of clicks is all it takes to build your perfect Milwaukee vacation on Expedia.

The Latest Milwaukee vacation packages

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

Lake Lawn Resort

$364

per person

Mar 25 - Mar 29

found 13 hours ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9/10 Wonderful! (1,002 reviews)

Clean room, nice accommodations. Some of the amenities were difficult to access based on the layout of the resort. Staff was friendly and our group had a nice time.

Reviewed on Jan 19, 2026

Sheraton Milwaukee Brookfield Hotel

$478

per person

Mar 3 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Milwaukee (MKE)

8.4/10 Very Good! (500 reviews)

Beautiful hotel, clean, spacious modern room, Wonderful front desk staff. Pleasant check in. Would definitely stay here again if in the area. across from the Brookfield mall.

Reviewed on Jan 18, 2026

Kinn Guesthouse Bay View

Bay View

$918

per person

Apr 5 - Apr 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Milwaukee (MKE)

9.6/10 Exceptional! (428 reviews)

The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

Dubbel Dutch

Downtown Milwaukee

$849

per person

Apr 15 - Apr 20

found 21 hours ago

Roundtrip flight included

Denver (DEN) to Milwaukee (MKE)

9.2/10 Wonderful! (146 reviews)

There is a bar in the building that is loud until midnight. The parking fee was higher than the site warranted. The sofa couch was not suitable for any over 5' tall. It all depends on the room you get in terms of the experience. I would not stay there again, as it was more costly and had little to recommend it. No microwave in the room. Fridge froze my food overnight, making it useless and uneatable. NOT appropriate if you cannot walk up steps easily. I think a regular hotel room would have offered better service at a more reasonable price.

Reviewed on Oct 28, 2025

Saint Kate - The Arts Hotel

Downtown Milwaukee

$1,137

per person

Apr 5 - Apr 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Room was fantastic!! Staff was exceptional!!! Fire alarms went off 3 times in the evening by because of an error with the system, but, they gave us a credit on our bill!! We plan on going back!

Reviewed on Jan 20, 2026

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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

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.

Milwaukee Hotel Deals

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$150 nightly

$177 total

Feb 10 - Feb 11

Total with taxes and fees

9.4/10 Exceptional! (1,902 reviews)

Just an overall really nice hotel.

Reviewed on Jan 20, 2026

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

Fully refundableReserve now, pay when you stay

$109 nightly

$128 total

Jan 29 - Jan 30

Total with taxes and fees

9.6/10 Exceptional! (2,522 reviews)

Clean room, friendly staff

Reviewed on Jan 18, 2026

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Fully refundableReserve now, pay when you stay

$100 nightly

$118 total

Jan 25 - Jan 26

Total with taxes and fees

9.6/10 Exceptional! (2,010 reviews)

We had some hiccups once we got there and once we got to the room. They took care of us and the stay was nice and loved it. Will stay again

Reviewed on Jan 16, 2026

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.

Things to do in Milwaukee

Milwaukee offers a vibrant mix of outdoor activities and cultural experiences, making it ideal for family and romantic getaways. Enjoy brewery tours, bike trails, and museum visits while immersing yourself in the city's lively festivals and music concerts. Whether you're seeking leisure activities or a night out at the theater, Milwaukee has something for everyone to enjoy.

Shopping

Mayfair Mall offers a vibrant shopping experience with entertainment and dining options. The Milwaukee Public Market showcases local vendors and city vibes, perfect for unique gifts. Brookfield Square Mall combines family-friendly activities with diverse shops, making it an excellent destination for souvenirs.

Recreation

At American Family Field, immerse yourself in the energetic atmosphere of a live sports event, perfect for sports enthusiasts. Nearby, Henry W. Maier Festival Park hosts vibrant music concerts, offering a lively entertainment experience. Finally, the Riverside Theater provides a cultural escape with captivating performances in an intimate setting.

Adventure

Experience the thrill of motor racing at the Milwaukee Mile, where adrenaline meets speed. Splash around at Springs Water Park for endless fun and family entertainment. Try your hand at bowling and arcade games at AMF Bowlero Lanes, an adventure zone perfect for family bonding and excitement.

Nightlife

Milwaukee's nightlife buzzes with energy, from lively bars on Water Street to the iconic Milwaukee Ale House. For a vibrant atmosphere, check out the East Side's trendy rooftop spots. If you're in the mood for live music, don’t miss the historic Pabst Theater for unforgettable performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Milwaukee

Milwaukee offers a delightful mix of outdoor adventures, family-friendly attractions, and romantic getaways. Visitors can explore urban parks, historic colleges and universities, and vibrant event venues. With a variety of points of interest, Milwaukee caters to travelers seeking cultural experiences and outdoor fun, making it an ideal destination for anyone looking to enjoy a memorable vacation.

Harley-Davidson Museum: Dive into the rich history of one of America’s most iconic motorcycle brands. This museum features engaging exhibits showcasing classic bikes, memorabilia, and the evolution of the Harley-Davidson culture. It's a must-visit for motorcycle enthusiasts and families alike, offering an immersive experience filled with passion and heritage.
Wisconsin State Fair Park: Experience the excitement of the Wisconsin State Fair Park, known for its vibrant outdoor atmosphere. This venue hosts a variety of events, including the famous state fair, where you can enjoy delicious local food, thrilling rides, and live entertainment, making it a fun outing for families.
University of Wisconsin-Milwaukee: Explore the dynamic campus of the University of Wisconsin-Milwaukee, where modern architecture meets a lively urban environment. Enjoy cultural events, art exhibits, and a vibrant student life, reflecting the city’s youthful energy and commitment to education.

Best time to go to Milwaukee

The best time to visit Milwaukee is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.1°F (-5.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	23.5°F (-4.7°C)	No Rain	Mostly Cloudy	Slightly Low	Average
March	34.7°F (1.5°C)	Light Rain	Mostly Cloudy	Average	Average
April	43.7°F (6.5°C)	Light Rain	Mostly Cloudy	Average	Average
May	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	71.4°F (21.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Average	Average
October	52.0°F (11.1°C)	Light Rain	Mostly Sunny	Average	Average
November	39.2°F (4.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	29.7°F (-1.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

Tips to save on your trip to Milwaukee

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Milwaukee.
Consider traveling to Milwaukee during the low season (November to January) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	U.S dollars
Closest Airport	General Mitchell Intl. Airport (MKE)
Population	600,200
Max Temp Winter	30ºF
Max Temp Summer	75ºF
Top Sights	Harley-Davidson Museum, Milwaukee County Zoo and Milwaukee Art Museum

Language

English

Currency

U.S dollars

Closest Airport

General Mitchell Intl. Airport (MKE)

Population

600,200

Max Temp Winter

30ºF

Max Temp Summer

75ºF