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Milwaukee Vacations from $371

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The Latest Milwaukee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 6 - Sep 9

    Abbey Resort and Avani Spa + Flight

    Fontana
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,940 reviews)
    "The internet in the room could not accommodate more than one device at a time. When we notified the staff, we were given the excuse they were fully booked, and the server couldn't handle all the people. It was a good that my husband and I were not trying to work. One of the days, our room was not cleaned. The staff were not helpful and did not seem to care. I guess they cater to the corporate/conference bookings rather than a weekend vacationer. Will not recommend or stay there again."
    Reviewed July 19, 2026
    Roundtrip Atlanta (ATL) - Milwaukee (MKE)
    ATL - ORDNonstop ORD - ATLNonstop
    $492
    $371
    per traveler
    found 15 hours ago
    Abbey Resort and Avani Spa
  • Oct 5 - Oct 8

    The Pfister Hotel + Flight

    Downtown Milwaukee
    3 nights
    4.5 star property
    9.6/10 - Exceptional (2,162 reviews)
    Roundtrip Los Angeles (LAX) - Milwaukee (MKE)
    LAX - MKE1 stop MKE - LAX1 stop
    $984
    $679
    per traveler
    found 1 day ago
    The Pfister Hotel
  • Oct 1 - Oct 4

    Kinn Guesthouse Bay View + Flight

    Bay View
    3 nights
    4.5 star property
    9.4/10 - Exceptional (489 reviews)
    "Other than no Elevator really nice place just on the outskirts of town big large rooms great shared kitchen with all the amenities. Coffee ice washer dryer very nice. Would go back nice place."
    Reviewed July 17, 2026
    Roundtrip Charlotte (CLT) - Milwaukee (MKE)
    CLT - MKENonstop MKE - CLTNonstop
    $1,099
    $831
    per traveler
    found 1 day ago
    Kinn Guesthouse Bay View
  • Sep 20 - Sep 26

    Sheraton Milwaukee Brookfield Hotel + Flight

    Brookfield
    6 nights
    3.5 star property
    8.4/10 - Very Good (987 reviews)
    "Very busy hotel. Staff isn't too helpful especially when hotel is booked thru 3rd party. They shouldn't utilize 3rd party booking if they can't compensate the mistakes or have a way to confirm bookings with 3rd parties to make sure what you pay for is what you get."
    Reviewed July 19, 2026
    Roundtrip Los Angeles (LAX) - Milwaukee (MKE)
    LAX - MKE1 stop MKE - LAX1 stop
    $831
    $653
    per traveler
    found 1 day ago
    Sheraton Milwaukee Brookfield Hotel
  • Oct 3 - Oct 6

    The Iron Horse Hotel + Flight

    Fifth Ward
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,219 reviews)
    Roundtrip Charlotte (CLT) - Milwaukee (MKE)
    CLT - MKE1 stop MKE - CLT1 stop
    $822
    $659
    per traveler
    found 1 day ago
    The Iron Horse Hotel

Where to stay in Milwaukee

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

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.

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.

Westown

Westown anchors downtown Milwaukee with an exciting mix of sports, culture, and entertainment. The gleaming Fiserv Forum stands tall alongside historic theaters like the ornate Pabst Theater. Travelers can explore fascinating exhibits at the Milwaukee Public Museum or catch conventions at the Wisconsin Center. The neighborhood transforms during game nights when Milwaukee Bucks fans fill the streets with energy. Wide sidewalks make walking between attractions easy, while nearby corporate towers house upscale restaurants and cocktail lounges. History buffs will appreciate the beautifully preserved buildings that showcase Milwaukee's rich German heritage.

Walker's Point

Walker's Point brings Milwaukee's industrial past into the present with artful flair. This creative district features warehouses transformed into galleries, alongside authentic Mexican restaurants that highlight the area's Latino heritage. Visit craft breweries, artisanal creameries, and design studios that showcase local innovation. Great Lakes Distillery and Milwaukee Brewing Co. anchor the neighborhood's thriving craft beverage scene. The historic Allen-Bradley Clock Tower stands as an iconic landmark amid colorful murals. Foodies will appreciate the mix of traditional taquerias and cutting-edge eateries that make Walker's Point Milwaukee's hippest culinary destination.

Bay View

On the shores of Lake Michigan, this neighborhood boasts a vibrant art scene, with galleries along Kinnickinnic Avenue and local parks like South Shore Park and Humboldt Park offering various recreational activities.

Discover the most popular places to visit in Milwaukee

What to do in Milwaukee

Milwaukee Hotel Deals

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 vacation package cost?

Offering excellent value package deals from $371 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

Book with confidence

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.

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.

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.