Milwaukee Vacations from ¥290,366

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

The Latest Milwaukee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Pleasant Prairie Kenosha

Where to stay in Milwaukee

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

Find the Best Milwaukee Vacation Packages

Things to do in Milwaukee

Shopping

For a unique shopping experience, visit the Milwaukee Public Market, where you can find local foods and crafts in a vibrant setting. For traditional mall shopping, Mayfair Mall and Brookfield Square Mall offer a variety of stores and entertainment options, perfect for families and tourists alike.

Recreation

At Fiserv Forum, immerse yourself in the energizing atmosphere of live sports events, perfect for sports enthusiasts. The Rave-Eagles Club offers an intimate music experience with a vibrant ambiance. Riverside Theater captivates with its romantic and cultural performances, making it ideal for family outings or date nights.

Adventure

Experience the thrills at Springs Water Park with its exciting slides and family-friendly attractions. Feel the adrenaline at the Milwaukee Mile Speedway, where you can witness high-speed motor racing. For winter fun, visit Rock Snow Park, offering skiing adventures in a stunning snowy landscape.

Nightlife

In Milwaukee, enjoy the vibrant nightlife in the Historic Third Ward, where trendy bars and art galleries come alive. Head to Water Street for lively pubs and dance clubs, or visit the East Side for a mix of laid-back lounges and energetic venues, perfect for a fun night out.

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

Find the best attractions in Milwaukee

Milwaukee is perfect for outdoor enthusiasts, families, and couples seeking a romantic getaway. Explore its rich history at local colleges and universities, relax in beautiful urban parks, and attend various events at conference venues. With a diverse array of attractions, Milwaukee offers cultural experiences and outdoor adventures that cater to every type of traveler.

  • Harley-Davidson Museum: Dive into the rich history of this iconic American motorcycle brand. The museum showcases stunning exhibits that highlight the artistry and engineering of Harley-Davidson bikes, making it a great family-friendly destination with a vibrant atmosphere.
  • University of Wisconsin-Milwaukee: Experience a modern college environment filled with dynamic city vibes. The campus features contemporary architecture and offers various cultural events, making it a lively place to explore and engage with local students.
  • Marquette University: Wander through this historic institution known for its beautiful architecture and cultural significance. The campus exudes a sense of tradition and pride, providing a unique backdrop for learning and community events.

Best time to go to Milwaukee

The best time to visit Milwaukee can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Milwaukee falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Milwaukee falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)Light RainMostly CloudySlightly LowSlightly Low
February23.5°F (-4.7°C)No RainMostly CloudySlightly LowAverage
March34.7°F (1.5°C)Light RainMostly CloudyAverageAverage
April43.7°F (6.5°C)Light RainMostly CloudyAverageAverage
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnySlightly HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnySlightly HighSlightly High
September64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
October52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
November39.2°F (4.0°C)Light RainMostly SunnyAverageSlightly Low
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Milwaukee

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Milwaukee.
  • 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.

Milwaukee Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ¥23,264 per night from May 4 to May 5
¥23,264
¥27,426 total
May 4 - May 5
includes taxes & fees
9.2/10 Wonderful! (1,449 reviews)
Fast and friendly check in. Great room. Awesome games. Everyone was very helpful and friendly.

Reviewed on Apr 30, 2026

Potawatomi Hotel & Casino
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 ¥24,909 per night from May 31 to Jun 1
¥24,909
¥29,368 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,082 reviews)
The service at the bar was terrible. Breakfast was also not well organized. They were out of all protein. Aka Bacon, ham and sausage

Reviewed on Apr 29, 2026

The Iron Horse 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 ¥20,364 per night from May 26 to May 27
¥20,364
¥24,008 total
May 26 - May 27
includes taxes & fees
9.6/10 Exceptional! (2,179 reviews)
Good breakfast.

Reviewed on Apr 30, 2026

Drury Plaza Hotel Milwaukee Downtown
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.

Discover the most popular places to visit in Milwaukee

What to do in Milwaukee

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.