Milwaukee Vacation Packages

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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.

Top Milwaukee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Where to stay in Milwaukee

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

Things to do in Milwaukee

Milwaukee offers a delightful mix of outdoor activities and cultural experiences perfect for families and couples alike. Enjoy lively music concerts, engaging theatre performances, and educational tours that highlight the city's rich history. Don't miss the chance to explore unique shops and embark on enjoyable day trips with knowledgeable tour guides, ensuring a memorable vacation in this vibrant city.

Shopping

In Milwaukee, visit Brookfield Square Mall for a vibrant mix of entertainment, family-friendly shops, and local businesses. The Milwaukee Public Market offers a unique city vibe with diverse food and artisan goods. For more shopping, Mayfair Mall combines fun and family-friendly stores in a lively atmosphere.

Recreation

Experience the thrill of ice skating at the Pettit National Ice Center, where sports and adventure come alive. Enjoy a fun-filled day of mini golf at Moorland Road Golf Center, perfect for families. Catch an exhilarating game at American Family Field, where the vibrant sports atmosphere awaits you.

Adventure

Experience the thrill of Sky Safari, a scenic cable car gondola ride offering breathtaking views of Milwaukee’s landscape. For speed enthusiasts, the Milwaukee Mile is a premier motor racing venue where adrenaline meets excitement. Alternatively, cool off at Springs Water Park, a family-friendly waterpark filled with exhilarating slides and attractions.

Nightlife

In Milwaukee, dive into the vibrant nightlife at the Historic Third Ward, where trendy bars and restaurants abound. Check out the lively scene on Water Street, featuring dance clubs and pubs. Don't miss the Riverside Theater for live music and the East Side for a diverse range of venues.

*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 and family-friendly activities, making it ideal for romantic getaways as well. Explore urban parks, historic colleges and universities, and vibrant event venues that provide cultural experiences. Whether you’re seeking relaxation or excitement, the city's attractions cater to every traveller's needs, ensuring a memorable visit to this charming Wisconsin destination.

  • Harley-Davidson Museum: Immerse yourself in the rich history of one of America's most iconic motorcycle brands. The museum showcases over 100 years of Harley-Davidson heritage through exhibits, artifacts, and restored motorcycles, offering a unique blend of culture and family-friendly activities.
  • Milwaukee Art Museum: Admire stunning architecture and a vast collection of art at this cultural gem. The museum features works from various periods and styles, providing a vibrant atmosphere for art lovers and casual visitors alike.
  • Harley Davidson Factory: Experience the thrill of watching motorcycles being assembled in this interactive factory tour. Family-friendly and educational, it highlights the craftsmanship and dedication behind every Harley-Davidson bike.

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

  • 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.

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Milwaukee Hotel Deals

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 CA $172 per night from Mar 1 to Mar 2
CA $172
CA $203 total
Mar 1 - Mar 2
includes taxes & fees
9.4/10 Exceptional! (1,927 reviews)
We felt like royalty!

Reviewed on Feb 1, 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
The price is CA $176 per night from Feb 16 to Feb 17
CA $176
CA $207 total
Feb 16 - Feb 17
includes taxes & fees
9.6/10 Exceptional! (2,550 reviews)
Everything about our stay deserves 5 Stars....from the moment we walked in to the moment we left and everything in between. The staff people we interacted with were nothing short of pleasant & eager to help, the room was not only comfortable, but fun & unique and the art galleries added a special ...

Reviewed on Feb 6, 2026

Saint Kate - The Arts 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 CA $137 per night from Feb 16 to Feb 17
CA $137
CA $161 total
Feb 16 - Feb 17
includes taxes & fees
9.6/10 Exceptional! (2,042 reviews)
GREAT HOTEL. You can tell its family owned. Clean. Luxury. The amenities are above and beyond....for instance the complimentary happy hour and light food bites...more like a meal. Staff was super friendly and knowledgeable. After our stay we looked at their other locations so we can be sure to stay ...

Reviewed on Feb 6, 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.

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