Milwaukee Holidays

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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

Things to do in Milwaukee

Milwaukee offers a delightful blend of outdoor activities, family-friendly attractions, and romantic experiences. Visitors can enjoy brewery tours, engaging museum visits, and exciting scavenger hunts, making it an ideal destination for all types of vacations. Be sure to catch a music concert or theatre performance to immerse yourself in the local culture and entertainment scene.

Shopping

The Mayfair Collection offers a vibrant shopping experience with a mix of business and entertainment, perfect for families. For fresh produce and local goods, visit the West Allis Farmers Market, which captures the city's essence. Additionally, Mayfair Mall provides a diverse range of shops in a lively atmosphere.

Recreation

Experience the vibrant atmosphere at Henry W. Maier Festival Park, where live music fills the air. Enjoy the energetic vibes at Infinity Fields Baseball Park, perfect for sports enthusiasts. For a tranquil escape, cycle along the scenic Glacial Drumlin Bike Trail, embracing nature's beauty and wellness.

Adventure

At Springs Water Park in Milwaukee, experience thrilling water slides and family-friendly attractions, perfect for an adventurous day out. Meanwhile, the Milwaukee Mile Speedway offers adrenaline-pumping motor racing events, where you can soak up the electrifying atmosphere of high-speed sports. For winter enthusiasts, Rock Snow Park promises exhilarating skiing adventures.

Nightlife

Milwaukee's nightlife is vibrant, with a mix of lively bars and clubs. Enjoy craft cocktails at the stylish Good City Brewing or experience live music at The Rave. For a relaxed evening, visit the historic Safe House for unique drinks and an adventurous atmosphere.

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

Find the best attractions in Milwaukee

Milwaukee, Wisconsin, is an ideal destination for outdoor enthusiasts, families, and couples seeking a romantic getaway. The city boasts a variety of attractions, including historic colleges and universities, urban parks, and event venues. Visitors can immerse themselves in local culture while enjoying family-friendly activities and outdoor experiences, making Milwaukee a diverse and engaging place to explore for all types of travellers.

  • Harley-Davidson Museum: Discover the rich history and culture of one of America’s most iconic motorcycle brands. This museum showcases vintage bikes, interactive exhibits, and memorabilia, providing a family-friendly atmosphere that celebrates the spirit of freedom on two wheels.
  • Harley Davidson Factory: Experience the thrill of seeing how Harley-Davidson motorcycles are crafted. This factory tour offers a behind-the-scenes look at the manufacturing process, making it an engaging and educational visit for the whole family.
  • Mitchell Park Horticultural Conservatory: Immerse yourself in a stunning array of plant life in this beautiful botanical garden. The conservatory features themed floral displays and offers a romantic, outdoor setting perfect for families and couples alike.

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.

Top hotels in Milwaukee

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 S$281 per night from 28 Feb to 1 Mar
S$281
28 Feb - 1 Mar
includes taxes & fees
9.4/10 Exceptional! (1,920 reviews)
The staff was professional and courteous. The champagne while standing in line to check in was a beautiful and classy touch.

Reviewed on 29 Jan, 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 7 Feb to 8 Feb
S$220
7 Feb - 8 Feb
includes taxes & fees
9.6/10 Exceptional! (2,535 reviews)
All of it

Reviewed on 25 Jan, 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 S$149 per night from 8 Feb to 9 Feb
S$149
8 Feb - 9 Feb
includes taxes & fees
9.6/10 Exceptional! (2,033 reviews)
yes. Brittany at the front desk was very friendly and helpful!

Reviewed on 29 Jan, 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.

Popular places to visit

What to do in Milwaukee

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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. 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.