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 is perfect for outdoor adventures, family outings, and romantic getaways. Visitors can enjoy a vibrant music scene, captivating theatre performances, and educational exhibits. Explore a variety of restaurants, indulge in local cuisine, visit art galleries, and catch a Brewers game for an unforgettable experience in this charming city.

Shopping

In Milwaukee, visit Mayfair Mall for a vibrant shopping experience with diverse stores and entertainment. The Milwaukee Public Market offers local delicacies and unique gifts, while Brookfield Square Mall combines shopping with family-friendly activities, making it a delightful destination for souvenirs.

Recreation

Experience the excitement at American Family Field, where you can immerse yourself in the vibrant sports atmosphere. For a lively evening, head to Henry W. Maier Festival Park, enjoying music and entertainment. Finally, unwind at The Rock Sports Complex, a perfect spot for relaxation and rejuvenation in nature.

Adventure

Experience the thrill of motor racing at the Milwaukee Mile, where high-speed excitement awaits. Dive into fun at Springs Water Park, perfect for families seeking adventure and entertainment. For a more relaxed day, cycle along the scenic Milwaukee River Bike Trail, enjoying the beauty of the outdoors.

Nightlife

Milwaukee's nightlife beckons with the romantic charm of the Oriental Theatre for a cinematic experience. For a cultural touch, the Riverside Theater offers family-friendly entertainment. If adventure is your aim, the AMF Bowlero Lanes presents an exhilarating arcade atmosphere, perfect for a lively 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 offers a delightful blend of outdoor, family, and romantic experiences, featuring attractions such as urban parks, historic colleges, and event venues. Visitors can immerse themselves in the local culture while enjoying the stunning Milwaukee Art Museum. This vibrant city caters to those seeking adventure, familial bonding, and cultural enrichment, making it an ideal destination for a memorable vacation.

  • Allen-Bradley Company Clock: This iconic clock tower stands proudly in Milwaukee, offering a unique blend of culture and city ambiance. Its impressive façade and chimes make it a standout landmark, perfect for capturing memorable photographs and enjoying the local vibe.
  • Charles Allis Art Museum: Nestled within the city, this art museum showcases an exquisite collection of European and American art. The museum's intimate setting and charming architecture provide a serene atmosphere for art enthusiasts to explore and appreciate the beauty of creativity.
  • Harley-Davidson Museum: A must-visit for families and motorcycle lovers alike, this museum celebrates the legendary brand's history. Interactive exhibits and stunning displays immerse visitors in the spirit of adventure and freedom that defines Harley-Davidson.

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.

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

Booking tips and Expedia advantages for Milwaukee

Milwaukee offers numerous ways to save money during your visit. Enjoy free entry to attractions like the University of Wisconsin-Milwaukee and Veteran's Park. For transport, consider using buses or bikes to keep costs down. The most affordable months to visit are November to January, with Mondays being the cheapest days to stay. Use Expedia to find flexible booking options and filter for eco-certified hotels to save on accommodation. Additionally, bundling flights and activities with your hotel reservation can yield significant savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Milwaukee are November to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Milwaukee is Monday. The most expensive day to stay in Milwaukee is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and ideal hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save on costs by combining your hotel reservation in Milwaukee with your flights and activities through an Expedia package.

Top hotels in Milwaukee

Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 9 Nov to 10 Nov
S$129
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very Good! (1,089 reviews)
Parking structure isn’t attached to the building so there’s a 0.5-1 block walk. You also have to pay $38/night. Very clean and looks nice for the most part but the interior elevator wall handle was broken and dangling. Also a section of the hotel, I think an eatery, was taped off with black plastic ...

Reviewed on 19 Oct, 2025

Hilton Milwaukee
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 S$211 per night from 11 Nov to 12 Nov
S$211
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (1,388 reviews)
Great view of the Lake

Reviewed on 27 Oct, 2025

Potawatomi Hotel & Casino
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$169 per night from 26 Nov to 27 Nov
S$169
26 Nov - 27 Nov
includes taxes & fees
9.6/10 Exceptional! (1,954 reviews)
Best staff, location. The staff was so nice, the facilities so clean and the food/drinks were wonderful. Would definitely stay here again.

Reviewed on 30 Oct, 2025

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

* 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.