Wisconsin

2023-12-22

Edit

Save

10 Best Places For Weekend Getaway from Milwaukee, WI

Discover the Charms of the Midwest: A Tapestry of Urban Thrills and Natural Wonders

Embark on a journey through the heart of America's Midwest and experience an array of destinations each weaving its own story against a backdrop of vibrant cities and breathtaking landscapes. From the urban chic of Minneapolis with its pulsating arts scene to the serene beauty of Kettle Moraine State Forest and the rugged charm of the Apostle Islands, the Midwest offers a kaleidoscope of experiences. Whether you seek the thrill of waterpark adventures in Wisconsin Dells or the tranquility of Rockford's lush gardens, the region promises rich memories and diverse attractions. Shop and dine in the historic corridors of Galena, or dip your toes into Lake Geneva's clear waters. Savor Chicago's deep-dish delights beneath its towering skyline or explore Madison's capitol grandeur teeming with cultural treasures. Embrace the Midwest's warm hospitality, and indelible spirit as you chart a weekend getaway full of discovery and wonder.

Plan your dream trip for Free with AI

Create a personalized itinerary effortlessly with our AI-powered planner.

Recommended Explorations

1
Lake Geneva
Remove Edit Reorder
Lake Geneva offers scenic beauty with its crystal clear lake and well-preserved 19th-century architecture. It's perfect for water activities, luxurious spa experiences, and golfing. The charming downtown offers unique shopping and dining experiences.
2
Door County
Remove Edit Reorder
Door County is often referred to as the 'Cape Cod of the Midwest.' This picturesque area features 300 miles of shoreline, lighthouses, charming small towns, and state parks. It's a great destination for outdoor activities like hiking, biking, boating, and enjoying the serene natural environment.
3
Madison
Remove Edit Reorder
Madison is Wisconsin's vibrant capital city, with the stunning State Capitol building, the bustling State Street, and the expansive University of Wisconsin campus. The city is known for its cultural activities, including art galleries, museums, foodie-worthy restaurants, and live music events. It also boasts beautiful nature spots like the lakeshore paths around Lakes Mendota and Monona.
4
Wisconsin Dells
Remove Edit Reorder
Known as the 'Waterpark Capital of the World,' Wisconsin Dells offers an abundance of water-based attractions for all ages, including indoor and outdoor waterparks. Beyond the splashy fun, there are also picturesque natural formations to explore, such as the Dells of the Wisconsin River, with its stunning sandstone rock formations.
5
Chicago
Remove Edit Reorder
Chicago is a bustling metropolis known for its impressive skyline, iconic architecture, and deep-dish pizza. Visitors can enjoy world-class museums like The Art Institute of Chicago, vibrant shopping on The Magnificent Mile, and the expansive Millennium Park, which features the famous 'Bean' sculpture (Cloud Gate).
6
Galena
Remove Edit Reorder
Galena is a quaint historic town set amongst rolling hills, well-known for its well-preserved 19th-century buildings and its Main Street lined with boutiques and specialty shops. It offers a peaceful retreat with plenty of opportunities for antiquing, tasting local wines, and enjoying the scenic beauty of the surrounding countryside.
7
Rockford
Remove Edit Reorder
Rockford is home to the enchanting Anderson Japanese Gardens, the Discovery Center Museum, and the Klehm Arboretum & Botanic Garden. It's a city that offers cultural and natural attractions alike, including a lively downtown area, making it an engaging destination for visitors seeking both relaxation and entertainment.
8
Kettle Moraine State Forest
Remove Edit Reorder
Kettle Moraine State Forest is a haven for outdoor enthusiasts, offering a diverse range of activities including hiking, mountain biking, camping, and in the winter, skiing and snowshoeing. The forest is known for its unique glacial landforms and beautiful scenery, making it ideal for nature photography and bird watching.
9
Apostle Islands
Remove Edit Reorder
The Apostle Islands are a group of 22 islands in Lake Superior, boasting beautiful sea caves, historic lighthouses, and pristine beaches. They offer outstanding opportunities for kayaking, sailing, and fishing in the summer, and magnificent ice cave formations to view in the winter. The islands are also a great place for wildlife observation, including birds and bears.
10
Minneapolis
Remove Edit Reorder
Minneapolis is renowned for its vibrant arts scene, including the Walker Art Center and the Minneapolis Institute of Art. The city's numerous lakes and parks offer ample opportunities for outdoor activities and cityscape views. Dining in Minneapolis is a treat as well, with a rich mix of culinary experiences and a strong local music culture, epitomized by the legendary First Avenue club.

Local Events & Happenings

Music for Your Journey

Tasty Picks

Stay Recommendations

The Iron Horse Hotel
The Iron Horse Hotel
In Milwaukee, The Iron Horse Hotel caters to motorcycle enthusiasts and features loft-style rooms with exposed brick and a decor reflecting the city's industrial past.
The Don Q Inn
The Don Q Inn
This whimsical hotel in Dodgeville, WI offers uniquely themed rooms including ones with a hot-air balloon basket bed and an igloo setting, ensuring a memorable stay.
The Drake Hotel
The Drake Hotel
An iconic hotel in Chicago steeped in history that offers a blend of luxury and eccentricity with its grandeur and unique rooms like the 'Haunted Suite'.
Canoe Bay
Canoe Bay
Nestled in the woods of Chetek, WI, Canoe Bay is an adults-only retreat with cabins and cottages scattered around the property, offering a peaceful and secluded experience.
Sylvan Lake Lodge
Sylvan Lake Lodge
Built in the '30s, this South Dakota lodge crafted by a protégé of Frank Lloyd Wright sits on the edge of Sylvan Lake, offering rooms with unforgettable views of the Black Hills.
Hell's Kitchen Gordon Ramsay
Hell's Kitchen Gordon Ramsay
Experience opulent dining at the in-house restaurant by Gordon Ramsay in Hotel Hell, located in Minneapolis, which also offers luxurious and daringly designed guest rooms for a unique stay.