The Best Weekend Getaways in Wisconsin

The Apostle Islands are located in Lake Superior and offer many outdoor adventures
The Apostle Islands are located in Lake Superior and offer many outdoor adventures | © Zoonar GmbH / Alamy Stock Photo

If you’re looking for a weekend getaway in Wisconsin, look no further. Culture Trip has assembled a list of the most charming, entertaining and beautiful weekends away in the state. Whether you’re after peaceful nature or a buzzing cultural scene, Wisconsin can and will deliver. All you need to do is pack your suitcase.

Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips, compact and action-packed Mini Trips and sparkling, expansive Sailing Trips.

Cedarburg

The town of Cedarburg is filled with history and charm, the perfect combination for a relaxing weekend. With many small inns to stay in, you’ll have a hard time picking your favorite, and there are also many boutiques and restaurants to enjoy. Nearby, there are ample trails to hike through the beautiful woodland, as well as a winery and a brewing company if you want a drink or two. You can also learn about the history and culture of the area.

This entry almost doesn’t need an explanation. Milwaukee is Wisconsin’s cultural hub, home to much of its infrastructure, and has many shops, museums, restaurants, bars and hotels. Additionally, it has many nature hikes and beaches that everyone will love. Here, you can do everything from enjoying an evening at the Milwaukee Theatre and visiting the Harley-Davidson Museum to watching the sunset at a lakeside beach. Milwaukee combines the buzz of city living with the peaceful hum of nature.

Apostle Islands

An excellent destination for an adventure, the Apostle Islands is a collection of 21 islands in Lake Superior and is one of Wisconsin’s most beloved spots to kick back, relax and enjoy the state’s wide-open skies. Adventuring comes easy here, with any water sport you can think of, including kayaking and scuba diving. Birdwatching and exploring the many historical lighthouses are also popular pastimes.

Door County

Known as the Cape Cod of the Midwest and home to multiple state parks, Door County is a great place to visit for a relaxing weekend getaway. Exceptionally beautiful in the fall, this county offers great fishing, hunting and hiking opportunities – and time to rest, of course. Its beaches on the peninsula are some of the most beautiful in the state, so water sports, swimming and suntanning are all on the menu. You have to see the beauty to believe it.

Madison

One of the most vibrant places in the state, Madison is an ideal weekend getaway option for a gentle city vacation. With a zoo, a contemporary art museum, plenty of murals, unique architecture and excellent coffee shops, it’s a guaranteed good time. Like the rest of the state, there are many outdoor activities in the city to enjoy, including cycling, hiking and swimming. It’s also among the friendliest cities in the US, so you might just go home with a new friend or two.

Amnicon Falls State Park

If you’ve ever wanted to swim in a waterfall, look no further than Amnicon Falls State Park for a weekend getaway. Here, there are multiple waterfalls to bathe in, all fed by crystal-clear water. Pull yourself onto a rock and pretend to be a mermaid. With plenty of trails to walk, this is a great trip for those who love to be active. Even in winter, the snow-covered paths and bridges make for an exceptionally photogenic experience. Just make sure to bring a flask of hot chocolate so that you stay warm.

landscape with balloons floating in the air

KEEN TO EXPLORE THE WORLD?

Connect with like-minded people on our premium trips curated by local insiders and with care for the world

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

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