Want to get away but not go too far? How about a Milwaukee Staycation?!
Where to Stay
What to Do
Taking a historic tour down the Milwaukee river is not only fun (because boat!) but also a great opportunity to learn about history and architecture throughout downtown. This ride is perfect for a sunny Fall day, but make sure you bring along a coat if the weather is cooler. You can select from sitting out on the front of the deck or in the enclosed area of the boat. Seating is first-come, first-serve. Please note that all passengers are required to wear a mask.
Pro-tip: After you leave the cruise, pop in to the Wisconsin Cheese Mart, which is just around the corner, and grab some snacks for a picnic in the park (see #3.)
Is there anything that screams October more than a festive German dinner at Mader’s? Of course, you can enjoy Mader’s year-round, but there is something about the German Oktoberfest vibe that makes us want to throw on all the plaid and eat all the brats, schnitzel, and potato things. Mader’s boasts some of the best food in the city and has been around since 1902! They know what they are doing when it comes to great food. If you are not yet comfortable dining indoors, they have curbside takeout.
Pro-tip: Hit up the Old German Beer Hall for continued merriment after dinner (if you have any room left!) and split a stein with your honey. Prost!
Sitting by Lake Michigan, just sitting, enjoying the view is healing to the soul. On a gorgeous fall day, it’s lovely to sit and picnic near Veteran’s Memorial Park or rent bikes from Wheel Fun Rentals and enjoy the changing colors alongside the Lake Michigan backdrop.
Pro-tip: No kids with you? Sit and enjoy apps and cocktail at Harbor House or grab some sandwiches from Colectivo for that picnic. You can also grab to-go from AJ Bombers and set up camp down by the lake, which is just a short drive (or Uber ride) away!
Sculpture Milwaukee is a world-class art gallery experience right in downtown Milwaukee! You can tour the sculptures downtown anytime between now and October 27. Walking tour maps are available here or Trolley Tours are available every Wednesday. This is an incredibly unique, art museum experience outdoors, right in the heart of the city.