5-day trip to Madison, Wisconsin Itinerary

Start your day with a scenic hike at Travel between Chicago O'Hare and Madison. Enjoy the beautiful nature and breathtaking views along the trail. Afterward, grab a quick breakfast at Centro to fuel up for the day.

Head to the Olbrich Botanical Gardens and immerse yourself in the beauty of nature. Explore the stunning gardens, including the Thai Pavilion and the Rose Garden. For lunch, visit Forequarter and savor their delicious farm-to-table dishes.

Relax and unwind at Sardine, a waterfront restaurant offering stunning views of Lake Monona. Enjoy a delightful dinner while watching the sunset over the lake.

Start your day with a visit to the Chazen Museum of Art. Explore the impressive collection of artworks from various periods and cultures. Afterward, grab a coffee and light breakfast at Merchant.

For lunch, head to The Old Fashioned and indulge in their classic Wisconsin comfort food. Afterward, visit the Madison Museum of Contemporary Art and immerse yourself in the world of modern art.

Enjoy a memorable dinner at Heritage Tavern, known for its farm-to-table cuisine and craft cocktails. Afterward, explore the vibrant music scene of Madison by catching a live performance at one of the local venues.

Take a day trip to Milwaukee, Wisconsin, and explore its rich history and vibrant culture. Visit the Milwaukee Art Museum and discover its impressive collection of artworks. For breakfast, try Cafe Benelux and enjoy their delicious Belgian-inspired dishes.

Explore the Historic Third Ward and indulge in some shopping at the unique boutiques and art galleries. For lunch, visit AJ Bombers and try their famous burgers. Afterward, take a stroll along the scenic Milwaukee Riverwalk.

Enjoy a dinner at Wolf Peach, a farm-to-table restaurant offering stunning views of the city. Afterward, visit one of the local breweries, such as Good City Brewing, and taste some of Milwaukee's finest craft beers.

Start your day with a delicious breakfast at Short Stack Eatery. Indulge in their mouthwatering pancakes and other breakfast specialties. Afterward, visit the Dane County Farmers' Market and explore the wide variety of local produce and artisanal products.

For lunch, head to Tornado Steak House and savor their juicy steaks and classic American dishes. Afterward, take a leisurely walk around the University of Wisconsin-Madison campus and admire its beautiful architecture.

Enjoy a memorable dinner at Graft, a contemporary restaurant known for its innovative cuisine and extensive wine list. Afterward, end your trip on a sweet note by visiting Chocolaterian Cafe and indulging in their delicious handmade chocolates and desserts.