Hayward

Hayward to Bremerton

Sights & Landmarks

Nature & Parks

Outdoor Activities

Food & Drink

Spas & Wellness

Museums

Fun & Games

Bremerton

Poughkeepsie

Poughkeepsie to Frisco

Shopping

Nightlife

Traveler Resources

Tours

Concerts & Shows

Frisco

Get ready for a fantastic journey through the heart of the Midwest, where you'll discover the beauty of rolling hills, sparkling lakes, and vibrant cities. Our adventure begins in the bustling metropolis of Chicago, known for its towering skyscrapers and iconic landmarks. From there, we'll embark on a scenic drive through the picturesque countryside of Illinois, passing charming towns and lush farmlands. As we approach our destination, the landscape transforms into a breathtaking tapestry of forests, meadows, and the shimmering waters of Lake Mendota.
Upon arriving in Madison, the capital of Wisconsin, you'll be greeted by a vibrant city brimming with cultural attractions, outdoor adventures, and a welcoming atmosphere. Immerse yourself in the rich history of the region at the Wisconsin State Capitol, marvel at the wonders of science at the University of Wisconsin-Madison, and explore the vibrant art scene at the Madison Museum of Contemporary Art. As the sun begins its descent, take a leisurely stroll along the shores of Lake Mendota, soaking up the stunning sunset views and the lively ambiance of the city's waterfront.
Throughout your journey, you'll have the opportunity to indulge in delicious local cuisine, from the famous Chicago deep-dish pizza to the mouthwatering cheese curds of Wisconsin. Embrace the friendly spirit of the Midwest and engage with the locals, who will eagerly share their love for their home and its hidden gems. Whether you're seeking adventure, cultural enrichment, or simply a relaxing escape, this journey from Chicago to Madison promises an unforgettable experience filled with memories to cherish.

Chicago

Chicago to Madison

Classes & Workshops

Other

Madison

Lexington

Lexington to Norfolk

Water & Amusement Parks

Norfolk

Lafayette

Lafayette to Gulfport

Gulfport

Hempstead

Hempstead to Oxnard

Oxnard

Arlington

Arlington to Victorville

Victorville

Pensacola

Pensacola to Spring Hill

Boat Tours & Water Sports

Spring Hill

Henderson

Henderson to Hemet

Hemet

Miami

Miami to Gainesville

Gainesville

Tampa

Tampa to College Station

College Station

Durham

Durham to Vero Beach South

Vero Beach South

Antioch

Antioch to Aurora

Zoos & Aquariums

Aurora

Fort Collins

Fort Collins to Gilbert

Gilbert

Orlando

Orlando to Youngstown

Youngstown