Macon

Macon to Manhattan

Museums

Sights & Landmarks

Nature & Parks

Shopping

Fun & Games

Food & Drink

Concerts & Shows

Nightlife

Manhattan

Santa Cruz

Santa Cruz to Montgomery

Spas & Wellness

Outdoor Activities

Water & Amusement Parks

Montgomery

Hollywood

Hollywood to Durham

Durham

Boise

Boise to Overland Park

Classes & Workshops

Overland Park

El Paso

El Paso to Rochester

Tours

Traveler Resources

Rochester

Irvine

Irvine to Davenport

Davenport

El Paso to The Woodlands

Other

The Woodlands

Sarasota

Sarasota to Springfield

Springfield

Des Moines

Des Moines to Merced

Casinos & Gambling

Merced

Merced to Mesa

Mesa

Raleigh

Raleigh to Greensboro

Greensboro

Phoenix

Phoenix to Nashua

Nashua

Bridgeport

Bridgeport to Akron

Akron

Embark on an exciting road trip from the bustling metropolis of Chicago to the charming city of Danbury, a journey that promises a perfect blend of urban adventures and serene escapes. As you traverse the 980-mile expanse, you'll encounter diverse landscapes, delve into rich histories, and create memories that will last a lifetime.
Along the way, you'll pass through the rolling hills and lush greenery of Indiana, where you can explore the serene beauty of Amish country. The vibrant cities of Ohio and Pennsylvania will captivate you with their cultural attractions, museums, and historical landmarks. As you approach Danbury, the scenery transforms into a picturesque mosaic of rolling hills, sparkling lakes, and quaint New England towns.
Whether you're seeking adventure, relaxation, or a combination of both, this road trip offers something for every traveler. Immerse yourself in the vibrant energy of Chicago, discover the hidden gems of small towns, and embrace the tranquility of the countryside. Along the way, you'll encounter friendly locals, savor delicious cuisine, and witness the beauty of the American Midwest and Northeast.