Nostalgia and New Experiences on and around Route 66 in Illinois

Route 66, often referred to as the Mother Road, holds a special place in U.S. history and culture. In Illinois, this iconic highway offers a nostalgic journey through charming small towns, vibrant cities, and scenic landscapes. From the bustling streets of Chicago to the rolling hills of central and western Illinois, travelers can explore quirky roadside stops, topnotch attractions and historic landmarks. Whether you’re a history buff, an outdoor lover, or planning your family’s next vacation, Illinois’ stretch of Route 66 promises an unforgettable adventure full of surprises.

Free Artsy Experiences

• Route 66 Mural (Pontiac) – largest painted Route 66 Shield in the world, on the side of the Illinois Route 66 Hall of Fame & Museum (also free), one of several murals in downtown Pontiac
• Ace Sign Museum (Springfield) – Collection of 85+ historic signs from Springfield and Route 66, more neon nostalgia available at nearby Route 66 Legends Neon Park
(also free)
• Bean/Millenium Park (Chicago) – Symbol of Chicago located in Millenium Park just blocks from the official start of Route 66, see Crown Fountain and Lurie Gardens
• Art on the Mart (Chicago) – Digital artwork projected on Merchandise Mart on the Chicago River
• 410 Sculpture Park (Bloomington) – 36 public works in downtown, self-guide with
free app

Route 66 Mural, Pontiac

Fresh-air Attractions

• Drive-in Movies (Multiple) – Route 66 Drive-In & Cozy Dog Drive-In in Springfield and Skyview Drive In in Litchfield
  
• Grant Park (Chicago) – Large lakefront trail in downtown, houses the Art Institute of Chicago and Buckingham Fountain, gardens and public art
  
• Sangchris Lake State Park (Rochester) – 120 miles of shoreline, fishing spots, playgrounds, equestrian/nature trails, rent paddle crafts nearby
  
• Aerie’s Resort (Grafton) – Grafton Sky Tours: Gondola or chairlift rides with views of the confluence of the Mississippi and Illinois rivers, also has an alpine coaster and ziplines

Route 66 Mural, Pontiac

History Comes Alive

• Ambler’s Texaco Gas Station (Dwight) – Route 66 visitor center/museum in gas station built in 1933 for travelers on Route 66
  
• Obama Presidential Center (Chicago) – Opening early 2026, learn about the USA’s first black president in the city’s Jackson Park
  
• Lincoln Presidential Center, Library & Tomb (Springfield) – Learn about on of the most famous presidents in US History and visit his tomb
  
• Cahokia Mounds (Collinsville) – A UNESCO World Heritage Site on the Mississippi River containing 80 manmade mounds, the only remains of an ancient city