Take the ultimate American road trip along Route 66, the Road of Dreams. The roadside is lined with quirky landmarks from a bygone era, from small-town diners to drive-in movie theatres to great old gas stations. There are nearly 70 communities along Illinois 66 that welcome you to explore their unique connection to Historic Route 66. With more than 400 miles to discover, there’s plenty to keep you coming back.
Cozy Dog Drive-In Grabbing a bite to eat here is a must for any Route 66 traveller. For over 50 years, this historic drive-in has been serving the one-and-only “cozy dog”, otherwise known as a breaded hot dog on a stick. 2935 S. Sixth Street, Springfield
Funks Grove Pure Maple Sirup The Mother Road is full of unexpected surprises, like this natural maple grove where the Funks family has been tapping sirup since 1891. Today, a seventh generation of Funks welcomes Route 66 visitors with sirup tapping demonstrations and some of the best sirup you’ll find anywhere. E 50 North Rd., Bloomington
Launching Pad & Gemini Giant No road trip on 66 is complete without a stop at the Launching Pad. Route 66 roadies have been stopping here for great food since the 1950’s. Of course, no visit is complete without a photo op with the Gemini Giant himself. 810 East Baltimore Street, Wilmington
Lou Mitchell’s A fixture on Route 66 since 1923, Lou Mitchell’s is a favourite downtown Chicago breakfast spot known for its hearty diner fare and complimentary boxes of Milk Duds candies. 565 W. Jackson, Chicago
Route 66 Hall of Fame & Museum See mementos from the Mother Road donated by Route 66 Hall of Fame members. 110 W. Howard, Pontiac
Shea’s Gas Station Museum Owner Bill Shea is happy to share stories about his collection of gas station memorabilia and the 50 years he has spent doing business along the Mother Road. 2075 Peoria, Springfield
The Ariston Cafe Enjoy a meal at one of the oldest eateries on Route 66, which features much of its 1920s furnishings and is still run by the founder’s family. South Old Route 66, Litchfield
Old Chain of Rocks Bridge This landmark bridge that spans the Mississippi River was built in 1929 as part of Route 66 and is now the largest pedestrian bridge in the world. Illinois-Missouri border, Madison
Palms Grill Café Make a stop at the Palms Grill Café, a classic American diner with classic American fare. The traditional Blue Plate Specials and the 1930s décor here hearken back to a simpler time along Route 66. 112 S.W. Arch Street, Atlanta
Polka-Dot Drive-In The 1950s are alive and well at this drive-in where doo-wop songs blare from the jukebox as Route 66 travellers enjoy classic cheeseburgers and thick milkshakes. Outside, snap a photo with Elvis, Marilyn Monroe and James Dean, who greet visitors with their familiar poses. 222 N. Front St., Braidwood
