Doc’s Soda Fountain

Located on historic Route 66, this was originally a pharmacy built in the 1880’s. The soda fountain was added to the business in the 1950’s. Stop in for an old-fashioned treat or ice-cream. Doc’s is also open for lunch and dinner.

CITY: Girard

Original Brick Road

This beautiful 1.4 mile long piece of restored hand-laid brick road is a segment of 66 done in 1931 and placed over a concrete roadbed. Route 66 at its best.

CITY: Auburn

Henry's Ra66it Ranch

This quirky must-see Route 66 attraction, information center and souvenir gift shop is home to rabbits of all kinds, bunny and VW, as well as Mother Road memorabilia.

CITY: Staunton

Becky's Barn

Antiques, collectibles, Route 66 info center, located on the last brick Route 66 in Illinois.

CITY: Auburn

The Ariston Cafe

Route 66 Hall of Fame: established in 1924 in Carlinville, relocated to Litchfield in 1929. Specializing in American & Tex-Mex cuisine.

CITY: Litchfield

Macoupin County Jail

The historic 1869 Macoupin County Jail was designed by E.E. Meyers. It was built using the "cannon ball" method which prevented jail breaks by making it nearly impossible to remove the blocks. This unique medieval-inspired fortress housed many lawbreakers during its 119 years of use, but only one prisoner escaped. He was soon apprehended a few blocks from the jail.

CITY: Carlinville

Macoupin County Historical Society Museum

The Macoupin County Historical Society Museum is housed in the John Anderson mansion, originally built in 1883. The main house is a museum with exhibits that chronicle the development of Macoupin County and its citizens. In addition to the mansion, several other buildings on the grounds emphasize the county's history: a one-room schoolhouse, blacksmith shop, church, wash house, granary and herb garden.

CITY: Carlinville

Carlinville Historic District

The Historic District includes the Macoupin County Jail, Million Dollar Courthouse, and the largest collection of Sears & Roebuck mail-order homes in the U.S.

CITY: Carlinville

Historic Wabash Train Depot

This historic train depot features a preserved facade and a renovated interior that houses specialty shops.

CITY: Litchfield

Hot Metal Heaven Museum

This museum features a collection of letterpress printing memorabilia.

CITY: Beneld

World Cowboy Gunspinning Hall of Fame and Museum

This museum was established in 2003 to honor those individuals who have made significant contributions to the sport of gunspinning, made famous on the silver screen and television.

CITY: Divernon

Historic Montgomery County Courthouse

This historic courthouse was built circa 1858.

CITY: Hillsboro

Mennel Milling Of Illinois

This mill produces everything from animal feed ingredients to cake, biscuit and organic pastry flour.

CITY: Mount Olive

Carnegie Public Library

This historic 1904 building houses one of the most complete genealogy departments in the area.

CITY: Litchfield

The Holy Dormition of the Theotokos Catholicon of the Patriarchal Russian Orthodox Catholic Church

Established in 1907 by a group of Russian immigrants who lived and labored in Beneld, the group built homes and raised their families while adding their customs to the area's ever-mixing cultures.

CITY: Beneld

Macoupin County Courthouse

The Macoupin County Courthouse, built in 1870, used to be the largest county courthouse in the United States, with the possible exception of one in New York City. It was even larger than the Illinois Statehouse. While the courthouse still serves as the seat of county government, it has also become a showplace that attracts tourists, architects and artists from across the country, as well as overseas.

CITY: Carlinville

Harkey House

This historic home is furnished with memorabilia from the early days of Montgomery County, and is open by appointment.

CITY: Hillsboro