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

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

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

Civil War Monument at the Veterans' Memorial

This monument honors generations of soliders who sacrificed their lives for their country.

CITY: Greenville

American Farm Heritage Museum

Farm implements, tools, tractors, and other equipment are featured that date back 100 years. The museum is open for special events including the Outhouse Festival in the fall.

CITY: Greenville

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

Bock Sculpture Museum

The museum, located in the original college building on the campus of historic Greenville College, features hundreds of sculptural pieces by Richard Bock, best known for his work with famed architect Frank Lloyd Wright.

CITY: Greenville

Historic Montgomery County Courthouse

This historic courthouse was built circa 1858.

CITY: Hillsboro

Bond County One Room School Museum

This museum is a living monument to the more than 72 one-story schools throughout the nation that served to educate children and host community gatherings.

CITY: Greenville

One Room Schoolhouse Museum

Bring your children and show them a glimpse into education before the 20th century. Located on the Jr. High grounds, this schoolhouse was restored by the Bond County Retired Teachers Association.

CITY: Greenville

Mennel Milling Of Illinois

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

CITY: Mount Olive

Bottomley-Ruffing-Schalk Baseball Museum

This small museum honors professional baseball players from the surrounding area, including Cooperstown Hall of Famers Sunny Jim Bottomley, Charlie "Red" Ruffing and Ray "Kraker" Shalk.

CITY: Nokomis

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

Carnegie Public Library

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

CITY: Litchfield

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

Hoiles-Davis Museum

Originally built as a private residence in the 1870s, the house now holds an extensive collection of Civil War memorabilia, World War I bond posters, Native American artifacts, domestic arts, and items from local manufacturers.

CITY: Greenville

Civil War Monument at the Veterans' Memorial

Generations of soldiers who sacrificed their lives for their country are honored.

CITY: Greenville

Bond County Courthouse

Surrounded by shops and restaurants on the square, the 19th-century courthouse offers a great view of the town's hundreds of flower and fruit trees in season.

CITY: Greenville

Harkey House

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

CITY: Hillsboro