Otto Schlemmer Building

Montgomery County Jail and Sheriff's Residence is a historic jail and sheriff's residence located at Crawfordsville, Indiana. It was built in 1882 in two sections, and is a 2+1⁄2-story, red brick and limestone building in a combination of Italianate, Gothic Revival, and Romanesque Revival style architecture. The jail is a rotary jail; it is the only example of this type in Indiana and one of two left in the United States. The building houses a local history and prison museum. It was listed on the National Register of Historic Places in 1975, and was designated a National Historic Landmark in 2023. It is located in the Crawfordsville Commercial Historic District.

Crawfordsville station is an Amtrak intercity rail station in Crawfordsville, Indiana, served by the Cardinal.

Saint John's Episcopal Church is a historic Episcopal church located at Crawfordsville, Indiana. It was built in 1837 by an Episcopal congregation, organized through missionary bishop Jackson Kemper, and is a one-story, gable fronted frame building in the Greek Revival style. The original section measures 30 feet by 50 feet; a 30-foot rear addition was built in 1960. Atop the roof is a belfry added about 1950. It is the oldest remaining church building in Crawfordsville and Indiana's first Episcopal Church building. The church reported 135 members in 2015 and 109 members in 2023; no membership statistics were reported in 2024 parochial reports. Plate and pledge income reported for the congregation in 2024 was $196,234. Average Sunday attendance (ASA) in 2024 was 54 persons. The building was listed on the National Register of Historic Places in 1985. Theologian Hans Frei, a longtime Yale Divinity School faculty member and a significant figure in Post-liberal theology, briefly served as rector in the early 1950s.

The Carnegie Museum of Montgomery County (CMMC) is located in Crawfordsville, Indiana, United States. The museum, opened in June 2007, is located in the first Carnegie Library building in Indiana, which opened in 1902. The museum's exhibits focus on the history, art, and culture of Montgomery County. Themes include business and industry, literature and learning, arts and culture, military and democracy, sports and pop culture, topics about Montgomery County, early history, and STEM/STEAM-based programs. The mission of the CMMC is to promote public awareness and appreciation of the history, heritage, and culture of Montgomery County through educational programs, public services, collection, exhibition, preservation, and research and documentation.

Crawfordsville () is a city in Montgomery County in west central Indiana, United States, 49 miles (79 km) west by northwest of Indianapolis. As of the 2020 census, the city had a population of 16,306. The city is the county seat of Montgomery County, the only chartered city and the largest populated place in the county. It is the principal city of the Crawfordsville, IN Micropolitan Statistical Area, which encompasses all of Montgomery County. The city is also part of the Indianapolis–Carmel–Muncie, IN Combined Statistical Area. The city was founded in 1823 on the bank of Sugar Creek, a southern tributary of the Wabash River and named for U.S. Treasury Secretary William H. Crawford. The city is home to Wabash College, a private liberal arts men's college, and the General Lew Wallace Study & Museum, a National Historic Landmark.

Culver Union Hospital is a historic hospital building located at Crawfordsville, Indiana. It was built in 1902 and was named after L.L. Culver, whose wife, Mrs. Mary Culver, donated $10,000 towards the construction in honor of her late husband. The building is a four-story, rectangular, Colonial Revival style brick structure. It is 13 bays wide and has a central projecting entry bay and gable roof. It features a two-story, open and circular entry porch supported by Ionic order columns. Additions were made to the original building in 1940–1942, 1966, 1971, and 1977. The building was closed in 1984 due to being unsafe inside the building. In 2016 the building was converted to an apartment complex by Flaherty and Collins Properties. The property is now known as Historic Whitlock Place. It was listed on the National Register of Historic Places in 2001.

The Lane Place was the home of Sen. Henry S. Lane (1811–1881) and Joanna Lane (1826–1914). It is located at 212 South Water Street in Crawfordsville, Indiana. Helen Elston Smith, the Lanes' niece, inherited the house after Joanna's death. She willed the house and its contents to the Montgomery County Historical Society on February 26, 1931. 85%-90% of all of the furnishings are either original to the house or belonged to the Elston Family. The house has been a museum since 1931 even though Helen continued to live in the home until the mid-1930s. It was listed on the National Register of Historic Places in 1981. It is located in the Elston Grove Historic District.

Bethel AME Church of Crawfordsville is a historic African Methodist Episcopal church located at Crawfordsville, Montgomery County, Indiana. It was built in 1892, and is a one-story, gable fronted frame building on a brick foundation. It features a large round-arched window and two-story, square corner tower. Portions of the building are believed to date to 1847. Also on the property is a contributing one-story, Queen Anne style cottage that served as the original parsonage. It was listed on the National Register of Historic Places in 2001.

Old Crawfordsville High School is a former public high school erected in 1910 on East Jefferson Street in Crawfordsville, Indiana. It was a part of the Crawfordsville Community Schools. The old building was expanded in 1914, 1921, and 1941 to provide additional classrooms, an auditorium, and a gymnasium. A new Crawfordsville High School facility opened at One Athenian Drive in 1993. In 2000 the old school building was converted to a multi-use facility of offices, residential housing, and a fitness center. The former high school building was added to the National Register of Historic Places in 2003. The former high school became a senior living facility and in 2019 was converted into 99 apartment units called The Laurel Flats.

Elston Grove Historic District is a national historic district located at Crawfordsville, Indiana. The district encompasses 138 contributing buildings and eight contributing structures in a predominantly residential section of Crawfordsville. It developed between about 1835 and 1935, and includes notable examples of Italianate, Queen Anne, and Colonial Revival style architecture. Located in the district are the separately listed Col. Isaac C. Elston House, Henry S. Lane House, and Gen. Lew Wallace Study. Other notable buildings include the Galey House (1848), Campbell House (1852), T.S. Scott House (c. 1855), Powers House (1862), Blair House (c. 1863), Hadley and Hornaday Houses (1878), Alfrey House (1885), Detchon House (c. 1895), Ashley House (c. 1890), Snyder House (c. 1903), and Voris House (c. 1920). It was listed on the National Register of Historic Places in 1992.

Union Township is one of eleven townships in Montgomery County, Indiana, United States. As of the 2020 census, its population was 25,087 (up from 24,587 at 2010) and it contained 10,949 housing units. Wabash College is located in Crawfordsville in this township.

The General Lew Wallace Study & Museum, formerly known as the Ben-Hur Museum, is located in Crawfordsville, Indiana. It was declared a National Historic Landmark in 1976, and in 2008 was awarded a National Medal from the federal Institute of Museum and Library Services. It is located in the Elston Grove Historic District. The museum is associated with the life of Lew Wallace and his 1880 novel Ben-Hur: A Tale of the Christ. The study, designed by Wallace, and accompanying carriage house are the only structures pertaining to Lew Wallace that have retained historical integrity. Both of these buildings now make up the museum and exhibit many of the artifacts that Wallace used during his lifetime, as well as many objects pertaining to his literary legacy. Guided tours of the study are available for a small admission fee; the Carriage House Interpretive Center and grounds are open to the public free of charge.