Monument Square Historic District (Leominster, Massachusetts)

Leominster ( LEM-ɐn-stər) is a city in Worcester County, Massachusetts, United States. It is the second-largest city in Worcester County, with a population of 43,222 at the 2023 census. Leominster is located north of Worcester and northwest of Boston. Both Route 2 and Route 12 pass through Leominster. Interstate 190, Route 13, and Route 117 all have starting/ending points in Leominster. Leominster is bounded by Fitchburg and Lunenburg to the north, Lancaster to the east, Sterling and Princeton to the south, and Westminster to the west.

The W. S. Reed Toy Company-Wachusett Shirt Company Historic District encompasses two adjacent properties at 41 and 45 Summer Street in Leominster, Massachusetts. The two properties were historically associated with the business operations of William S. Reed, a businessman who operated a toy manufacturing company among other concerns. The properties were listed as a historic district on the National Register of Historic Places in 2021.

The Wachusett Shirt Company is an historic industrial complex at 97-106 Water Street in Leominster, Massachusetts, United States. The five-building complex was developed between 1887 and 1910, and was home to one of the city's leading employers until the 1930s. Most of the complex converted into a residential complex known as Riverway Apartments in 1981. It was listed on the National Register of Historic Places in 1982.

The Jewett Piano Company Building is an historic building at 140 Adams Street in Leominster, Massachusetts. Built in 1892, it is a well-preserved example of late 19th-century wood-frame industrial construction. It is one of two surviving 19th-century piano case company plants in the city, which was known for this industry until World War I. The building was listed on the National Register of Historic Places in 2019. The building has been converted to residential use, known as Ivory Key Apartments.

The Frances H. and Jonathan Drake House is an historic house at 21 Franklin Street in Leominster, Massachusetts, United States. Built in 1848, this typical Greek Revival worker's cottage is notable as a stop on the Underground Railroad during the pre-Civil War years. Frances and Jonathan Drake are documented as having hosted Shadrach Minkins after he was successfully extracted from custody at a Boston court hearing. The house was listed on the National Register of Historic Places in 2008.

The F. A. Whitney Carriage Company Complex Historic District encompasses a major 19th-century industrial complex off 124 Water Street in Leominster, Massachusetts. The complex is one of the best-preserved in the city, and was developed by of its most successful businesses of the late 19th and early 20th centuries. The F. A. Whitney Company, founded in 1858, manufactured baby carriages and related products, and operated here from 1862 to 1952, and was one of the city's major employers. The oldest surviving buildings of its manufacturing complex date to 1872. The district was listed on the National Register of Historic Places in 1988. Most of the complex has been converted into residential use.

The Pine Grove Cemetery, also known as the First Meetinghouse Burying Ground, is an historic cemetery on Tremaine and Main Streets in Leominster, Massachusetts. Established in 1742, it is the city's oldest cemetery, and the principal surviving element of the town's early settlement. It was originally located adjacent to the community's first meeting house, built in 1741 and dismantled in 1774. The cemetery, closed to burials since 1937, was listed on the National Register of Historic Places on March 12, 2008.

The Whitney & Company building is a historic industrial facility in Leominster, Massachusetts. The utilitarian brick four-story building was built in 1893, and extended in 1923. It was built by Fred Abbot Whitney and Walther F. Whitney, whose business was the manufacture of boxes, notably paper boxes and satin-lined boxes, used for shipping other products to customers. The site was listed on the National Register of Historic Places in 1989. It has since been converted into residences called the Watermill Apartments.

Cluett Peabody & Company, Inc. once headquartered in Troy, New York, was a longtime manufacturer of shirts, detachable shirt cuffs and collars, and related apparel. It is best known for its Arrow brand collars and shirts and the related Arrow Collar Man advertisements (1905–1931). It dates, with a different name, from the mid-19th century and was absorbed by Westpoint Pepperell in the 1980s. The Arrow name is still licensed to brand men's shirts and ties. The company manufactured shirts and collars in a historic building at 123 First Street in Leominster, Massachusetts. The building was constructed in 1902 and added to the National Register of Historic Places in 1989.

The Wellington Piano Case Company Building is an historic building at 54 Green Street in Leominster, Massachusetts. The four-story brick building was built in 1895 by Frank E. Wellington, who manufactured piano cases for upright and grand pianos. The building was listed on the National Register of Historic Places in 1984. It was converted to condominium residences in 2002.

The Leominster High School 1905 building, also known as the Carter Junior High School, is an historic school building at 261 West Street in Leominster, Massachusetts. Built in 1904–05, it is the city's most architecturally elaborate school building, serving as its second high school building until 1963, when the present high school was built. The building was listed on the National Register of Historic Places in 2021.

The Mall at Whitney Field (formerly known as Searstown Mall) is a shopping mall located off of Route 2 near the junction with Interstate 190 in Leominster, Massachusetts. The mall opened in 1967 and was renovated and renamed in 2004. The mall's anchor stores are Burlington, Gardner Outlet Furniture, and JCPenney, with one vacant anchor last occupied by Sears. The mall was previously owned by Walton Street Capital LLC of Chicago until May 2013 when Vintage Real Estate acquired the mall with plans to renovate and turnaround the struggling mall. As of January 8, 2020, the mall is now owned by Hull Property Group.