Poet's Seat Tower

The Weldon Hotel is a historic former hotel at 54 High Street in Greenfield, Massachusetts. Built in 1905 and enlarged several times, it was one of the first poured concrete buildings in the United States, and was one of Greenfield's grandest hotels of the early 20th century. It was listed on the National Register of Historic Places in 1980.

The East Main–High Street Historic District is a historic district roughly bounded by Church, High, East Main and Franklin Streets in Greenfield, Massachusetts. It encompasses a predominantly residential area just east of Greenfield's central business district, historically where the town's wealthier residents lived, and features a wide variety of mainly 19th-century residential architecture. The district was listed on the National Register of Historic Places in 1989.

The US Post Office-Greenfield Main is a historic post office at 442 Main Street in Greenfield, Massachusetts. Built in 1915 and enlarged in 1939, it is a good example of a post office with Beaux Arts and Classical Revival features. It was listed on the National Register of Historic Places in 1985, and included in the Main Street Historic District in 1988.

Greenfield High School is located in Greenfield, Massachusetts, United States. The school's mascot is the "Green Wave", represented by a green and white ocean wave.

The Leavitt–Hovey House is an historic house located at 402 Main Street in Greenfield, Massachusetts. Built in 1797, it is a prominent work of local architect Asher Benjamin, and a good local example of Federal period architecture. From 1909 to June 17, 2023, it served as the home of the Greenfield Public Library. It was listed on the National Register of Historic Places in 1983, and was included in the Main Street Historic District in 1988.

Franklin County is a nongovernmental county located in the northwestern part of the U.S. state of Massachusetts. As of the 2020 census, the population was 71,029, which makes it the least-populous county on the Massachusetts mainland, and the third-least populous county in the state. Its traditional county seat and most populous city is Greenfield. Its largest town by area is New Salem. Franklin County comprises the Greenfield Town, MA Micropolitan Statistical Area, which is included in the Springfield-Greenfield Town, MA Combined Statistical Area.

Greenfield is the only city in and the seat of Franklin County, Massachusetts, United States. Greenfield was first settled in 1686. The population was 17,768 at the 2020 census. Greenfield is home to Greenfield Community College, the Pioneer Valley Symphony Orchestra, and the Franklin County Fair. The city has a Main Street Historic District containing fine examples of Federal, Greek Revival, and Victorian architecture. Greenfield is part of the Springfield, Massachusetts, Metropolitan Statistical Area.

The Garden Theater Block is a historic commercial block and theater at 353-367 Main Street in Greenfield, Massachusetts. The Colonial Revival block was completed in 1929, and is home to the city's largest theatrical performance venue. The theater is a unique example of an "atmospheric" garden theater, with artwork and mechanical systems designed to give its interior an outside appearance. The building was listed on the National Register of Historic Places in 1983, and included in the Main Street Historic District in 1988. The theater is now known as the Greenfield Garden Cinemas.

The General Pierce Bridge is a steel truss road bridge over the Connecticut River between Greenfield, Massachusetts and Montague, Massachusetts carrying Montague City Road. In summer 2021, the bridge was closed to vehicle traffic while undergoing major repairs but remained open for foot traffic. Originally expected to fully reopen in summer 2024, repairs had been completed ahead of schedule and the bridge completely reopened by the end of February 2023.

The John W. Olver Transit Center, also called the JWO Transit Center, is an intermodal transit hub for Franklin County, Massachusetts. Located in Greenfield, it currently serves Franklin Regional Transit Authority (FRTA) local bus routes plus intercity bus service. Amtrak's Greenfield station is also located here, with one daily Vermonter round trip and two daily Valley Flyer round trips, which are extensions of Amtrak-run Hartford Line trains. Named after long-time western Massachusetts congressman John Olver, the hub is the first zero net energy transit center in the United States. Built with American Recovery and Reinvestment Act funds, the facility was constructed with solar panels, geothermal wells, copper heat screens and other energy efficient technologies. It houses the FRTA offices and the Franklin Regional Council of Governments, the successor organization to the Franklin County county government.

The Main Street Historic District encompasses the civic core of Greenfield, Massachusetts, the county seat of Franklin County, Massachusetts. The district includes several blocks of Main Street extending roughly from Chapman Street in the west to Franklin Street in the east, as well as a number of properties facing the common along Bank Row, south of Main Street, and is architecture reflective of the city's 19th-century growth as a major crossroads and county seat. The district includes the town hall, county courthouse, several 19th century bank buildings, and three properties previously listed on the National Register of Historic Places: the Garden Theater Block, the Leavitt-Hovey House (which houses the public library), and the 1915 Post Office building. The district was listed on the National Register of Historic Places in 1988.Greenfield was settled in the 17th century as part of Deerfield, and was incorporated as a town in 1775. The town center was by then already established on Main Street, with a variety of businesses and residences, none of which have survived. Major travel routes, both north–south and east–west, where developed in the late 18th century that met there. The town became the shire town of Franklin County when it was established in 1811, and a series of civic buildings took shape thereafter in the Bank Row/Court Square area. Commercial development extended east from that area as the 19th century progressed, although a few older homes survived this process, including the Leavitt-Hovey House. Further development was spurred by the arrival of railroads in the mid-19th century, and the late 19th century was the town's period of greatest industrial and economic growth.

Sacred Heart of Jesus Parish was a parish of the Roman Catholic Church designated for Polish immigrants in Greenfield, Massachusetts. Founded 1914, it was one of the Polish-American Roman Catholic parishes in New England in the Diocese of Springfield in Massachusetts. The diocese closed the parish in 2009.