Cummington is a town in Hampshire County, Massachusetts, United States.

Noted poet and newspaper editor William Cullen Bryant was born in Cummington, and returned for many years to summer in the town.

His house is now preserved and open to the public as the William Cullen Bryant Homestead.

The fair features many events, including adult and 4-H exhibition halls, a craft barn, vaudeville stage, antique car parade, oxen pull, and an assortment of fair rides, games, and food stands.

The town was the subject of a 1945 documentary film, The Cummington Story, about the welcome given to a group of European refugees.

To the east is the town of Goshen, to the southeast is Chesterfield, and to the south is Worthington, all in Hampshire County.

Massachusetts Route 112 leads west, then south, 21 miles (34 km) to Huntington.

Cummington is part of the Central Berkshire Regional School District, along with Becket, Dalton, Hinsdale, Peru, Washington, and Windsor.