The Upper Sheffield Covered Bridge, also known as the 'Old Covered Bridge' is a covered bridge in Sheffield, Massachusetts.

Upper Sheffield Bridge is a replica of an 1837 lattice truss bridge that was destroyed by fire in 1994. At the time of its destruction, it was the oldest covered bridge in Massachusetts. The bridge was listed on the National Register of Historic Places in 1978. The bridge is currently open to pedestrians.

This covered bridge is located just east of the village of Sheffield Plain, spanning the Housatonic River. The bridge is 93 feet long and rests on granite abutments, one of which is of 19th-century origin, while the other was the result of a 20th-century rehabilitation of the 1837 bridge. The bridge has two lattice trusses built to the patent of Ithiel Town, whose lower members have been doubled for added strength. The exterior is finished in vertical board siding, and it is covered by a gabled roof.

The 1837 bridge was one of the oldest known examples of a Town truss, built to an updated version of Town's patent published in 1835. Various sources claim a build date for this bridge as 1832 or 1837, but the historical marker on-site claims 1854 as the correct date. The bridge underwent periodic maintenance and was closed to traffic in 1970. The original bridge was restored in 1974 and 1981. The replacement bridge was completed in 1996. The fire was determined to be arson, set by local teenagers. The bridge was rebuilt to plans that had been drawn during its restoration.

Of the nearly 270 covered bridges that were built in the state of Massachusetts, as of 2019 only 7 remain.

Located at:  N42 07.435    W73 21.275     -     WGCB # 21-02-01 #2

Photographed in July of 2019.