The street running west here (towards the railway line) was constructed through a land block owned by the Bennington family and was named after the family when the road was completed. The Benningtons came to Masterton in 1855, taking up a bush-clad section of land, which stretched from Pownall Street to Ngaumutawa Road.
The street that runs to the east (towards town) was constructed later. One of Masterton's early settlers, Walter Perry, named it Cornwall Street, after the county in South West England where the Perry family came from.
In 1905 the Masterton Borough Council removed the Bennington name and changed it to be included as part of Cornwal Street.
When the streets in the Cornwall/College Streets area were being named, the name of one of Masterton’s oldest settling families was revived and today Bennington Street (v2.0) runs from College Street to Masters Crescent.
Cache has log only. B.Y.O.P.
Information from "Street Stories" by Gareth Winter.