The Wentworth Valley is a valley in the Cobequid Hills of northwestern Nova Scotia, Canada. The valley is located in a glacial trough north of Folly Mountain and comprises the lowest elevation pass through the Cobequids. It was named after the colonial governor John Wentworth (1792-1808). The valley is the shortest route between Halifax and the Isthmus of Chignecto border with New Brunswick. In 1872 the Intercolonial Railway built its mainline between Halifax and Rivière-du-Loup through the valley, rising along its western walls to gain altitude to reach the summit at Folly Lake. Highways followed the railway during the 20th century and Trunk 4 was built through the valley and over Folly Mountain. During the early 1960s this road was redesignated Highway 104, the Trans-Canada Highway. In 1996 a toll highway was built over the much higher altitude Cobequid Pass to the west and the valley's roads reverted to a secondary route. The eastern wall of the valley hosts an alpine ski hill - Ski Wentworth, as well as a NATO satellite earth station that is currently being deactivated. The valley hosts the following communities:
- Wentworth
- Wentworth Centre
- Wentworth Station
- Wentworth Valley
