Kipling Trail (also known as Kipling Road) is the old walking route that connects Dehradun with the hill station of Mussoorie in India. It was the only means of reaching Mussoorie before the cart roads, for tongas, or roads for automobiles were constructed. It is named after the English novelist Rudyard Kipling, who is believed to have walked the trail in the 1880s, though there is no definite evidence.^[1] The trail fell out of use when cars or buses became the preferred mode of transport, but the route is being revived by nature, colonial history and hiking enthusiasts.^[2]

In the 1880s, novelist Rudyard Kipling is believed to have trekked this trail and the walk described in his novel Kim is thought to have been through this route.^[1] With the construction of an asphalt road in the early 20th-century, going right up to Mussoorie, the heritage walking route gradually fell out of favour. Today, the path is being revived as it is increasingly being used by hikers and nature or history enthusiasts, who prefer walking up to the hill station over driving.^[3] In his book The Kipling Road, author Ruskin Bond explores the many stories of people who walked the old route from Rajpur to Mussoorie.^[4]