In late summer Shipshewana received a donation of land need to extend the Pumpkinvine Nature Trail from County Road 850 W into town. Construction of one mile of trail is expected to start in the spring of 2021. A trail head will be built in Wolfe Park near the town hall.

In the autumn of 2019 Friends of the Pumpkinvine Nature Trail purchased another parcel of land needed for the trail extension. Last winter Friends transferred ownership of that parcel to the Town of Shipshewana.