Questing is a 438-acre (177 ha) open space preserve and colonial era historic site located in New Marlborough, Massachusetts within The Berkshires.

The reservation includes hiking trails, open meadows and hay fields, vernal pools, and streams.

[1] It is open to hiking, picnicking, cross country skiing, and hunting (in season).

Questing Reservation is on a hill where the first fort was built in the original New Marlborough settlement, and where the first non-Native American children were born, the Brookins twins.

Later this site was also the location of the settlement of the Leffingwell family, abandoned in the Great Depression.