The Cleaveland House is in West Tisbury, the center of the Island, equidistant from almost everything, and ideal for bicycling. The classic gray-shingled Vineyard farmhouse is on the main road from West Tisbury to Edgartown.

The house is 3 miles from the airport, 6-1/2 miles from the Vineyard Haven ferry dock, and 9-1/2 miles from Oak Bluffs.

From Vineyard Haven take State Road 3 miles (up Island) to Old County Road, left on Old County Road to the end, turn left (toward Edgartown). The Cleaveland House is the first driveway on the right after New Lane and a large boat, 0.2 miles (approx. one city block) from the end of Old County Road.

From Oak Bluffs drive straight off the ferry, follow the harbor for about 3 miles to Vineyard Haven, then follow directions above.

From the airport, turn right onto the West Tisbury-Edgartown Road. The Cleaveland House is 3 miles on the left, 1/4 miles past the firehouse (on right). Turn in at sign.