Shade, seating, shanties and signature views = SMILES!

The Harbor Overlook, along the Walkway-to-the-Sea, provides shade, seating, shanties, snacks and signature views!
Take in the view of Hyannis Inner Harbor, stroll along the walkway and stop at the Snack Shack; meet local artists and artisans in the Hyannis HyArts Artist shanties, open May through October.  And in November and December the smiles continue with the artist shanties decorated as Gingerbread Houses for extra fun holiday pictures.

Continue along the Walkway to the Sea to either Hyannis Harbor OR through Hyannis Village Green to the mile-long Hyannis Main Street which features over 40 restaurants and 150 local shops.

History of Harbor Overlook

Harbor Overlook once supported three houses including one owned by the Bismore Family. Ralph P. Bismore, a Barnstable High School graduate and World War II soldier in the Army Air Corps, rented rooms to locals along with renting one with his wife (1940 census).

The Old Colony railroad originally operated in southern New England in the 1800’s. In 1854 the tracks were extended to Hyannis Port to a stone wharf where a steamer would bring rail passengers to Nantucket. The station was located at the end of the Wharf near what is now Harbor Road. Remnants of the Old Colony Railroad wharf remain there today which can be viewed while walking along from Keyes Memorial Beach. Operation of the Old Colony Railroad on Cape Cod ended in 1972. With the invention of the automobile, Old Colony Road replaced the railroad tracks.