Cape Cod, MA

Osterville Loop

Author Photo

This is a ‘highlights of Osterville’ route, along pretty roads with some lovely homes and occasional ocean views. We start in the center of Osterville (very cute town!), and head down Bridge St., crossing a causeway onto Little Island. After about 1 mile, there is a gate where this becomes a private road. So….turn back, and head down pretty, wooded Eel River Rd., to Sea View Ave. There are spectacular homes and nice water views along Sea View. At the end of Sea View, left on Wianno Ave., briefly, then right on East Bay Rd., which is a terrific 1 mile stretch along East Bay with great views.

Essentials
  • 5.2 miles RT
  • 96 feet
  • Osterville Historical Society, in Osterville center
  • Parking in town