Pleasure Point roadhouse, Surf spot and landmark restaurant in Santa Cruz, United States.

Pleasure Point is a surf break with multiple peak areas along the cliffs near Santa Cruz, with a roadhouse that looks out over Monterey Bay. The location has direct access to several surfing zones, with parking spaces and lookout points positioned along East Cliff Drive.

John J. Henchy, a former San Francisco saloon owner, built the house between 1902 and 1904 on land bought from N E Neary, spanning what is now 38th to 41st Avenue. Ownership passed through several local families: N Neary in 1908, J Menzel in 1921, and Anton V Peterson in 1926, who added a gas station, store and Cosy Cottage Resort. Liela Naslund of Los Gatos bought the property in 1971, removed the gas station and store, and rented rooms and cottages. It was demolished on September 27, 2008.

The building was torn down on September 27, 2008, so nothing of the roadhouse remains at 2-3905 East Cliff Drive. Its heavy plastic outdoor furniture was bought by Judith and Buck Hoelscher and is now used in the yard of their vacation rental, The Tudor Rose Manor, in the flats of Rio del Mar.

The roadhouse stood at 2-3905 East Cliff Drive, between 38th and 41st Avenues, on the Pleasure Point coast. The building was demolished on September 27, 2008, so nothing of it remains to visit; the address now marks only the lot. Look for the site along East Cliff Drive where the structure once faced the cove and Monterey Bay.

The house was built between 1902 and 1904 by John J. Henchy, a former San Francisco saloon owner, on land he bought from N E Neary. Its trapezoidal plan was aligned with East Cliff Drive, and a long glazed gallery wrapped the east and south sides of the main floor as a sun porch. The building was torn down on September 27, 2008.