Oyster Bay, New York

Oyster Bay
This striking photograph captures the beauty of an Oyster Bay shoreline at sunset. The golden sun dips toward the horizon, casting warm light across the sky and reflecting on the gentle waves. Footprints trail along the sandy beach, weaving between rugged, dark rock formations that extend into the water. File photo: Clive Wright, licensed.

Oyster Bay is a scenic and historically rich hamlet in the Town of Oyster Bay, Nassau County, located along Long Island’s famed North Shore. With a picturesque harbor, a vibrant downtown, preserved historic sites, and abundant waterfront recreation, Oyster Bay blends small-town charm with cultural depth.

Location & Overview

Situated about 30 miles east of Manhattan, Oyster Bay sits on the eastern edge of Nassau County, bordering Oyster Bay Harbor and the Long Island Sound. Its waterfront location has long defined its character, offering both a working harbor and a destination for boating, fishing, and seaside relaxation.

Historical Significance

Oyster Bay’s history dates back to the mid-1600s, when English settlers established the community. Over the centuries, it became known for shipbuilding, oyster harvesting, and maritime commerce.

One of its most famous residents was President Theodore Roosevelt, who made his home at Sagamore Hill National Historic Site, now preserved for public tours. The area’s colonial heritage is also reflected in its historic buildings, churches, and landmarks.

Downtown & Dining

Oyster Bay’s downtown offers an inviting mix of:

  • Boutique Shops & Antique Stores – Ideal for unique finds and artisan goods.
  • Restaurants & Cafés – From fresh seafood to Italian trattorias, dining in Oyster Bay often features local and seasonal ingredients.
  • Cultural Events – The hamlet hosts festivals, car shows, and seasonal street fairs that draw visitors from across Long Island.

Attractions & Things to Do

  • Sagamore Hill National Historic Site – The preserved home and “Summer White House” of Theodore Roosevelt.
  • Raynham Hall Museum – A Revolutionary War–era home with ties to colonial espionage.
  • Oyster Bay Waterfront Park – A relaxing space for picnics, strolling, and enjoying views of the harbor.
  • Boating & Sailing – Oyster Bay Harbor is a hub for recreational boating, with marinas and yacht clubs available to locals and visitors.

Parks & Outdoor Recreation

Beyond the harbor, Oyster Bay offers several outdoor spaces:

  • Theodore Roosevelt Memorial Park – A waterfront park with sports facilities, picnic areas, and a beach.
  • Planting Fields Arboretum – Just outside the hamlet, this former estate offers acres of gardens, greenhouses, and walking trails.

Schools

Oyster Bay is served by the Oyster Bay–East Norwich Central School District, known for its strong academics and close-knit community feel.

Real Estate

Oyster Bay offers a range of housing styles, from historic colonials and Victorian homes to modern waterfront estates. Its blend of charm, history, and location keeps demand high among both primary residents and those seeking second homes.

Why Visit or Live in Oyster Bay?

  • Rich historical heritage tied to President Theodore Roosevelt.
  • Beautiful harbor views and abundant water-based recreation.
  • A walkable downtown filled with local shops, eateries, and events.
  • Easy access to both New York City and the serene landscapes of Long Island’s North Shore.

Oyster Bay continues to be a gem of Long Island’s North Shore, a place where history, community, and the sea come together.