Historic Places

Teddy Roosevelt on HorseOyster Bay, NY, is rich in history with sites from the American Colonial era, the Revolutionary War and the days of United States President Theodore Roosevelt, who lived with his family at the national treasure known as Sagamore Hill. 

Sagamore Hill National Historic Site, a beautifully preserved museum of Teddy Roosevelt’s summer White House, is situated on 80 magnificent acres of pet-friendly trails that wind through pastures, woodlands and waterfront. From the trails and shorefront where Teddy Roosevelt walked with the family’s dogs to his final resting place in nearby Young’s Memorial Cemetery, the area is steeped in history.

Spy Rings, Valentines and Haunted Home

Oyster Bay was the scene of the first-ever recorded Valentine's Day letter in America, a home that was part of George Washington’s Spy Ring, a historic house that is said to be haunted and more. Still standing are Snouder’s Drug Store, site of the first telegraph/telephone in Oyster Bay, the Moore’s Building (now Wild Honey Restaurant) where Teddy’s Roosevelt’s staff had its offices and many other landmarks.  

The Oyster Bay Railroad Museum celebrates the history of rail travel in the U.S., the extension of the Long Island Rail Road to Oyster Bay in 1880, and the preservation of the historic red brick train station used by Teddy Roosevelt.

Gold Coast Mansions, Nature and Walks

The Planting Fields Arboretum State Historic Park offers a glimpse into the spectacular history of Long Island’s Gold Coast and its mansions, situated on 400 acres of rolling lawns, with manicured gardens, impressive greenhouses and nature walks that offer a spectacular site for communing with nature.

Raynham HallCome take the Oyster Bay History Walk … a path through downtown Oyster Bay, past quaint shops and restaurants, which encompasses 30 historic sites!

The Theodore Roosevelt Sanctuary & Audubon Center, the first Audubon Songbird Sanctuary in the nation established in 1923, includes 12 acres of protected habitat for songbirds and a variety of activities including environmental education, wildlife research, and conservation advocacy.

For more information about Oyster Bay's rich history, visit the Oyster Bay Historical Society.