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The Spy Ring is credited by General George Washington as being a leading factor in turning the tide of the American Revolution. Historic sites on Long Island take you back to the days of 1778 when Long Island was a hotbed of intrigue under British military occupation. A group of local patriots, determined to assist George Washington win the American Revolution, formed the Culper Spy Ring. Take the 4 day trip to uncover the sites of the Washington Spy Trail.
Take a boat excursion to Execution Rocks lighthouse just off Sand’s Point to learn how British colonial authorities are said to have executed ‘Rebels’ by chaining them to the rocks at low tide, allowing the rising water to drown them. As added torture, the bones of those previously executed were left for the new captives to contemplate. The three hour tour leaves from Port Washington Town Dock on Main Street in Port Washington.
Take the Long Island Railroad to the Port Washington Station on the Port Washington Branch.
Located just east of the village of Lloyd Harbor, on the North Shore of Long Island, the 80-acre refuge consists of forest, beach and ponds. Swim, hike or fish at the location which gets its name from a large rock there that the British used for target practice during the Revolutionary War.
Take the Long Island Railroad to the Cold Spring Harbor Station on the Port Jefferson Branch.
The Harbor Rose is a home where history and modern living peacefully coexist. The historic home was built in 1849. In the home, enjoy all the comforts of home with Water Views, Restorative & Detox Healing Services, Organic Farm to Table Breakfast, Luxury Linens & Amenities and Hiking trails.
Long Island was a center for spy activity during the Revolutionary War and many here were credited by General George Washington for the ‘behind the scenes’ help they gave in winning the war. Although Long Island became a captured British stronghold early in the war at the Battle of Long Island, the ‘spy ring’ here (also called the Culper Spy Ring), was extremely active despite the extreme danger, due to its close proximity to British military headquarters in New York. Discover the fascinating tale of one of America’s most important secret spies, Robert Townsend (Culper, Jr.) during a visit to the Townsend family home at Raynham Hall in Oyster Bay.
Located in Huntington, the home survived the advance of the British who overtook the town during the American Revolution. See where Sybil Conklin lived with her children while her husband, David, was held prisoner by the British. Uncover the history within the Conklin Home that the family occupied for over 150 years.
British soldiers and top-ranking officers stayed at the manor. But when the war was won, President George Washington toured the area to thank the loyal Patriots, and according to his personal journal, also spent the night at Sagtikos Manor.
Take the Long Island Railroad to the Bay Shore Station on the Montauk Branch.
A Luxury Waterfront Inn located steps from the beautiful town of Bay Shore. The area features a great selection of high end, local seafood, and gastropub restaurants.
The main route is today’s 25A rimming picturesque Long Island Sound, harbors and inlets from where the patriots operated whaleboats to row intelligence to Connecticut and to General Washington that helped him win the American Revolution. President Washington traveled to the North Shore on April 21 to 23, 1790, to thank the patriots and his spies. The Trail traverses Great Neck to Port Jefferson back roads and byways extend the regional route to over 100 miles. Also, explore sites where bootlegging and rumrunning took place and visit former speakeasies
Take the Long Island Railroad to the Stony Brook Station on the Port Jefferson Branch.
Built in 1665 and considered the oldest house in the Town of Brookhaven, the Brewster House was home to six generations of Brewsters. During the American Revolution, Joseph Brewster operated the house as a tavern and general store, entertaining British troops inside. American Patriot Caleb Brewster, cousin of the Joseph Brewster and presumably a frequent visitor to the house, was a member of George Washington’s Culper Spy Ring during the Revolutionary War.
A unique country inn overlooking scenic Stony Brook Harbor with the perfect combination of old world charm and contemporary dining. Have dinner at Mirabelle Restaurant, balancing French and New American Cuisines.