Tour the George Washington Spy Trail

A Historical Getaway

4 Days

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 four-day trip to uncover the sites of the Washington Spy Trail.

Insider Tip

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Day 1

Execution Rocks

Take a boat excursion to Execution Rocks lighthouse just off Sand’s Point.

Target Rock Wildlife Refuge

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.

Harbor Rose Bed & Breakfast

253 Harbor Road
(516) 482-2740

Our extraordinary historic home provides guests with eco-friendly Comfortable Elegance & Hospitality in a Conscious Environment. The Harbor Rose is a home where history and modern living peacefully coexist. Enjoy great attention to details including luxury linens and high quality purified alkaline…

Day 2

Raynham Hall

Long Island was a center for spy activity during the Revolutionary War.

1750 David Conklin Farmhouse

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…

Day 3

Sagtikos Manor

677 West Montauk Hwy
(631) 854-0939

Built in 1697, and expanded in 1772 and 1902, the estate served as headquarters for the British Army on Long Island for a brief time during the Revolutionary War. President George Washington stayed there during his tour of Long Island in 1790. The manor house is furnished with original family pieces…

The Ocean Bay House

69 Ocean Avenue
(631) 968-2316

The Ocean Bay House is a boutique Bed and Breakfast centrally located on the South Shore of Long Island in the historic town of Bay Shore. Situated on Watchogue Creek, this stunning 1800’s colonial was carefully restored in 2017 and features nine guest rooms with ensuite bathrooms, and modern…