Historic buildings in Greenport, New York

Olana State Historic Site, located at 5720 New York 9G in Hudson, New York, is a renowned institution that has received numerous accolades and awards. Recognized as one of the top attractions worldwide by Trip Advisor's Travelers' Choice Award, Olana offers visitors a unique experience that showcases its rich history and stunning architecture. Voted as the "Best Historic Site" in the Albany Times-Union's "Best of the Valley" poll, Olana continues to attract visitors from near and far. Join us for a special event on Tuesday, April 30, 2024, honoring curator Barbara Haskell, interior designer Sheila Bridges, and patron Janet S. Dicke. Learn about the restoration of Frederic Church's Olana, a landscape masterpiece, by Thomas L. Woltz of Nelson Byrd Woltz Landscape Architects.

Welcome to the Railroad Museum of Long Island, a captivating destination for history enthusiasts and rail fans alike! Situated at 416 Griffing Avenue in Riverhead, New York, the museum stands as a testament to Long Island's rich railroading history and invites visitors to explore the legacy of the Long Island Rail Road (LIRR). As we embark on our thirty-fourth season, we are thrilled to celebrate a momentous year filled with railroading milestones and events. This year marks the 190th anniversary of the LIRR, the oldest railroad operating under its original charter and name since April 24, 1834. Join us on this historic journey as we commemorate this significant anniversary.

Welcome to the Railroad Museum of Long Island, a captivating destination for rail enthusiasts and history buffs alike! Located at 440 4th Street, Greenport, New York, our museum is a vibrant hub of railroading heritage, offering a rich tapestry of exhibits and experiences that celebrate the storied past of the Long Island Rail Road (LIRR). This year marks a monumental occasion as we embark on our thirty-fourth season of celebrating railroading on Long Island. Join us for an "Over the Top" season filled with special events and commemorations. We proudly celebrate the 190th Anniversary of the LIRR, which has been operating under the same charter since April 24, 1834. Additionally, we honor the 60th Anniversary of the LIRR Allan Herschel G-16 Park Train, a beloved attraction that began delighting visitors at the 1964 New York World’s Fair.

Welcome to Driftwood Cove Co, your trusted general contractor located on Route 25 in the picturesque town of Greenport, New York. Serving the vibrant community of Greenport and the surrounding areas, we specialize in bringing your construction dreams to life with precision, quality, and a personal touch. Whether you’re planning a new build, a renovation, or a custom project, our team of experienced professionals is dedicated to delivering exceptional results that exceed your expectations. At Driftwood Cove Co, we pride ourselves on our attention to detail, commitment to craftsmanship, and the strong relationships we build with our clients. Visit us today and let us help you transform your vision into reality. Your project is our passion!

The Stirling House is a charming lodging institution located at 104 Bay Avenue in Greenport, New York. This historic building offers a cozy and welcoming atmosphere for guests looking to relax and unwind in the heart of the North Fork. With comfortable accommodations and personalized service, The Stirling House is the perfect destination for a peaceful getaway in the United States.

Olana House is a historic museum located at 5720 New York 9G in Hudson, New York, United States. This institution is dedicated to preserving the legacy of Frederic Edwin Church, a renowned American landscape painter. The museum showcases Church's artwork, personal belongings, and the stunning architecture of the house itself. Visitors can explore the beautifully landscaped grounds and gardens, as well as take guided tours of the house to learn more about Church's life and work. Olana House is a must-visit destination for art enthusiasts and history buffs alike.

Welcome to 1844 Brooklyn - Boston Line, a unique local business located in the historic Greenport, New York, 11944. Our name pays homage to a significant chapter in American rail history—the establishment of the Long Island Rail Road (LIRR) and its ambitious plan to connect New York to Boston via Greenport. This visionary route, conceived in the early 19th century, was designed to outpace the traditional path through southern Connecticut by avoiding major water crossings, thus offering a more efficient journey. The LIRR, one of the oldest railroads in the United States, began its journey as the Brooklyn and Jamaica Rail Road in 1832, with the goal of creating a rail line that spanned the entire length of Long Island. By 1834, it was officially chartered, and by 1844, the tracks reached Greenport, establishing a vital link that reduced travel time between New York and Boston from nearly fifteen hours to eleven. This achievement marked a significant milestone in American transportation history.

Welcome to BEDT Locomotive #16, proudly housed at the Railroad Museum of Long Island, located at 416 Griffing Avenue, Riverhead, New York. As we embark on our thirty-fourth season, join us in celebrating a landmark year for railroading on Long Island. This year, we honor the 190th anniversary of the Long Island Rail Road, the 60th anniversary of the LIRR Allan Herschel G-16 Park Train, and the 180th anniversary of the first train to Greenport. Our museum is dedicated to preserving and interpreting the rich history of Long Island's railroads. With facilities in both Riverhead and Greenport, we invite you to explore our collection of historic rail cars, locomotives, and interactive exhibits. Experience a ride on our miniature LIRR park train from the 1964 New York World’s Fair, or step inside a 1960s LIRR caboose. Our historic Lionel Layout, with its 83 accessories, is a must-see for model train enthusiasts.