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Walking Tour

Rolland HouseThe hamlet of Roxbury is rich in natural beauty and historic resources. Roxbury is the birthplace of railroad magnate Jay Gould and America’s best-loved naturalist, John Burroughs. Unlike so many upstate New York villages, the hamlet of Roxbury has retained its seminal 19th century architecture, which has resulted in the entire hamlet being listed on the State and National Registers. 

Roxbury’s maple-lined Main Street exhibits redoubtable stylistic examples from the most humble Greek revival to the most elaborate late Victorian.

One of the truly unique historic sites in the hamlet is the Jay Gould Reformed Church, with its massive stone edifice and Tiffany windows.

Kirkside HomeAlongside the church is Kirkside, the former summer estate of Helen Gould Shepard. This Main Street property was purchased by Gould's daughter in 1896, and the simple seven room farmhouse was expanded to create the magnificent, rambling Georgian style mansion.

Ms. Gould also created Kirkside Park, an historic 14-acre treasure adjoining the home, a masterpiece of rustic elegance designed by Ferdinand Mangold, the groundsman at Lyndhurst, the Gould’s Westchester County estate on the Hudson now a National Trust Historic Property. Kirkside Park was a showcase from the late 1900s to the late 1930s. Extensively landscaped and appointed with Adirondack style bridges and gazebos, graceful paths along the stream, a small waterfall, rustic style furniture, and stone terraces, Kirkside Park gained a deeper historical dimension through its particular "conversation" with the Goulds’ Lyndhurst property. House TourKirkside Park was deeded to the Town of Roxbury in 1981 in a state of disrepair and in 1999 the restoration of this magnificent community treasure was initiated. Over the past six years, accomplishments include 1500 lineal feet of meticulously laid stonewalls lining the east branch of the Delaware River, five rustic bridges, complete ball field rehabilitation, numerous plantings and perennial gardens, and installation of 2000 lineal feet of stone dust paths.

Another celebrated resource in Roxbury is its 1872 train depot, which was literally put under wraps (a weatherproof shield) intact, so that it could be restored before being claimed by the elements. Restoration of this National Register property is now underway. The Depot, a classic example of railroad architecture, was a keystone of everyday 19th century mountain life, and is now the final stop on the Delaware and Ulster Rail Ride.

Groups of five or more are welcome to arrange for a guided walking tour of the hamlet of Roxbury. For scheduled appointments contact Peg Ellsworth (607) 326 3722 or peg@catskill.net. Donations for guided tours are greatly appreciated. 

We are in the process of developing a downloadable self guided walking tour brochure. Please check back soon.

Riding ToursFor all of Labor Day weekend, Roxbury invites you to enter a different world, one where all the clocks have been turned back 100 years. Townspeople will welcome you with upswept Gibson Girl hairdos and sparkling spats in all their Victorian finery. House proud Roxburyians will lead tours of the village's historic homes. Railroad magnate Jay Gould and beloved naturalist John Burroughs spent their boyhoods here, so this year there will be a new guided bus Tour of Historic Sites surrounding the village, which will include Woodchuck Lodge, the Gould homestead, Yellow Old School Baptist Church and other significant landmarks outlying the village.