Living in Pawling
George Washington's headquarters for two months in 1778, at the John Kane House.
Pawling is a town in southeastern Dutchess on the Connecticut line, with the Village of Pawling at the junction of Routes 22 and 55. Hills rise on its east and west sides with the Great Swamp and the Harlem Valley between them, and the town keeps more than 300 acres of parkland.
Living here
Neighborhoods and housing
The village, incorporated in 1893, sits in the valley. Around it are Quaker Hill, Hurd Corners, Baker Corner, Holmes, Shorehaven, West Pawling and Woodinville, with Whaley Lake by the western town line.
Daryl's House Restaurant & Live Music Club, McKinney & Doyle Fine Foods Cafe, Pawling Coffee Roaster, Sunflour Bakery & Cafe and Cornerstone are in town.
The Great Swamp, the Appalachian Trail and the Pawling Nature Reserve on Hammersly Ridge are all here, along with Dutcher Golf Course, the oldest municipality-owned golf course in the country. The Maybrook Trailway runs south to Brewster and the Dutchess Rail Trail west to Poughkeepsie.
Pawling and Appalachian Trail stations are on Metro-North's Harlem Line. Two direct weekday morning trains reach Grand Central in 105 minutes on the October 2026 timetable; others change at Southeast. Dutchess County Public Transit route E runs to Poughkeepsie.
Pawling is served by the Pawling Central School District, with a small part of town in Arlington.
District lines follow addresses, not town names. Check a specific address with the district before relying on it.
Can you take the train from Pawling to New York City?
Yes. Pawling is on Metro-North's Harlem Line. Two direct weekday morning trains reach Grand Central in 105 minutes; others change at Southeast.
What is the Great Swamp?
The swamp in the Harlem Valley that runs through the middle of the town, between its eastern and western hills.
Does Michael Dunstan sell homes in Pawling?
Yes. Pawling is one of the Dutchess County areas he works in, from RE/MAX Town & Country in Hopewell Junction. Call (914) 489-9325 or send a question with the form below.
Photo: Harlem Valley meadow and hills seen from the Appalachian Trail, Daniel Case, CC BY-SA 3.0, via Wikimedia Commons.
