Tarrytown + Sleepy Hollow, NY

By |2025-09-24T19:40:37+00:00September 4th, 2025||

Tarrytown and neighboring Sleepy Hollow make for one of the Hudson Valley’s most accessible escapes — just a 40-minute Metro-North ride from Grand Central. The villages sit side by side on the river, tied together by their literary history as the home of Washington Irving and his iconic Legend of Sleepy Hollow. Each October, the area transforms into one of New York’s most spirited destinations, with haunted hayrides, lantern-lit cemetery tours, pumpkin displays, and festivals that draw visitors from all over. Outside the fall season, Tarrytown and Sleepy Hollow remain year-round draws with historic estates, Hudson River views, and a growing restaurant scene.