Condé Nast TravelerSep 12, 2025
A Fall Guide to Sleepy Hollow, New York
For fright and fun in spades, this quaint upstate village always delivers.
former home of philanthropist John D. Rockefeller
25 things in this story
- GoosefeatherRestaurantmodern Chinese food in The King Mansion
- Bridge View TavernRestaurantserves casual pub food, rotating craft beers
- Pik Nik BBQRestaurantserves brisket and pulled pork, smokes meats daily
- Blue Hill at Stone BarnsRestaurantwell-known for farm-to-table cuisine
- MP TavernaRestaurantmodern Greek spot run by Michael Psilakis
- Chutney MasalaRestaurantserves Northern Indian food
- SambalRestaurantserves Thai and Malay food
- Red Hat on the RiverRestaurantknown for water views
- Red Barn BakeryRestaurant100% organic menu
- Tarrytown House EstateHotelconsists of 212 rooms and 10 Georgian-style suites
- The King MansionHotelpart of Tarrytown House Estate
- Sleepy Hollow HotelHotelfeatures weeknight fall specials
- Bedford Post InnHotelRelais & Chateaux property with eight guest rooms
- The BarnRestaurantoffers casual southern French cuisine
- Bedford Post TavernRestaurantboasts classic pub food
- Westchester MarriottHotelluxury option, 10-minute drive from Sleepy Hollow
- The Opus WestchesterHotelluxury option, 20-minute drive from Sleepy Hollow
- Headless Horseman statueAttractioncreated by local artist Linda Perlmutter
- Headless Horseman BridgeAttractionrecreation of the bridge from the story
- Sleepy Hollow CemeterySightfinal resting place for famed figures
- Old Dutch ChurchPlace of worshipsite from The Legend of Sleepy Hollow
- KykuitSightformer home of philanthropist John D. Rockefeller
- Rockefeller State Park PreserveNature reserveCommon activities in the park include horse-riding, walking, jogging, running, bird-watching, and fishing.
- SunnysideSightWashington Irving’s estate on the Hudson River
- The Armour-Stiner Octagon HouseSighteight-sided home, only fully domed octagonal residence