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.
eight-sided home, only fully domed octagonal residence
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