3 days in Sleepy Hollow Itinerary

3 days in Sleepy Hollow Itinerary

Created using Inspirock Sleepy Hollow route planner

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Route & dates

Sleepy Hollow
— 2 nights

Sleepy Hollow

Sleepy Hollow ©
Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. Venture out of the city with trips to Muscoot Farm (in Katonah) and Salingers Orchard Farm Market and Bakery (in Brewster). And it doesn't end there: steep yourself in history at Van Cortlandt Manor, stroll the grounds of Old Dutch Church and Burying Ground, admire the majestic nature at Rockefeller State Park Preserve, and take in the spiritual surroundings of Union Church of Pocantico Hills.

Plan my trip to Sleepy Hollow with suggested itineraries provided by Inspirock.

In October, daytime highs in Sleepy Hollow are 65°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 20th (Tue) early enough to travel back home.

Things to do in Sleepy Hollow

Historic Sites Parks Nature

Side Trips

Croton on Hudson, Rockefeller State Park Preserve, Muscoot Farm, Faraway Farm Alpacas, Union Church of Pocantico Hills
Highlights from your plan
Van Cortlandt Manor ©
Van Cortlandt Manor
Philipsburg Manor ©
Philipsburg Manor
Sleepy Hollow Cemetery ©
Sleepy Hollow Cemetery