7 days in Sleepy Hollow Itinerary

7 days in Sleepy Hollow Itinerary

Created using Inspirock Sleepy Hollow visit planner

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1
Sleepy Hollow
— 6 nights

6
nights
Sleepy Hollow

Sleepy Hollow ©
Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. Deepen your sense of the past at sights like Marian Shrine and Old Dutch Church and Burying Ground. Get some cultural insight at Sing Sing Prison Museum and Sleepy Hollow Cemetery. Explore Sleepy Hollow's surroundings by going to Mianus River Gorge Preserve (in Bedford) and First Presbyterian Church of Yorktown (in Yorktown Heights). There's lots more to do: walk around Rockwood Hall State Park, immerse yourself in nature at Rockland Lake State Park, explore the different monuments and memorials at Kensico Cemetery, and explore the landscape on two wheels at Hook Mountain State Park.

Use Inspirock's suggestions to plan your Sleepy Hollow trip and find the best activities and attractions for your vacation.

If you are flying in from Canada, the closest major aiports are La Guardia Airport, John F Kennedy International Airport and Newark Liberty International Airport. In October, daily temperatures in Sleepy Hollow can reach 21°C, while at night they dip to 11°C. Wrap up your sightseeing on the 29th (Thu) to allow time to travel back home.

Things to do in Sleepy Hollow

Parks Historic Sites Nature

Side Trips

Yorktown Heights, Croton on Hudson, Valley Cottage, Ossining, Stony Point
Highlights from your plan
Rockwood Hall State Park ©
Rockwood Hall State Park
Kensico Cemetery ©
Kensico Cemetery