32 days in Westchester County Itinerary

32 days in Westchester County Itinerary

Created using Inspirock Westchester County itinerary planner

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Route & dates

32 days in Westchester County Itinerary

Start: Newark
Drive:  1 h
Sleepy Hollow
— 31 nights
Drive:  1 h
End: Newark

Sleepy Hollow

Sleepy Hollow ©
Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. You'll find plenty of places to visit near Sleepy Hollow: Outhouse Orchards (in Croton Falls), Brewster (Salingers Orchard Farm Market and Bakery, Brewster Public Library, & more) and Harvest Moon Farm & Orchard (in North Salem). And it doesn't end there: admire all the interesting features of Kykuit, admire the majestic nature at Harriman State Park, tour the pleasant surroundings at Croton Point Park, and stroll the grounds of Sleepy Hollow Cemetery.

To see maps, photos, traveler tips, and more tourist information, read Sleepy Hollow trip builder tool .

Newark to Sleepy Hollow is an approximately 1-hour car ride. June in Sleepy Hollow sees daily highs of 78°F and lows of 60°F at night. You will leave for home on the 7th (Sun).

Things to do in Sleepy Hollow

Parks Nature Outdoors

Side Trips

Yorktown Heights, Croton on Hudson, Ossining, Brewster, Mount Kisco
Find places to stay Jun 6 — Jul 7:
Highlights from your plan
Kykuit ©
Harriman State Park ©
Harriman State Park
New Croton Dam ©
New Croton Dam