7 days in Sleepy Hollow & Salem Itinerary

Start off your visit on the 30th (Mon): stroll the grounds of Old Dutch Church and Burying Ground, explore the different monuments and memorials at Sleepy Hollow Cemetery, then admire the landmark architecture of Van Cortlandt Manor, and finally relax in the rural setting at Faraway Farm Alpacas. Keep things going the next day: explore the activities along Cranberry Lake Preserve, see human ingenuity at work at Kensico Dam Plaza, then immerse yourself in nature at Rockefeller State Park Preserve, and finally admire the natural beauty at Kykuit.

For reviews, ratings, traveler tips, and other tourist information, read our Sleepy Hollow road trip planning tool.

Memphis to Sleepy Hollow is an approximately 17-hour car ride. Due to the time zone difference, you'll lose 1 hour traveling from Memphis to Sleepy Hollow. Traveling from Memphis in October, expect Sleepy Hollow to be a bit cooler, temps between 65°F and 49°F. Wrap up your sightseeing on the 31st (Tue) to allow time to drive to Salem.

Salem is known for nightlife, museums, and shopping. Your trip includes some of its best attractions: explore the world behind art at Peabody Essex Museum, get a new perspective on things with Boat Tours & Water Sports, take an in-depth tour of Gallows Hill Museum/Theatre, and stroll around Salem Witch Trials Memorial.

To see other places to visit, more things to do, photos, and more tourist information, read our Salem trip itinerary planning app.

You can drive from Sleepy Hollow to Salem in 4 hours. Expect a daytime high around 64°F in October, and nighttime lows around 45°F. Finish your sightseeing early on the 4th (Sat) so you can fly back home.