Things to Do

Check our Sleepy Hollow and Tarrytown calendar for special events at these and other locations. It’s not October yet, but there’s still plenty to see and do in Tarrytown and Sleepy Hollow. Don’t miss the big-name acts at Tarrytown Music Hall, up-and-coming talent at the Hudson Valley Writers’ Center, Sleepy Hollow Cemetery walking tours, take a hike, launch a kayak, shop at a farmers market. And don’t forget to stop by Sleepy Hollow Cemetery to pay your respects to Washington Irving, author of The Legend of Sleepy Hollow. Click the links below for expanded information on each location.

Great Jack O’Lantern Blaze is the Sleepy Hollow Country’s biggest Halloween event. Over 5,000 hand-carved, illuminated pumpkins are set against the mysterious backdrop of Van Cortlandt Manor’s 18th-century buildings and riverside landscape. This year’s Blaze introduces new displays alongside old favorites. Read more…

Jack-o'-lantern scarecrow at Horseman's Hollow, Sleepy Hollow, New York

Horseman’s Hollow, 381 North Broadway, Sleepy Hollow, NY 10591. Sleepy Hollow’s premier haunted attraction takes the tale of the Legend of Sleepy Hollow to its darkest extremes. Each October historic Philipsburg Manor transforms into a terrifying landscape. Heads will roll…maybe even your own! Read more…

Waste-water weir on the Old Croton Aqueduct, Sleepy Hollow.

The Old Croton Aqueduct is now a 26 mile walking trail passing through parts of Tarrytown and Sleepy Hollow. It passes through old estates, parkland, and often through backyards, offering an unusual perspective on life in the two villages. The trail is suitable for jogging, hiking, biking and walking with strollers. Read more…

bridge in Rockefeller State Park Preserve

Rockefeller State Park Preserve, Route 117, 1 mile east of Route 9, Sleepy Hollow, NY 10591. More than 1,000 acres of Rockefeller estate are now a state park where you can hike, run, go birding, fish, picnic, cross-country ski, snowshoe, sled, even make your own horseback ride in Sleepy Hollow. Read more…

Stone Barns Center for Food and Agriculture, 630 Bedford Road, Pocantico Hills, NY 10591, 914-366-6200. 80 rolling acres of gardens, pastures and woods bring together the traditions of community-based farming with 21st century sustainable farming techniques. Programs and special events mix with walking trails. Read more…

Cheese at Tarrytown Farmers MarketTarrytown Farmers Market, Patriots Park, Route 9, Tarrytown, NY 10591, 914-366-6200. Stop by Tarrytown’s weekly farmers’ market for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, and wine. There is often live music and demonstrations of traditional crafts. Read more…

Tarrytown Music Hall

Tarrytown Music Hall, 13 Main Street, Tarrytown, NY 10591, 914-631-3390. Take in a show at our landmark local venue. There’s something going on several nights each week. Performances are an eclectic mix of music, theatre, film, and comedy. Musical acts range from classical to classic rock, folk, blues, jazz. Read more…

Tarrytown 3rd Friday. Main Street, Broadway, South Washington Street, Tarrytown. The third Friday of each month turns Tarrytown’s business district into a street festival with live music, great food, shopping, art, and presentations by community organizations. Stop by your favorite restaurant, shop, or gallery for special events and pricing. Read more…

Visit Washington Irving landmarks. Irving lived the last 25 years of his life in the village of Tarrytown. Although the 150 years since his death have transformed the area from a sleepy farming community into a busy modern suburb, several landmarks closely associated with the author remain easily identifiable today. Read more…

Horan's Landing, Sleepy HollowWaterfront. Sleepy Hollow and Tarrytown have three waterfront parks, riverfront walkways, two boat clubs, several waterfront restaurants, and a launch spot for kayaks and canoes. There are also tennis and basketball courts and occasional waterfront concerts. Or just sit back and enjoy the sunset! Read more…