Hotel/Venue

SLEEPY HOLLOW:
October 7 & 8, 2025
Tappan Hill Mansion
81 Highland Ave
Tarrytown, NY

Perched high above the Hudson River and nestled in the rolling hills of the Hudson Valley, Tappan Hill Mansion stands on the former estate of Mark Twain—a setting steeped in literary and architectural history. Just 45 minutes from midtown Manhattan, this stately stone mansion evokes the grandeur of a bygone era. Its hilltop location offers sweeping views, while its historic interiors, graciously appointed rooms, and garden terraces reflect the elegance and craftsmanship of a storied past.

Please be advised that we do not have a reserved hotel room block. However, for your convenience, we’ve compiled a list of nearby accommodation options:

Westchester Marriott
670 White Plains Road
Tarrytown, NY  
914-631-2200
westchestermarriott.com

Sheraton Tarrytown
600 White Plains Road
Tarrytown, NY
914-332-7900
sheratontarrytown.com

Sleepy Hollow Center
455 South Broadway
Tarrytown, NY
914-524-6430
sleepyhollowhotelny.com

Old Croton Aqueduct Historic State Park: The Croton aqueduct is a linear park above the old aqueduct that supplies water to NYC. It is a lovely trail for hikers and bikers that runs the length of the river towns and weaves past some of the sites you will tour. It also has great views of the river. 

Lipshitz studio - Lipshitz was a sculptor who moved his studio to Hastings in 1963. The cool, curved concrete studio designed by the architect Lowenfish was shuttered after Lipshitz's death and in the last few years was donated by the Lipshitz family to the village. It's an amazing building on the aqueduct. 

The Keepers House: During the operational years of the Old Croton Aqueduct, overseers responsible for maintaining specific sections of this crucial water system were provided with housing near their assigned stretches of the tunnel. The only such residence that remains in its original location is the brick Italianate-style Keeper’s House, located along the trail at Walnut Street in Dobbs Ferry. Built in 1857, it served as the home of James Bremner, the principal superintendent of the Aqueduct north of New York City. Today, the Keeper’s House is a notable feature of the Aqueduct Trail, which was designated a National Historic Landmark in 1992.

Draper Observatory cottage - This  National Historic Landmark, perched near the summit of the Palisades in Hastings-on-Hudson, was once used by pioneering astronomer Henry Draper in the mid-19th century. Built as part of his private observatory complex, the cottage played a key role in some of the earliest astrophotography experiments.

Ever Rest - In the mid-1830s, local industrialist William Saunders built a Carpenter Gothic–style home on two acres at 49 Washington Avenue. In 1885, renowned painter Jasper Cropsey and his wife Maria moved to Hastings-on-Hudson and purchased Saunders’ former residence the following year. Jasper named the house “Ever Rest,” likely reflecting his vision of the property as a serene and peaceful retreat where he and Maria could spend their later years together.

Lord and Burnham building - The Lord & Burnham Building, a brick structure at the corner of Main and Astor Streets in Irvington, was built in the 1880s in the Queen Anne architectural style. It was added to the National Register of Historic Places in 1999 and designated a contributing property within the Irvington Historic District in 2014.

C.J. Walker estate: Villa Lewaro, located in Irvington, New York, is the historic home of Madam C. J. Walker, America’s first self-made female millionaire. Born Sarah Breedlove in 1867 to formerly enslaved parents, Walker overcame immense racial and social barriers to become a symbol of entrepreneurial success. Villa Lewaro became a gathering place for Harlem Renaissance luminaries like W.E.B. Du Bois, Langston Hughes, and Zora Neale Hurston. Set on over three acres of sloping landscape, the estate includes a music salon, an original Estey organ, and well-preserved interiors. Designated a National Historic Landmark in 1976, Villa Lewaro stands today as a powerful reminder of Walker’s extraordinary life and legacy.

The Union Church of Pocantico Hills: Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country church. Henri Matisse’s last commissioned work, the Rose Window, and nine windows by Marc Chagall create a dramatic combination of light and color, art and spirituality. Step inside and be inspired.

The Armour-Stiner Octagon House in Irvington is a one-of-a-kind domed, eight-sided home built in the 1860s. Inspired by a popular architectural trend of the time, it was later transformed by tea merchant Joseph Stiner into a grand summer retreat resembling a classical Roman temple.

Red Hat in Irvington - good food, spectacular views

MP Taverna Irvington - delicious Greek food

Mima Vinoteca - tasty Italian in Irvington

La Chinita Poblana - good Mexican in Irvington

Red Barn bakery - gluten free and wheat-filled tasty treats in Irvington

Boro 6 Wine Bar - small and delicious in Hastings

Harvest on Hudson - good food, great location in Hastings on Hudson

Bread and Brine - great seafood in Hastings

Sushi Mikes Japanese - great Japanese in Dobbs Ferry

The Cookery - great meat meals in Dobbs Ferry

Blue Hill at Stone Barns - top of the line, off the charts, beautiful location