$775

Deposit: $100

About this trip

Sleepy Hollow and Pumpkin Blaze

October 25-26, 2026

Arrive in Sleepy Hollow, NY, where the rich history and literary charm of the Hudson Valley come to life. Begin your visit with a one-hour guided walking tour of Sleepy Hollow Cemetery, exploring the life and legacy of Washington Irving, the enduring

influence of The Legend of Sleepy Hollow, and Irving’s celebrated role as New York’s "Original Knickerbocker." Enjoy free time for lunch in Tarrytown, a charming Hudson River town known for its walkable downtown and diverse dining options. Whether you're

in the mood for farm to-table fare, cozy cafés, or classic American eats, Tarrytown offers something for every taste, all within easy reach of local shops and scenic spots. Continue to the Union Church of Pocantico Hills, in Tarrytown, where historic charm meets

world-class art in a peaceful Gothic Revival setting. Here, admire remarkable stained-glass windows created by Henri Matisse and Marc Chagall—true cultural treasures of the Hudson Valley. Later, check in at the Hampton Inn White Plains/Tarrytown in Elmsford, conveniently located near downtown White Plains and the historic Hudson Valley. The hotel offers comfortable accommodations, complimentary hot breakfast, free Wi-Fi, an indoor pool, and a fitness center. Board your motorcoach and

travel to a nearby restaurant for an included dinner. After dinner, experience master storyteller Jonathan Kruk as he brings Washington Irving’s The Legend of Sleepy Hollow to life during a captivating outdoor performance at Sunnyside. Complete with live music, dramatic sound effects, shadowy characters, and an appearance by the legendary Headless Horseman, this immersive presentation is sure to delight. Please note that this seated outdoor event requires some walking over uneven surfaces. Then, discover the magic of The Great Jack O'Lantern Blaze in Croton-on-Hudson, where more than 7,000 hand-carved illuminated pumpkins transform the historic grounds of Van Cortlandt Manor into a dazzling autumn wonderland. Your enhanced admission includes a complimentary alcoholic or non-alcoholic beverage, a snack at the Headless Horseman's Hideaway, and special photo opportunities with Sleepy Hollow's most famous ghostly resident. Evening Return to the hotel. Monday, Start the morning with breakfast at the hotel before checking out and boarding your private motorcoach for another day of touring. Begin with a guided visit to Lyndhurst Mansion, one of America's finest examples of Gothic Revival architecture. This guided tour showcases the mansion's beautifully preserved interiors, original furnishings, and striking architectural details while offering fascinating insights into the lives of its prominent residents and the evolution of American taste during the 19th and early 20th centuries. Continue to

Sunnyside, the enchanting riverside home of renowned author Washington Irving in Irvington, NY. This picturesque estate reflects Irving's romantic vision through its whimsical architecture, beautifully landscaped gardens, and scenic Hudson River views. Lunch will be on your own nearby. Depart for your journey back home. Package includes motor coach transportation, 2 overnight accommodations, 2 breakfasts, 1 dinner, tours, driver’s gratuity and trip leader. $775 pp double occupancy $907 single