Autumn in Hudson River Valley 2026

Pick-Up Locations

Departure times will be announced closer to trip date.

TBA AM Dubois
TBA AM Clearfield
TBA AM Philipsburg
TBA AM State College
TBA AM Lamar
TBA AM Bloomsburg

Please arrive at your pickup location 15 minutes prior to scheduled arrival.

Day 1

Travel to the Hudson River Valley with meal (on own) and comfort stops en route.

Afternoon
Arrival in Hudson Valley
Afternoon
Relax and enjoy a clear view of historic Hudson River lighthouses, waterfront mansions, and other notable locations on this Sightseeing Cruise, from the decks of the Rip Van Winkle II. The lightly narrated 90-minute tour shows you some of the region's most unique and fascinating locations on the Hudson River waterfront.
Afternoon
Check into the hotel. Holiday Inn Express Fishkill offers modern accommodations with complimentary breakfast, free Wi-Fi, and an indoor pool. Conveniently located near Hudson Valley attractions.
Dinner
Dinner at Shadows on the Hudson Restaurant. An award-winning casual waterfront restaurant perched 40 feet above the Hudson River and a mere 50 feet from its eastern bank. A prime location that treats you to unparalleled vistas of the iconic Mid-Hudson Bridge to the north and endless stretches of the Hudson River to the south.
Evening
Return to the hotel after dinner

Day 2

Breakfast
Breakfast is included at your hotel.
Morning
Meet your guide for a full day of Hudson Valley touring
Morning The Walkway Over the Hudson is a stunning linear park and scenic pedestrian bridge that spans the Hudson River between Poughkeepsie and Highland, New York. Originally a railroad bridge built in 1889, it was transformed into the world’s longest elevated pedestrian bridge, offering breathtaking panoramic views of the river and surrounding landscapes.
Morning
Begin your visit at the Franklin D. Roosevelt Presidential Library & Museum, the first presidential library in the nation, designed by FDR himself. The museum features engaging exhibits, rare artifacts, and interactive displays that explore Roosevelt’s leadership during the Great Depression and World War II.
Lunch
Barbaro in Millbrook offers a refined yet relaxed lunch experience, featuring seasonal Italian-inspired dishes made with fresh, local ingredients. Guests enjoy a stylish setting with warm hospitality, perfect for a midday meal in the heart of the Hudson Valley.

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Nicholas Calderazzo Twin Travel Concepts | (917) 575-6600 | Nick@twintravelconcepts.com
Afternoon
Visit Millbrook Vineyards & Winery, hailed by The New York Times as the “Flagship Winery of the Hudson Valley.” Nestled among rolling hills and lush vineyards, the estate offers tastings of award-winning wines in a serene and scenic setting, making it a favorite destination for wine lovers. En route to Rhinebeck, enjoy a brief stop at the Richard B. Fisher Center for the Performing Arts at Bard College, a striking architectural landmark designed by Frank Gehry, known for its bold curves and innovative design.
Dinner
Rhinebeck Village is a charming and walkable destination in the heart of the Hudson Valley, known for its historic architecture and an excellent stop for dinner on your own at a variety of cafes.
Evening
Return to the hotel after dinner

Day 3

Breakfast
Breakfast is included at your hotel.
Morning
Meet your guide for a full day of touring
Morning
Visit to Kykuit, the Rockefeller Estate, is a beautifully preserved hilltop mansion overlooking the Hudson River in Sleepy Hollow. Once home to four generations of the Rockefeller family, the estate features elegant architecture, lush gardens, and an impressive collection of art, including works by Picasso and Calder. Your walking tour will include the main floor of the house, art galleries, Inner Garden, golf room, and Coach Barn.
Lunch
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.
Afternoon
The Union Church of Pocantico Hills is a historic and architecturally stunning church built in 1921 by John D. Rockefeller Jr. The church is designed in the Late Gothic Revival style, featuring a fieldstone foundation and walls, as well as a slate-covered, highly pitched gable roof. Its one-story structure exudes a sense of timeless elegance and tranquility.
Stained-Glass Windows: The church is renowned for its magnificent stained-glass windows, designed by two famous artists. Henri Matisse created the rose window, and Marc Chagall designed the Good Samaritan window in honor of John D. Rockefeller Jr. These windows are not only beautiful but also carry deep personal and historical significance.

Afternoon Sleepy Hollow Cemetery - Meet the father of the American short story on this one-hour tour. Learn all about Washington Irving, his impact on American Literature, and the enduring appeal of "The Legend of Sleepy Hollow", which recently celebrated its Bicentennial. Best of all, you'll find out why Irving is called the Original Knickerbocker.
Dinner
Enjoy dinner at a local restaurant in Tarrytown, NY, a charming Hudson Valley town known for its inviting dining scene. Whether nestled in the historic downtown or overlooking the scenic riverfront, nearby restaurants offer a warm atmosphere and a variety of regional and classic dishes—perfect for a relaxing evening after a day of exploration.
Evening
The Blaze is a spectacular, immersive Halloween event held annually in the Hudson Valley, featuring over 7,000 hand-carved pumpkins illuminated in elaborate displays. Set against the historic backdrop of Van Cortlandt Manor in Croton-on-Hudson, the show includes synchronized lighting, music, and themed installations—from dinosaurs and dragons to the Statue of Liberty—all crafted from glowing pumpkins. It’s a magical experience for all ages and a must-see fall attraction in the region. (Pending availability)
Evening
Return to the hotel

Day 4

Breakfast
Breakfast is included at your hotel.
Morning
After breakfast, guests will check out of the hotel and board the motorcoach for a scenic drive to West Point.
Morning
Discover the rich history and scenic beauty of the United States Military Academy at West Point on a guided bus tour. The popular West Point Story Tour lasts approximately 90 minutes and offers an engaging overview of the Academy’s founding in 1802, its role in shaping military leaders, and its stunning location overlooking the Hudson River. Highlights include historic landmarks like Trophy Point, the Cadet Chapel, and the Parade Grounds, all narrated by knowledgeable guides who bring centuries of tradition to life.
Daytime
Depart for home

Please Note: Every effort will be made to provide the itinerary as outlined however Fullington reserves the right to substitute a comparable attraction, change order/date/time of attractions, accommodations, meals etc. based on availability with or without notice. A limited number of attractions cannot be confirmed for booking until closer to the tour date.

Approximate Returns:

TBA PM Bloomsburg
TBA PM Lamar
TBA PM State College
TBA PM Philipsburg
TBA PM Clearfield
TBA PM Dubois

FB=Full Breakfast, L=Lunch, D=Dinner