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Overnight Fall Foliage Tour from New York City

Journey north from bustling New York City to the beautiful Hudson River Valley on this special overnight tour. Relax on a fall foliage cruise down the Hudson River, passing sites like Sleepy Hollow and George Washington Bridge, and admire nature’s stunning array of autumn colors. You'll stay at the famous Thayer Hotel and, the next day, enjoy a private tour of Brotherhood, America’s Oldest Winery; learn about America’s military history at the United States Military Academy at West Point; and shop for great discounts on designer brands at Woodbury Common Premium Outlets.

We're in the process of finalizing our availability for the upcoming fall. Check back with us later!

Day 1: New York City -- West Point (L)
Meet at New York City’s Pier 17 in the afternoon and board a comfortable boat for a relaxing fall foliage cruise. Sit back and soak up the fresh autumn air as you cruise down the Hudson River and marvel at the vibrant red, orange and yellow bursts of color throughout the trees.

Cruise all the way up to West Point, where you’ll disembark and check in at the famous Thayer Hotel, deemed a 'Historic Hotel of America.' Have some time to settle in to your room and unwind.

You’ll then head to West Point’s United States Military Academy for a guided tour to get an in-depth look at America’s military history.

Return to your hotel to enjoy evening cocktails at the famed Zulu rooftop lounge overlooking the Hudson River. If you like, you can have dinner here (own expense).

Overnight: Thayer Hotel in West Point

Day 2: West Point – Washingtonville -- Central Valley -- New York City
After breakfast, you’ll be driven to Brotherhood, America's Oldest Winery, for a private tour. Take a leisurely stroll through the vast network of dimly lit underground cellars, excavated by hand in the late 19th century, which house more than two hundred oak barrels and feature a crested vault containing some of the oldest vintage wines in America.

In the afternoon, head to Woodbury Common Premium Outlets in Central Valley for some shopping. With more than 200 stores, the outlets feature a large collection of upscale designer and name brand shops that offer great savings.

You’ll head back to New York City by comfortable coach at your chosen departure time.

  • Meals as per itinerary (B=breakfast, L=lunch, D=dinner)
  • Fall foliage cruise
  • Hotel accommodation
  • Transfers to West Point and Woodbury Commons
  • Guided winery tour
  • Wine tasting
  • Bus voucher for return to NYC
  • Hotel pickup and drop-off
  • Gratuities (optional)
At AdventureHero, we love to trek!