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Dutchess County, Poughkeepsie, NY
SightseeingLocal GemOutdoor Adventure

Dutchess County

Dutchess County is a sightseeing stop in Poughkeepsie, NY, part of the New York City guide. Cost: free.

· Poughkeepsie, NY

Why you should go…

Dutchess County spans the Hudson River's east bank from Beacon to Rhinebeck, mixing revitalized river towns, Vanderbilt-era historic estates, orchards and farm markets, and the Culinary Institute of America. It's a popular day-trip and weekend destination out of New York City.

  • #hudson valley
  • #historic estates
  • #river towns
  • #day trip
  • #farms

What's around here?

The closest stops to Dutchess County, ordered by straight-line distance. A few more like it, plus some different kinds of fun so you can build a full day.

  • Eat & Drink
    Local Gem

    Shawangunk Wine Trail

    Under $25

    A self-guided wine, spirits, and cider trail through the Hudson Valley beneath the Shawangunk Ridge.

    8.7 mi awaySwitch it up: Eat & Drink

  • Sightseeing
    Iconic

    West Point

    Under $25

    Start at the visitors center, then join a guided bus tour of the academy grounds above the Hudson River.

    23 mi awayMore like this

  • Attractions
    Family Favorite

    Castle Fun Center

    $25–$50

    Family entertainment center in the Hudson Valley with go-karts, laser tag, mini golf, bowling and an arcade.

    30 mi awaySwitch it up: Attractions

  • Attractions
    Family Favorite

    LEGOLAND New York Resort

    $50+

    Ride, climb and build with bricks across seven Lego-themed lands, including Miniland, made for kids ages 2 to 12.

    30 mi awaySwitch it up: Attractions

  • Sightseeing
    Iconic

    The Glass House

    $25–$50

    Tour Philip Johnson's 1949 glass-walled house and the galleries and pavilions spread across his New Canaan estate.

    45 mi awayMore like this

  • Sightseeing
    Outdoor Adventure

    Westchester County

    Free

    Official tourism guide to Westchester County, NY, covering outdoor trails, historic sites, and Hudson Valley attractions.

    47 mi awayMore like this