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  1. Oct 19, 2022 · Get ready for 21 top things to do in Dutchess County, New York! Perfect if you are planning a getaway to Dutchess County or if you want to get inspired for future travels. Dutchess County is New York Citys backyard and an amazing county to explore.

    • Dutchess County Fairgrounds. Home of the Dutchess County Fair and other special events, these fairgrounds began hosting the annual Dutchess County Fair back in 1919.
    • Shop at Businesses on Market Street & Montgomery Street. During our visit to Rhinebeck NY, we went for one thing and one thing only: To visit Samuel’s Sweet Shop!
    • Visit the Old Rhinebeck Aerodrome. America’s first flying museum of antique aircraft, the Old Rhinebeck Aerodrome is a popular destination for many.
    • Eat at one of the many Rhinebeck NY Restaurants. Boasting a large selection of cuisines, Rhinebeck’s dining scene is a good place to start during your visit.
  2. Nov 30, 2023 · Explore our Top 10 Boutique Hotels and Bed and Breakfasts (plus a couple bonus spots) for your perfect getaway. The Dutchess Inn & Spa, Beacon. Enjoy the quiet elegance of The Dutchess Inn & Spa, a European-style hotel located in the heart of vibrant Beacon.

  3. Begin your Hudson River Valley getaway here, in Dutchess County! Sure, it's easy to get here - by car, train, bus and air. Covering 800 square miles, there's an abundance of natural scenic beauty, outdoor recreation, historic landmarks, restaurants, festivals and more.

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  4. No matter what type of experience you’re in the mood for, Dutchess County has all elements for a truly epic story. Learn more about things to do here.

  5. Welcome to Dutchess County! We’re 800 square miles of natural scenic beauty, historic and cultural landmarks, and outdoor recreation. Stroll the Walkway Over the Hudson. Tour and taste along the Dutchess Wine Trail. Explore the homes of FDR and Vanderbilt. Explore estate gardens and hike their trails.

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  7. Sep 10, 2023 · Discover the best of Dutchess County tourism on this 3-day itinerary for exploring the Hudson River Valley cities of Beacon & Poughkeepsie.

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