Hudson Valley/Berkshires Help

Old Aug 9th, 2021, 07:48 PM
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Hudson Valley/Berkshires Help

Need some advice. Planning a getaway to the Hudson Valley/Berkshires and ending up in Martha's Vineyard to visit a friend. We don't know the area at all though fairly frequent travelers to NYC. We live in New Orleans so we like good history and good food. Planning on early October flying to NYC for one night and then taking the train to either White Plains or Poughkeepsie to pick up a car. Leaning toward White Plains so we don't have to backtrack to Beacon. So question is where to stay in the Hudson Valley for one night? Cool town with a great place to stay and some great restaurant. Then we're headed over to the Berkshires. Lenox? Stockbridge? Then down to Newport/Martha's Vineyard. Question is whether it's worth it to pass through Newport or stay one night? Two nights in Martha's Vineyard is non-negotiable. Yes, it's a lot of driving around. If we gave up one night in Newport, we could stay 2 nights in Hudson Valley or Berkshires. Which?

There it is. Love to hear the thoughts of the Fodor Forum folks. Towns, hotels, restaurants, sights? All comments are welcome! Thanks!!
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Old Aug 10th, 2021, 12:48 AM
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For food there is always the CIA. Their breakfast is great and not expensive. Reservations are probably necessary for lunch and dinner.
Starting from the south, there's the Rockefeller estate (reservations necessary)
On the western side of the Hudson there's the Storm King Art Center:
In Beacon there's the DIA
The Vanderbilt and FDR homes are close to each other
and farther north there is Olana:
Rhinebeck might be a good place to stay but it is north of most of the sights mentioned. We had a nice meal in Le Petit Bistro.;si:;mv:[[42.03740579500035,-73.6577064748705],[41.84920147510295,-74.17269060572987],null,[41.94337307675909,-73.91519854030018],12]
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Old Aug 10th, 2021, 08:54 AM
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Thanks very much for your ideas. Great photos. I'll check out Rhinebeck.
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Old Aug 11th, 2021, 07:45 AM
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Check out both Rhinebeck, Hyde Park and Hudson.
And do not miss the FDR Home and Library in Hyde Park, a beautiful property, Eleanor Roosevelt’s childhood home is there too. It should be #1 on your list of what to visit.
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