How to Get There:
You can fly to Albany and drive down - it's about 45 minutes. You can also take the Amtrak up from New York City - it's about 2 hours. No matter how you get there, we recommend having a car. There are cabs and Ubers, but they are not always readily available. That said, you can certainly stay within Hudson exclusively on-foot.
Where to Stay:
About 20 minutes from Hudson is Hotel Tivoli, which is owned by the celebrated artists Brice and Helen Marden. The restaurant is also absolutely fantastic.
Recently opened, the Rivertown Lodge is located in Hudson, about a mile from the train station.
There are also many Airbnbs around.
Where to Eat:
Gaskins is amazing. It is owned by a husband-and-wife team, each of whom worked in major New York City restaurants, including Gramercy Tavern. Everything is fresh, seasonal and simple in a good way. Always perfectly executed. In Germantown.
The Corner, the restaurant at Hotel Tivoli, is also fresh and seasonal, but they typically feature more exotic flavors.
Otto's is a little market in Germantown that is almost 100 years old. It was recently renovated and has built out the prepared foods, like salad and rotisserie chicken, and deli with amazing sandwiches. You can also find fresh produce from local farms, basics like pasta and most importantly, cheese and interesting beer.
Talbott and Arding in Hudson has beautiful, delicious prepared foods and glorious cheese. They offer several salads everyday, with made ingredients fresh from local farms. They really excel at "comfort food classics" like mac n cheese, roast chicken and meatballs. But I cannot stop thinking about their lasagna.
Where to Drink:
Suarez Family Brewery, near Germantown, is owned by the brother of the chef/owner of Gaskins and his wife. They have a beautiful tasting room and specialize in lighter, "crispy" beers.
Sloop Brewing has a tasting room at a historic barn in Elizaville. It is a little tricky to find but well worth it.
Founded by two couples, Hudson Valley Distillers in Clermont makes a variety of liquors, including several distilled from local apples. They have a tasting room where they make fun, inventive cocktails.
Things to See and Do:
Olana, just south of Hudson, is the home-turned-museum of painter Frederic Church. The entire house - from the architecture to materials - is a work of art itself, and it is filled with pieces from all over the world. It's worth going for the view alone though.
Though not a typical visitor recommendation, Churchtown Dairy is simply breathtaking. The farm practices regenerative agriculture and is biodynamic. They also produce raw milk, amazing cheeses and exceptional meat. There is a little farm store so bring your cooler and stock up.