Where to Stay: There's no shortage of B&B's in and around Rhinebeck. If you're going for quaint--and hopefully you are, or you shouldn't be looking this way--check out the Olde Rhinbeck Inn, a restored 1745 farmhouse with spacious modern rooms.
Where to Eat: No problem here either. Rhinebeck gets plenty of weekenders and New York country house types, so it has all your city standards, from sushi (Osaka), to French (Le Petit Bisto) and Italian (Gigi Trattoria).
When to Go: September 6-7, so you can pig out at the Hudson Valley Wine & Food Festival. But really any time in the fall will be nice on the foliage front.
Getting There: The Rhinecliff-Kingston Amtrak station, set within the town of Rhinebeck, is a one hour and forty minute trip from Penn Station.
· The Omega Institute [Official Site]
· Old Rhinebeck Aerodome [Official Site]
· Olde Rhinebeck Inn [Official Site]
· Osaka Sushi [Official Site]
· Le Petit Bistro [Official Site]
· Gigi Trattoria [Official Site]
· Hudson Valley Wine & Food Festival [Official Site]
· Hudson Valley Escapes coverage [Jaunted]