Taste one of the Hudson Valley's most iconic culinary delights: the apple cider donut. Invented in New York during the middle of the 20th century, these autumnal treats are the perfect way to savor the bounty of the region. Sweet yet spicy, with ingredients like apple cider, warming spices, and a coating of cinnamon sugar, apple cider donuts are the definition of cozy. With more than two dozen cideries and 30 apple orchards peppered throughout the Hudson Valley, there is no shortage of places to pick up a dozen. However, the best spots to find apple cider donuts near Rhinebeck are Rose Hill Farm, a pick-your-own orchard and cidery, and Adams Fairacre Farms, a farm market with locations throughout the region.

Have a pint and a full order of history at the Tavern at The Beekman Arms. This storied watering hole and restaurant is said to have played host to the quarrel that led to the fateful duel between Alexander Hamilton and Aaron Burr and, as a result, Hamilton's untimely demise. With its open-hearth fireplace, handsome oaken beams, and wide plank floors, the tavern remains largely unchanged from its pre-Revolutionary War days, lending a setting that diners will not soon forget. The restaurant is open daily for lunch and dinner, as well as a Sunday brunch, with seating in several dining rooms or the garden greenhouse.

Satisfy your sweet tooth with a visit to Samuel's Sweet Shop. Located mere steps from Beekman Arms & Delamater Inn, this boutique candy and coffee shop was established in 1994 by Ira Gutner, who left a successful career in New York City's Garment District to pursue his dream. Today, this sweet stop boasts a number of celebrity co-owners, including actors Paul Rudd and Jeffrey Dean Morgan, and offers everything from coffee drinks and fresh pastries to chocolate-covered Swedish fish and clodhoppers (a tasty combination of pretzels, graham crackers, peanut butter, and milk chocolate).