Enjoy a private fireplace and whirlpool tub in your room at the opulent Buttermilk Falls Inn & Spa, a 70-acre estate overlooking the Hudson (from $250). The elaborate on-site spa is a deal, offering hour-long facials for $100 and Swedish massages for $90. Complimentary tea and baked goods are served daily from 3 to 5 p.m.—the lavender for the pound cake is picked fresh from the on-site garden.
Sample local produce, cheeses, and meats at Le Petit Chateau Inn, a foodie-luring B&B located a half-mile from the Culinary Institute of America (from $175). Ingredients for breakfast are locally sourced, from the coffee beans to the eggs. Partake in a one-on-one cooking demonstration with a chef from the school at lunch or dinner (from $195).
Pedal through the Berkshire foothills at the Hilltop House Bed & Breakfast, where four complimentary bikes are available on a first-come basis (from $175). The five-room inn was renovated in April 2010 to include a modernized kitchen and Victorian décor throughout.
Stay within strolling distance of the scenic Walkway Over the Hudson—the world’s longest pedestrian bridge—at the Grand Hotel, a ten-story high-rise that’s just a few blocks from the entryway (from $109). Or opt for the more-modern 129-room Hampton Inn & Suites, which is ten minutes from the Walkway and offers a 15 percent discount if you book in advance (from $149).