Haight-Brown Vineyards

Winery in Litchfield

The veranda overlooking the state’s first wine-producing vineyard (established 1975) sets the mood, while chocolate and cheese pairings make it even more palatable. Chocolate Decadence rail excursions ($79, April to June) with the nearby Railroad Museum of New England up the ante. There are dog biscuits at the entrance if you care to bring a four-legged friend (they even distribute a canine-themed calendar).