The Chanler at Cliff Walk

"Newport has a long history of catering to the country’s upper-crust—and you likely would have bumped into a Vanderbilt at The Chanler at Cliff Walk in the late 1800s. Once known as Cliff Lawn, this gilded age manor house was built in 1873 for John Winthrop Chanler and his wife, Margaret Astor Ward, great-granddaughter of the famed businessman and millionaire John Jacob Astor. Later, it served as a school for girls and the summer home of a bishop until finally reopening in 2003 as The Chanler. Rooms are decorated in the styles of different historical periods, each more extravagant than the next. Our favorite is the Martha’s Vineyard villa, an ocean-view beauty with a mantled fireplace, two prim blue chairs, and a full-canopied four-poster king bed with an intricately carved wooden frame as the focal point. There's a reason—or ten—why this place has often been voted the most romantic hotel in America. A new restaurant, Cara, made its debut in July 2018 under chef Matt Voskuil."