The Inn at Perry Cabin’s State Room opens onto a private patio.
Tidewater Inn
Located on Maryland’s Eastern Shore in the historic town of Easton, the Tidewater Inn combines maritime charm with luxe amenities. Situated just a short drive from the Chesapeake Bay, the inn’s location makes it a perfect outpost for a weekend of sailing, golf, and tennis. Don’t miss the seafood-centric offerings at the hotel’s Hunters’ Tavern. 101 E. Dover St., Easton, MD, 410-822-1300
Goodstone Inn & Restaurant
Wine enthusiasts will swoon over this rustic retreat set in Middleburg, Virginia. Bordered by the Blue Ridge Mountains, the resort’s wine cellar stocks vintages from the surrounding valleys (more than 30 selections from local wineries are available). The restaurant serves produce and meat raised on the inn’s 265 picturesque acres of farmland. 36205 Snake Hill Road, Middleburg, VA, 540-687-3333
The Inn at Perry Cabin
The breathtaking grounds of the most luxurious inn in St. Michaels starred—alongside Owen Wilson, Vince Vaughn, and Rachel McAdams—in the box-office hit Wedding Crashers. One of Perry Cabin’s main attractions is its Linden Spa, where locally grown herbs and linden-tree blossoms are incorporated into detoxifying beauty treatments. 308 Watkins Lane, St. Michaels, MD, 410-745-2200
Nemacolin Woodlands Resort
This expansive resort contains six different lodging options on its 2,000 lush acres that spread across Pennsylvania’s Laurel Highlands. Our favorite is the elegant Falling Rock hotel, which sits on the 18th hole of the Mystic Rock golf course and offers 24-hour butler service, world-class dining, and luxuriously appointed suites. 1001 Lafayette Dr., Farmington, PA, 724-329-8555
A Williamsburg White House
Debbie and John Keane’s century-old estate is scattered with period accents and vintage photographs of past US prestidents, many of whom have roamed the streets of the nearby colonial village. At this decidedly luxurious bed and breakfast, morning meals consist of gourmet selections of eggs Benedict, stuffed French toast, or quiche Lorraine. 718 Jamestown Road, Williamsburg, VA, 757-229-8580
Bartlett Pear Inn
This cozy bed and breakfast, established in a 220-year-old house in quaint Easton, accommodates guests in seven whimsically decorated rooms, each named after a specific variety of pear. Dinner at the inn’s American restaurant is superb; chef Jordan Lloyd employs classic French techniques in a restaurant that’s frequented by locals and travelers alike. 28 S. Harrison St., Easton, MD, 410-770-3300
The Red Fox Inn and Tavern
A Middleburg fixture since 1728, The Red Fox Inn has hosted notable guests including John F. Kennedy, Elizabeth Taylor, and Jacqueline Kennedy Onassis. Art enthusiasts will enjoy the Red Fox Fine Art gallery tucked away on the second floor, where owner Turner Reuter (author of Animal & Sporting Artists in America) shares his passion for outdoor-sporting art. 2 E. Washington St., Middleburg, VA, 540-687-6301
The Inn at Little Washington
Situated in the tiny town of Washington, which was founded by George Washington in 1769, this Virginia inn is run by revered chef and author Patrick O’Connell. The Inn at Little Washington’s restaurant is consistently rated among the best in America, and many of the destination’s luxurious rooms boast spacious outdoor porches and balconies for lounging. Middle and Main Streets, Washington, VA, 540-675-3800
