America's Best Coastal Hotels
Courtesy of Wequassett Resort and Golf Club
#40 Wequassett Resort and Golf Club, Chatham, MA
On a sailboat-filled inlet, the Wequassett Resort & Golf Club, on Pleasant Bay, is one of Chatham’s top places to stay. A 1740’s Colonial with lanterns has been converted into the main reception area; most guest rooms are in clapboard cottages scattered throughout 22 acres of gardens.
Room to Book: Signature Collection rooms are the newest and have water views.
Insider Tip: Mellow out to jazz performances under the stars Tuesday and Wednesday evenings in July and August.