Is Annapolis the Most Romantic U.S. Main Street?

From a waterfront stroll at City Dock to a fun night out at Ram Head On Stage, Annapolis offers plenty of opportunities to woo your sweetheart.

Which is why Annapolis tops the list of America’s Most Romantic Main Streets by the National Main Street Center, a subsidiary of the National Trust for Historic Preservation.

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The preservation buffs say the historic charm of Annapolis’ colonial buildings and cobblestone streets, and its location nestled along the Severn River and Chesapeake Bay, make it a top destination for weddings and romantic escapes.

“Romance is everywhere in Annapolis,”said Connie Del Signore, president and CEO of Annapolis and Anne Arundel County Conference and Visitors Bureau. “See the midshipmen flirting at city dock, an engagement happening during a stroll at London Town, a stolen kiss at dusk at State Circle, or hand holding at Rams Head On Stage. It doesn’t get any more romantic than Annapolis.”

Here’s what the historic preservation group has to say about Annapolis:

The historic charm of Annapolis’ colonial buildings and cobblestone streets, matched with the scenic beauty of the water of the Severn River and Chesapeake Bay, make it a a popular destination for weddings and romantic escapes.

Lavish B&B’s with tucked away gardens and historic facades and antiques can be found along quaint colonial era side streets. Couples can also stay in one of the Historic Inns of Annapolis or relax in the contemporary Annapolis Loews, Waterfront Marriott, O’Callaghan’s or Westin hotels.

Whether you want to participate in a first Sundays arts festival, holiday boat parade, fall festival, or boat show, there is no shortage of fun activities in Annapolis. Park your car and walk directly from your hotel or B&B down the historic cobblestone streets hand-in-hand and be transported back in time. Passing along museums and historic buildings, you can take in a musical performance or play, browse among specialty shops, and sip some fine wine, bourbon, or a nice specialty brew. You may even spot a Navy midshipmen, a newlywed couple, or colonial attired tour guide! Learn more about MainStreets Annapolis.