Itinerary: Historic Boston

Top sites of walkable boston


The Freedom Trail is a great way to see many of the major sites of the Revolutionary War in Boston is best done walking. Public transit from Chelsea will place you right onto the trail in just minutes.

Guided walking tours leave from the Boston Common Visitor’s Center, 139 Tremont St., daily. See the site of the Boston Massacre, the Old North Church, King’s Chapel, Paul Revere’s House and many other sites.

The train from Chelsea arrives at North Station, and visitors only have to cross the street to get to Boston’s Historic North End. With narrow streets and quaint shops, the North End is the most recent home to Boston’s Italian American population. Scores of great restaurants line Hanover Street or Salem Street. It’s also home to the Old North Church and the Paul Revere House, so take a break and grab dinner and a cannoli before heading back to Chelsea.


While most everything in downtown Boston is historic, don’t forget to check out a little bit of the new at the Rose Kennedy Greenway. Built where Boston’s old elevated interstate highway cut through the downtown, the Greenway is a lush green park winding through the downtown with food trucks, quiet spaces, spray fountains to cool off, and many other things to enjoy.

When near the Boston Common, make sure to cross Charles Street to the Public Gardens, the first public botanical garden in America. With acres of green space, monuments, a lagoon and sometimes even tropical plants and trees. Take a ride on the Swan Boats - a true Boston tradition - and check out the Make Way for Ducklings statues.


Getting back to your room is once again as easy as hopping on the Newburyport/Rockport Line at North Station and traveling one stop back to Chelsea.