I am a history buff and Boston does not disappoint. The Boston Freedom Trail offers an outstanding stroll through town and history.While I am sure there are tons of tours out there, it is also incredibly easy to do on your own. http://www.thefreedomtrail.org/freedom-trail/maps.shtml Bunker Hill, the museum and the USS Constitution are also wonderful stops! https://www.nps.gov/bost/learn/historyculture/bhmuseum.htm
The Museum of Fine Arts is one of the best art museums I have visited in the United States. I don’t know a lot about art but I still spent several hours here wandering through and appreciating the dozens of exhibits.
I thought visiting the bar Cheers would be cheesy – and I was right, it was. However, it felt like something I had to do, and I will do it again and again.
I am sure there are hundreds of excellent places to eat in Boston. However, I never seem to make it out of the North End. I love Italian food and can eat it day after day, meal after meal. The North End is also a wonderful place to explore with Paul Revere’s House and the Old North Church. On your way to or from the North End, stop for a few minutes to walk through the New England Holocaust Memorial.
I didn’t learn about the JFK Presidential Library and Museum or the magnificent Public Library until after my last trip to Boston. They are definitely at the top of the list for my next visit. If you have been, let me know how it is! Instead I walked around Harvard and frankly I was not all that impressed and will leave it off future itineraries.
In addition to being a very walkable city, public transportation is both affordable and easy to use.
Books/Movies/TV: Make Way For Ducklings (a classic everyone should reread as an adult). Popular TV sitcom Cheers. 1997 movie Good Will Hunting.