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Boston, Massachusetts, is the perfect destination for history lovers. From the Boston Tea Party that started the American Revolution in the late 1700s, to Cheers, the 1980s sitcom set in a bar, it’s a city begging to tell you its historic tales.

Here are some of the things to do in Boston that we enjoyed the most.

Boston Common

Boston Common in the fall.

Boston Common in the fall.

The Boston Common is the oldest park in America–which isn’t surprising, since the park was founded nearly 400 years ago in 1634!

Boston had always been high on our list of places to see on the East coast. While I had planned to stay in an historic part of the city, I didn’t have much success with finding a hotel during leaf season, so we took one near the subway and decided to explore by public transit.

We ended up at our first stop, the Boston Common, by accident rather than design. While we had to purchase some mints to get the vendor at the JFK/UMass Station to tell us a stop for the hop on hop off buses, his suggestion worked out well.

Indeed, the Boston Common is a main stop on the tour bus route. We were quite amazed to come up from the underground train and find ourselves in the middle of a beautiful park, though!

Boston Founders Memorial in Boston Common near Beacon Street and Spruce Street. The statue shows William Blackstone, Boston’s first English resident, and Colonial Governor John Winthrop.

Boston Founders Memorial in Boston Common near Beacon Street and Spruce Street. The statue shows William Blackstone, Boston’s first English resident, and Colonial Governor John Winthrop.

The park is in the shape of a pentagon and covers 48 acres. Filled with statues, trees–including some beautiful early fall foliage–food carts (I can recommend the hot dogs, which is more than I can say for the hot dogs we bought in New York from a food cart), and hundreds of people, it’s a quiet place surrounded by everything from modern glass towers to angular brick buildings hundreds of years old.

By the way, the subway stop to get off in the Boston Common is Park Street, just in case you’re planning a trip.

Hop On, Hop Off Bus Tour

Driving our own car around a new city isn’t for us–instead, we take whatever double decker bus tour is available. In Boston, we had various options, so we picked one that was combined with the amphibious vehicle–Duck Tour–that drives right into the Boston Harbor.

Boston Holocaust Memorial.

Boston Holocaust Memorial. Photo taken on the Hop On Hop Hoff bus tour.

It does pay to check the Web before you buy, though, as some of the tour companies offer free second days, which was the deal we took. We’ve also discovered that the online price may be lower than the bus’s hop on price.

The upper deck of the bus was where the historic aspects of the city really stood out, especially as we got a bird’s eye view from the trolley to plan our stops. Our favorites?

  • USS Constitution / Charlestown Navy Yard (David loves old ships and Old Ironsides launched in 1797, making it the oldest commissioned naval vessel still afloat.)
  • Charles Street Antique Row (Beacon Hill)
  • Boston Tea Party Ships and Museum
  • Historic North End – Boston’s Little Italy

Lunch at Cheers

Everybody has to eat, right? And if you have just one meal in Boston, it has to be at Cheers.

Cheers in Boston

Cheers in Boston

We’ve watched all 275 episodes of Cheers, right through its 11 seasons from 1982 to 1993. The fact is that finding interesting little bars, pubs, and taverns–it doesn’t matter what name they go by–is one of our favorite activities when we travel. There’s something “real” about the atmosphere in a pub or bar that you just don’t get walking through local museums, no matter how well done they are.

And Cheers, well, we all know the television show was filmed on a set somewhere else, but the real stories took place once you walked down those stairs to the lower level of the centuries old brownstone brick building on Beacon Street, originally called the Bull & Finch Pub.

We even got the local lore from our trolley tour driver who pointed out such things as the old post office where Cliff worked, and Fenway Park where Sam and Coach put in their glory years. He told us about the writer who&#