I am originally from New Hampshire so have a love for Boston. I love to go there to see my Red Sox play at the historical Fenway Park. Boston has so much history including the Paul Revere House.


Walk The Freedom Trail a 2.5-mile, red-lined route that leads you to historically significant sites. Explore museums and meetinghouses, churches, and burying grounds. Discover the rich history of the American Revolution, as it began in Boston, where every step tells a story.  Below are a few different options if you don’t want to walk it on your own.



Downtown Freedom Trail History & Walking tour

GO BOSTON ALL INCLUSIVE CARD – 40 attractions & tours in ONE card

Boston Hop off and on trolley




My husband I love to go to The Green Dragon Tavern for a drink or better yet a lobster roll when they’re in season. The Green Dragon makes theirs on freshly homemade French bread and it is to die for! The history at the Green Dragon is pretty fascinating and I am far from a history buff.

Photo credits: Trip Advisor

Photo Credit: Trip Advisor



— I copied this excerpt from The Green Dragon Tavern’s website

The Green Dragon Tavern has a long and rich history, playing an important part in the freedom of Boston during the War of Independence. Established in 1654, The Green Dragon was a favourite haunt of Paul Revere (whom we considered a close neighbour) and John Hancock (whose brother lived next door!). It has been ratified by Daniel Webster – the famous historian, that it was indeed in the Green Dragon that the plans for the invasion of Lexington and Concord were overheard thus starting the famous ride of Paul Revere.

Today, The Green Dragon still plays host to a diverse and colourful clientele, though the practice of eavesdropping has long since stopped! With a full lunch and dinner menu, it is a popular eatery with visitors to Boston who enjoy dining in a working piece of history! With a full array of Irish-American fare and a wide selection of traditional New England Seafood dishes, The Green Dragon offers a variety of options for even the most discerning palette.



Just down the street from both the Revere house and The Green Dragon is The North End. This is basically Little Italy. What a fun part of town and SO many places to eat. One of my favorites is Tresca which is owned by a retired Boston Bruins player Ray Bourque and has Executive Chef Richard Ansara. The lobster raviolis here melt in your mouth. Here are a few pics of their dishes I found on their site.

A few other places we have eaten in the North End and loved are listed below. Click on the restaurant and it will take you directly to their restaurant website. Or take the small group

North End Food Tour

Union Oyster House

Mike’s Pastry

Modern Pastry

The Daily Catch

The Barking Crab


You could rent a bike HERE to make it easier to get around town.


photo cred Trip Advisor

Fanueil Hall – this is a tourist area for sure, but a great part of town. Whether you are looking for (more) history, street performers, local art and goods being sold. You can find Wicked Good Cupcakes, Greek Steve’s cuisine, Mija Cantina & Tequila Bar and more.

Photo Credit – Britannica

Boston Common – The Common is the oldest public park in the United States. This was once a pasture for sheep, then became the training grounds for militia during the Revolutionary War, and more recently has been the site for public speeches by Martin Luther King JR and Pope John Paul II. If you walk the Freedom Trail, you will start or end at the Boston Common.


Make Way for Ducklings is a book my Mom read to me as a child and I now read to my son (thanks to my Mom buying it for him) and it’s based on the Boston Common. It’s a beautiful park that often has concerts or summer festivals and on any day you can grab luck at nearby restaurants or food trucks and eat on a park bench. They have the paddle swan boats here as well.

photo credit: Red River Radio

Or you could ride this Duck Boat


Just S of here is Newbury Street. If you’re looking for high end shopping or people watching, this is your place. A place my brother used to drag me into as a child, that I secretly loved was Newbury Comics it has all sorts of cool, little hard to find items. Lots of t-shirts, vinyl, comics, gifts etc.


Just one block over is Commonwealth Ave (Comm Ave to locals) if you’re looking for a nice walk, this is the place to go. Gorgeous tree lined streets and brownstones. You can take a pic sitting on The Giving Tree inspired by the book The Sharing Tree by Shell Silverstein. One of the last times I saw my Father before he passed away was when we took a nice walk on Comm Ave. He was a history buff so always enjoyed the history in Boston and there is plenty here.

Fenway Park! Whether you’re taking in a Sox game, touring the park which is on non game days or just bar hopping down Brookline Ave or Lansdowne St you have to venture up to Fenway!! There is a Fenway & baseball pub crawl I haven’t tried, but heard it is fun.


The Green Monster is a big appeal in Boston and a landmark for sure. If you can catch a show during the Fenway Concert Series…DO IT! We saw Foo Fighters there and it was amazing. We got 6th row floor seats for $99. Can’t beat that!


On your way to or from Fenway you should stop into Bukowski Tavern for a beer. They have a wide selection of craft beers on tap and a decent menu. Definitely a locals hang out. Cash only

We often stay at the Hilton Back Bay and stop here before calling it a night. We always meet some interesting patron while sitting at the bar.

Brewery tour! While in Boston, you have the option to tour the Samuel Adams Brewery or the Harpoon Brewery. Both breweries are located a bit far from the city center, but you can get here by taxi or Uber. The Samuel Adams Brewery is located near the Stony Brook station on the MBTA orange line.