Boston Travel United States of America

My Top 9 Things to Do in Boston

If you love riverside drinks, beautiful cobbled streets and brownstone houses and baseball, Boston is the destination for you. And I wanted to share my top 9 things to do in Boston, if and when you decide to visit. Up until summer 2019, I had never visited Boston or really had it at the top of my to travel list. But since then I’ve visited the city twice. Both for work trips to visit the US team at StudentUniverse. In summer I got to bring Dan along and enjoyed a whole weekend exploring the city. And just recently (as in this month) I visited Boston again for my companies annual holiday party. During both trips, I had some time discovering what Beantown has to offer those who decide to book a trip there. And here are some of my favourites.

Go to a Red Sox Game

When I asked my friends who live in Boston, what I should do when in town, all the answers came back the same. Watch the Red Sox at Fenway Park. And that is what we did. Just a visit to Fenway Park is an experience, with the huge arena looming over the many souvenir shops, bars and restaurants. If the rules of the game allude you as they do me, don’t worry. Put on your Red Sox cap, eat some fries out of a bucket hat and soak up the atmosphere. If you’re interested in getting tickets to see the Red Sox when you’re in Boston, try StubHub. Me and Dan went with my work colleagues (there were 10 of us in total) and we all got tickets sitting together, the day before the game. For two of us, we paid £95 for our tickets.

Discover the Rose Kennedy Greenway

This contemporary public park is a great place for visitors and locals alike to unwind, explore and enjoy all year round. I visited The Greenway in Summer 2019 and would say it’s well worth a visit. Any time of year. It’s located right in the heart of Boston and you’ll find heaps to see, do and eat along its 1.5-mile stretch. Grab a bite from one of the parks many food trucks, take a ride on the Greenway Carousel, check out the views of Boston, or simply enjoy a walk through the Carolyn Lynch Gardens.

Walk the Freedom Trail

Walk the Freedom Trail in Boston

If you want to learn more about the history of Boston and the United States of America, the Freedom Trail is a great place to start. This 2.5-mile red brick line weaves itself around the city, passing 16 significant historic sites. These include Boston Common, Park Street Church, Massachusetts State House, Old State House and Faneuil Hall.

Eat Your Way Around Little Italy

Grab a slice of Pizza in Boston's Little Italy

The North End is home to Boston’s Little Italy, which as you may have gathered is famous for its delicious Italian foods. From pizzas and pasta to cannelloni and Italian patisseries, there is a lot to try. Pizza is mine and Dan’s favourite thing to eat so we headed to Little Italy to sample the pizza on offer. We enjoyed enormous slices from Monica’s Mercato Pizza and a whole pizza pie from Regina Pizzaria. The latter was established in the North End way back in 1926 and it’s the original store, so expect long queues. But trust me, it’s well worth it.

Take a Trip to Boston Harbour

Boston Harbour is a hub of activity and not one to miss. From here you can join a Duck Boat tour, hop on a boat and spend a day whale watching or just sit along the water enjoying the views and the crisp sea air. It’s also home to the Boston Aquarium, which was where our summer party was held. And also the Museum of Science. Which I did not visit, but have strong words from Dan that it is an incredible museum which everyone who comes to Boston must visit.

Check out the Cafe Culture in Downtown Boston

The great thing about jet lag is definitely the early wake-up call. During my second trip to Boston, I was up most days by 5 am, leaving me plenty of time before heading to the office to grab a proper breakfast in the city. I was staying in Downtown and conveniently this area was packed full of some great spots to grab a cup of tea, a pastry and a bagel. If you want to know more about where I visited and what I ate there, check out my Breakfast Spots in Boston blog post.

Head to Boston Common

Boston Common is one of those places you just have to visit when in the city. It’s the oldest city park in the USA and it’s one of my top things to see in the city during a visit. I’ve had the pleasure of seeing Boston Common in both the summer and winter. I’ve spent time paddling in the Tadpole Pool, trying to cool my feet down after a days walk around the city in blistering temperatures. And I’ve spent time walking around the snowy park catching a glimpse of the Christmas tree and the other fairy lights that decorated the park. It’s a great spot to run if you’re staying Downtown. And for those who like to people (or dog) watch, Boston Common is just the place.

Visit a Market

Boston has a lot of brilliant food markets for you to try. Located inside Prudential shopping centre is Eataly, a great place to pick up anything from olive oils, Italian chocolates, fresh produce, cheeses and all the breadsticks you could imagine. Plus you can sit down in some of the in-house restaurants if you’re looking for something a little more substantial.

If you’re looking to sample some local delicacies from local businesses there are a few places you could head to. Faneuil Hall Marketplace (super touristy but on the Freedom Trail, so worth a look around), Boston Public Market and the Time Out Market, located close to Fenway Park.

Go to Harvard Square

Harvard Square is one of those locations in Boston that you feel like you have to visit. So that’s what we did on our first trip to the city. And to be honest, it was cool to see it and to say I’ve been there, but it was so busy and touristy, it felt a little underwhelming. If you want to learn more about the university, you can join a student-led campus tour, through Harvard Yard. It’s only an hour-long and it’s free of charge, so a great free way to see an iconic site in Boston.

I hope you enjoyed reading about my top nine things to do in Boston. Hopefully, I’ve inspired you to see for yourself what a great city Boston is to visit. And if you’ve been to Boston before (or live there) I’d love to see how my list compares to yours. What are your tip things to do in the city? Where are your favourite hangouts? And more importantly where is your favourite place to grab something to eat? Let me know in the comments below.

Until next time.




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