Boston Like a Local: A Weekend in The Historic City

Boston, Massachusetts, is known for its heritage, deep colonial roots, and history. It’s also home to phenomenal sports, food, and attractions. Boston is also known for its deep Irish roots, and because of this, the city is scattered with Irish pubs and traditional music. The city has much to offer for a weekend away. Whether you’re there for the sports, the history or the shopping, Boston has got you covered. 

With so much to do, places to see, and restaurants to try, deciding how to structure your weekend in Boston can be challenging. Luckily, we have provided the perfect itinerary for you. Hitting all of the fan favourites and the local spots, here are just some of the best attractions for your trip for a weekend in the city.

Friday In Boston 

Head into the city on Friday and drop your bags at one of Boston’s many gorgeous hotels. The Seaport Hotel offers all the modern amenities of a 4-star hotel with amazing views of Boston Harbor. It is located in downtown Boston and within walking distance of great restaurants, attractions, and museums. 

Aftesettlingle into the luxurious rooms, head out for dinner at one of the city’s renowned restaurants: Boston and the surrounding New England area are known for their seafood, specifically – the lobster roll. Neptune Oyster serves one of the best lobster rolls in all of Boston. Visitors on Tripadvisor rave about the lobster roll, saying it is the “best I’ve ever had”. With reviews like that, it is hard not to give it a try. A lobster roll is an irresistible Boston st, whether with butter or maple. 

Once you’ve finished with a splendid seafood dinner, spend the rest of the evening relaxing at the hotel’s bar, which has both indoor and outdoor seating, heaters to keep out the cold, and a view of the harbour. Watch the sunset and enjoy some cocktails or a local craft brew. 

Saturday In Boston

Boston is a city that breathes life all year round. However, the harsh winters and piles of snow do not always suit walking the Freedom Trail or catching a game at Fenway. We suggest the warm temperatures of late spring or summer to get the most out of the city. 

Start your Saturday morning by stopping at the Seaport Cafe, located just within your hotel. Grab a patisserie and an iced drink for your stroll along the Freedom Trail. The trail is 2.5 miles long and runs through the city’s historic streets. Paved in brick, the trail tells the story of the Revolutionary War and the start of America. The trail stops at landmark monuments throughout the city, from the sight of the Boston Tea Party to the Park Street Church. You can walk this trail on your own accord or hire a guide to give you more insight into the city’s history.

Later in the day, consider grabbing tickets and heading to a game at Fenway Park. Fenway is one of the city’s prized possessions. One of the oldest stadiums in the country, Fenway is more than just a baseball stadium—it is a ritual, a meeting place. Red Sox fans are known for their loud team spirit eir rendition of ‘Sweet Caroline’ during the 7th-inning stretch. Whether you are just a fan for the day or a hard-core baseball fanatic, Fenway Park is a must for any tourist in Boston. 

Finish off the evening by entering one of the city’s Irish pubs. Located just across the street from Fenway Park is Lansdowne Pub, a great spot to enjoy the victory of the Red Sox! Lansdowne is not only a Red Sox sports bar but also has an incredible inteithathich propels you back to the Irelwhenment you walk through the doors. Did we mention the food at Lansdowne? All of the Irish classics have an American twist. Try the fish and chips or the Irish burger with a sweet potato bun. Lansdowne is a delectable way to finish your Saturday in the city. 

Sunday In Boston

Wake up Sunday morning overlooking the sunny bay, but quickly remember you’re still in Boston, and there is plenty to do! The city, unlike many major US cities, is very walkable. Head over to Quincy Market to get an authentic New England feel. Built in the early 1800’s, Quincy Market was created for the current Mayor of Boston. Before Quincy Market, wooden shacks lined Josiah Quincy’s office outside to create a better view; Quinc constructed the market building. The large building resembled Greek architecture. It is two floors and has shops foalmostut everything you can imagine. Some of the world’s best fresh seafood offers, Boston souvenirs, and impeccable seafood chowder make Quincy Market a great morning walk. 

After walking through the market and picking out goodies, a stroll around the surrounding shops. The area surrounding Quincy Market is pedestrian-friendly, allowing families, friends, and couples to meander into the various shops. They range from chain stores like Urban Outfitters to locally owned shops. If you stick around the area for long enough, you might be able to see a live street performance. The square surrounding Quincy Market is often frequented by Berklee College of M student’s music showing off their talents. 

You could easily spend all day at the market. However, Boston has one more magical attraction – whale watching! the city is known for some incredible wildlife, and paired with the New England Aquarium is whale watching. Come to Boston Harbor Cruises and grab your tickets for an afternoon of whale watching. During the months, humpback and blue whales can be seen by the boat, along with dolphins and seals! If whale watching is too extreme, a lobster-catching ship lets you go out and catch your dinner! 

After a busy day of yummy food, shopping, and interacting with wildlife, finish your trip by heading into South End Boston. In a gorgeous setting in the city with great restaurants, have your last meal at B&G Oysters. Ultimately known for its delicious oysters, B&G has a diverse seafood menu and favourites. 

Getting ready to leave the city after a loaded weekend like this may be challenging. There’s a reason people move here and never move back. Between the city’s history, the sports fanatics, and the incredible history and views of the harbour, Boston is a pretty unique place. This significant city on New England shores is the perfect weekend trip.