One Day in Boston Itinerary – Top things to do in Boston, Massachusetts

Boston is one of the oldest cities in America and has played an important role throughout the country’s history. Harvard university was the first university to be built in America (1636), the Revolution began here, the first public school was built here, and the first state constitution was written here. Boston has given to the world the Kennedys, Sam Adams (and his beer), and Aerosmith. In this city, you will find friendly locals, die hard sports fans (home of the Red Sox and Celtics), great bars, good restaurants, and a mountain of American history. Do not miss out.

One day in Boston Itinerary

Guest post by Keith Evans
Blog: My Passport To Shangrila

What’s the best time to visit Boston?

Boston is a very popular city break destination for both Americans and for the wider world. The mercury in the thermometer will rise into the mid-80s during the summer months when days are long. The winter months can fluctuate. They can be either cold and damp or cold and shoulder deep in snow. Of course, the most impressive season to visit New England is autumn, when the trees change color to all sorts of beautiful hues.

Boston Skyline
Boston Skyline, Author: Ariane Middel, Source: Flickr

What’s good to know about Boston?

– Architecture! The buildings are stunning. Boston is very British colonial from back in the day, and the city oozes of 17th century Georgian architecture. The history of this city is incredible. There is so much to see and do.

Boston Architecture
Boston Architecture, Author: xiquinhosilva, Source: Flickr

– From Boston Logan Airport, the cheapest and fastest route into the city is to use the Silver Line which is FREE inbound to South Station (including a free transfer to the Red Line).

– The Silver Line Route SL1 (Logan Airport – South Station via Waterfront) bus rapid transit service is your best direct option to South Station Rail & Bus Terminal, for connections to Commuter Rail, Amtrak and bus and to the Red Line.

– For foodies, Boston serves some incredible seafood. Make your way down towards the harbor front and Quincy Market for some great treats.

One Day in Boston Itinerary

To do this city in 24 hours would actually be an injustice. However, if 24 hours is all you have, then get out early and explore! Boston offers a bunch of tours. Follow this guide and make the most of your trip even if you’re short on time. These are the top sights and things to do during your one day in Boston.

Go on a tour: Here you can find the best reviewed tours in Boston. If you don’t like to explore the city yourself, consider booking one, you won’t regret!

Freedom Trail with Boston Pizza

Spend a day outdoors, put on comfortable shoes, and follow this red-bricked trail walking its 2.5 mile route full of historical information covering sixteen sights. If you want to combine a snack with the sightseeing, Boston Pizza Tours might be a perfect solution! They will take you around the oldest parts of Boston and into the best pizzerias around where you can get a slice of this global phenomenon before you move on.

Everything you see and taste will be 100% local (your guide is also a local), so you will get a great feel of Boston and see how this great city treats its pizza. Apart from getting up close and personal with the locals, you can meet people from all over the world in your group, but you can just as easily set up a private tour, too. In short, this is a great way to get to know Boston’s North End.

Freedom Trail, Boston
Freedom Trail, Boston, Author: Andrew Malone, Source: Flickr

Faneuil Hall and Quincy Market

Faneuil Hall and Quincy Market is a popular place for locals and visitors to hang out. During the day, a lot of people go shopping. At night, the restaurants are filled with people and the spot is one of the biggest bar destinations in the city. The cheap Irish pubs that fill the area are widely popular.

Faneuil Hall Marketplace, Boston
Faneuil Hall Marketplace, Boston, Author: 6SN7, Source: Flickr

Everyone should eat in Quincy Market at least once. Grab your meal from one of the many restaurants in the colonnade, head outside to watch the people go by, and enjoy a street performer’s show.

Quincy Market, Boston
Quincy Market, Boston, Author: Andrew Malone, Source: Flickr

Boston Common

Boston Common is a huge outdoor open public park. On a summer day this park is filled with locals looking to enjoy the nice weather. Lie down, play some sports, read a book or just relax. Wander around to the Public Gardens, or sit by the Frog Pond. It is a great way to enjoy the city without spending a penny.

Boston Common Park
Boston Common Park, Author: Robert Linsdell, Source: Flickr

George Washington Memorial

Boston Common is also home to the George Washington Memorial. The height of the statue is 22 feet, and the fine granite pedestal is 16 feet high. The foundation is of solid masonry, resting on piles 11 feet deep. The location of the statue is most attractive. It is placed in the centre of one of the finest thoroughfares of the Garden, handsomely enclosed, and surrounded by beautiful flower beds. It was placed into position and unveiled on July 3rd, 1869.

George Washington Memorial, Boston
George Washington Memorial, Boston, Author: Robert Linsdell, Source: Flickr

Boston ‘NEW’ Statehouse And Beacon Hill

If you visit Boston Common, then you need to visit the Statehouse and Beacon Hill. The Statehouse forms a part of the Freedom Trail, this is a neighborhood that is brimming with history. Beacon Hill backs onto Boston Common: this area was home to the likes of John Adams and John Hancock (Colonial Revolutionaries) and resembles parts of historic Philadelphia.

New Statehouse, Boston
New Statehouse, Boston, Author: Tony Hisgett, Source: Flickr

Boston ‘OLD’ Statehouse

Following the Freedom Trail will take you past the Old State House before it moved towards Beacon Hill. The Old State House stood as an emblem of liberty in Boston for over 300 years. Built in 1713 to house the colony’s government, the Old State House was at the centre of civic events that sparked the American Revolution.

Old State house, Boston
Old State house, Boston, Author: Robert Linsdell, Source: Flickr

Holocaust Memorial

The Holocaust Memorial is an outdoor space, open and accessible to the public at all times. It is located in Carmen Park near Faneuil Hall and Quincy Market, on Boston’s historic Freedom Trail.

Boston Harbour

Boston Harbour is a long stretch of pedestrian walkways that incorporate the Charles River where you can take a ‘Duck Tour’, catch the Harbour Islands Tour, or catch a ferry to Provincetown and Cape Cod. The area is accessible from Quincy Market and during the summer months is a hive of activity.

Boston Harbour
Boston Harbour, Author: Owen Byrne, Source: Flickr

Afternoon in Boston

Beer is incredibly important in the life of Boston, so it’s no surprise that the city has a flourishing craft beer scene. There is an incredible array of products every beer lover absolutely needs to taste, and the people behind City Brew Tours Boston will make it happen. What you get here is an opportunity to taste up to 16 different beers in different breweries, all of which are paired with carefully selected food, of course. And while tours are available daily, those that take place in the afternoon are especially attractive like Original Brew Tour which includes 4 stops and a meal.

City Brew Tours Boston

If you have the time…

If you really do have enough time in Boston, make your way to the harbour and catch a ferry that takes 1 hour 30 minutes to Provincetown on Cape Cod. Even if you only have a couple of hours to spend here (and trust me, you will need much longer) it would be a trip worthwhile. The area is best known for its scenic beaches, art galleries, and the Pilgrim Monument. Many people do not know that Provincetown was actually the first landing area of the first Pilgrims coming across from England on the Mayflower in 1620.

Provincetown, Boston
Provincetown, Boston, Author: Tom Head, Source: Flickr

Where to stay in Boston?

TIP: Click here to find the best accommodation deals in Boston.
Book with LockTrip if you’d like to find a hotel and save up to 30%. To learn more about it, read this article.

Charlesmark Hotel

Charlesmark Hotel is a boutique hotel, located in a historic building in Boston‘s Back Bay neighborhood at Copley Square. The hotel is one of the best value deals in the city. Compact rooms come with the modern furniture and great lightning.

Book here
Charlesmark Hotel
Charlesmark Hotel
Charlesmark Hotel
Charlesmark Hotel

Harborside Inn

Harborside Inn is a modern and stylish hotel located in Boston’s waterfront district, only a 10 minute walk from the beach. The cream-colored rooms provide relaxing and comfortable stay. The hotel features an on site restaurant and a business center.

Book here
Harborside Inn
Harborside Inn
Harborside Inn
Harborside Inn

YOTEL Boston

YOTEL Boston is a 4 star hotel offering a tech-forward concept of living. The hotel is situated in Boston’s Seaport District, and offers a rooftop terrace with the panoramic views of the city. The compact cabin rooms provides tech and trendy features like SmartBed, mood lightning etc.

Book here
YOTEL Boston
YOTEL Boston
YOTEL Boston
YOTEL Boston

HI – Boston Hostel

HI – Boston Hostel is an ultimate hostel experience in the heart of Boston, only a five minutes’ walk to Boston Common. The hostel offers both dormitory style rooms and private rooms. The hostel features a game room with a pool table and TV.

Book here
HI - Boston Hostel
HI – Boston Hostel
HI - Boston Hostel
HI – Boston Hostel

Day trips from Boston

US East Coast has plenty to offer, no matter what you’re looking for. Therefore, day trips from Boston are a good idea indeed. Explore this area of the United States through one of these great destinations.

Martha’s Vineyard

Martha’s Vineyard is an island near Cape Cod you reach by boat (about half an hour’s ride). It has several very pretty and quaint towns you can explore, so this is a perfect way to escape the city crowds. Additionally, great beaches can be found on the island, too. Therefore, Martha’s Vineyard is a complete package of rest and relaxation. Come and see why this is the favorite holiday destination for people from this part of the country.


New England

The states known collectively as New England are also a great day trip destination because it’s easy to cover a lot of ground. Drive along the coast for some beautiful sights, explore the interesting lighthouses you will find along the way and check out the fascinating architecture of the area. The village of Kennebunkport is a particularly attractive destination not just because of its beauty but because of its great food scene and numerous shopping options. So, you are in for quite a day, no doubt about that.


Wrentham Village

How about some shopping? Like, really serious shopping. Wrentham Village is the largest outlet center in the New England area with almost 200 different outlet stores. Less than an hour away from Boston, it’s quite easy to reach and lose an entire day there browsing all the shops and getting some great deals. A shopping dream come true. Don’t worry – a pretty good selection of restaurants is here too, so you can always sit down and take a break from shopping.


Final word

-Getting travel insurance is never a bad idea – being extra careful can never hurt. So, when you’re planning your trip to this amazing destination, take a peek at the World Nomads’ website. It will allow you to buy travel insurance in a jiffy, even if your trip has already started. More than 150 activities are covered by these guys, so you really have nothing to worry about once your vacation gets started and you will definitely be able to enjoy everything much more knowing that somebody’s got your back no matter what. Visit World Nomads today!

– Boston has what I call the “Cool Vibe” like those of San Francisco (California), Manchester (England) and Melbourne (Australia). The city has a great relationship with itself and the surrounding harbour.

– The people are friendly. The history, something much of the US lacks, is vibrant and the city is clean. There is so much to do and see and surprisingly many outdoor activities are free. It’s a great place to chill out and grab a few drinks in the many bars or public parks. The skyline views from the harbour front are stunning and the weather favorable. If you are still new to the idea of Boston, you will not be disappointed at all. Go and do it!


Boston USA Top things to doBoston USA One day itinerary

If you have any other propositions for this One Day in Boston Itinerary feel free to share it in the comments below!


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