Weekend in Boston: The Perfect 2 Day Itinerary

Weekend in Boston: The Perfect 2 Day Itinerary

Even with simply 2 days in Boston, you may cowl some critical floor and get a great really feel for town. Learn on for an in depth itinerary for the best way to take advantage of out of a weekend keep within the Massachusetts capital.

Few cities in america maintain extra historic significance than Boston. To say that a whole lot of essential historical past has unfolded here’s a huge understatement!

When spending a weekend in Boston, you’ll get an perception into town’s storied previous by way of its numerous landmarks.

Along with getting a historical past lesson, you may take within the stunning surroundings of Boston in its parks and alongside its waterfront. Between the Charles River, Boston Harbor, and the Atlantic Ocean, round 1 / 4 of Boston’s space is definitely water.

With two days in Boston, your tastebuds are in for a deal with whenever you indulge within the metropolis’s well-known seafood. Get excited for some mouthwatering clam chowder and lobster rolls (regionally generally known as chowda and lobsta).

There are many different choices right here as nicely, from rooting for the house staff at historic Fenway Park to visiting the library of one of many nation’s most beloved presidents. Boston is house to world-class museums and you too can tour a number of the finest universities on this planet. 

Right here’s my itinerary for spending the right weekend in Boston! 

Day 1 in Boston

For the primary day, we’ll deal with checking off lots of the metropolis’s historic points of interest.

Alongside the way in which, there can be a number of alternatives to get pleasure from some window purchasing, seize a chew to eat, uncover hidden gems, and chill out with a beverage of your alternative.


Talking of drinks… I don’t find out about you, however I’m fairly ineffective earlier than I’ve had a cup of espresso. Begin off at an area cafe earlier than an enormous day of exploring. A number of handy choices embody Considering Cup and Tatte Bakery & Cafe.

I selected these cafes as a result of their proximity to our first cease of the day — Boston Frequent. It’s been round since 1634, making it the oldest metropolis park in america.

A pleasant stroll within the park is a good way to start out off your weekend in Boston. Take a look at the attractive Boston Public Backyard or chill out by the Frog Pond for a bit earlier than hitting the Freedom Path.

This 2.5-mile Freedom Path takes you to 16 totally different historic points of interest throughout town. It begins at Boston Frequent and passes by landmarks such because the King’s Chapel and Bunker Hill.

freedom trail map in boston

An effective way to expertise this essential piece of American historical past is by taking a Freedom Path strolling tour. Those that choose a DIY strategy can click on right here for a PDF map to make your personal strolling tour. You may get an audio narration and a reside GPS in your smartphone for just some bucks when you simply click on right here.

Most of the sights alongside the Freedom Path are completely free to go to. A number of of them require an entrance ticket, such because the Previous State Home Museum and Paul Revere’s home.

It’s price contemplating the Go Boston move if you wish to go to ticketed sights. They’ve a number of totally different choices and the financial savings are nice when you plan to do a whole lot of sightseeing.

In the event you get pleasure from extra of a customized outing, take a look at the choices on Airbnb experiences. There are a number of highly-rated excursions with locals that can make a pleasant addition to your 2 days in Boston itinerary. 


Nevertheless you select to go to the Freedom Path, the right stopping level is Faneuil Corridor.

As soon as upon a time, this was a gathering place for revolutionaries. That’s why it’s known as the “Cradle of Liberty” for its function within the independence motion.

As of late, Faneuil Corridor is a big market full of various retailers together with a number of eating places and bars.

There’s no time like the current to attempt a number of the metropolis’s well-known seafood at locations like Depraved Lobsta and Boston Chowda. Go forward and work in your Boston accent whilst you’re at it.

For a full checklist of all of the choices at Faneuil Corridor, head over to their web site.

things to do in boston visit Faneuil hall

There’s loads of purchasing to be executed right here as nicely when you’re trying to take house a memento. Don’t depart earlier than taking in a number of the superb avenue performances that go on all through the time out entrance. 

From right here you might have a number of totally different choices. These transferring alongside on the Freedom Path can head to Paul Revere’s home, the united statesConstitution and at last Bunker Hill. In the event you’re motivated, it’s positively attainable to deal with the entire path in simply in the future.

For individuals who aren’t fairly as enthusiastic about historical past, you may head over to Boston Harbor as a substitute. One actually enjoyable possibility down right here is hopping on a duck tour. 

This has nothing to do with the birds that quack however slightly with the amphibious car of the identical identify. On these excursions, you’ll cruise round by land and sea to absorb the views of Boston. Simply click on right here to guide your tickets.

An alternative choice is that this informative sightseeing cruise. You’ll spend an hour and a half going across the interior and outer harbor whereas studying extra concerning the metropolis’s historical past. 


For individuals who completed up the Freedom Path, you may simply spend the remainder of your night over there in Bunker Hill/Charlestown. Choices embody the legendary Warren Tavern in addition to the Brewer’s Fork beer backyard. 

Talking of beer, do you know that beer truly performed a big function within the historical past of Boston and the nation as an entire?

It was proper right here in Boston’s taverns that revolutionaries like Sam Adams and Paul Revere gathered to share concepts over a number of frosty mugs of beer. 

Hop on this historic pub crawl to go to a number of the metropolis’s oldest taverns. Every one dates again to the 1800s and a few are even older.

Along with sharing tales, your information can even suggest some beers that you would be able to solely get in Boston. Excursions run at both Three or 7 PM. 

Beer lovers might wish to think about including a tour of the legendary Samuel Adams brewery to their itinerary. It’s one of the crucial well-known beers within the nation and you may leap on a tour between 11-5 on Saturdays. Head to their web site to see the choices and guide your spot.

Day 2 in Boston

With simply 2 days in Boston, you’re going to should make some decisions.

Sadly, you may’t see all of it in only one weekend! That’s why I’ll current you with a number of choices for the best way to spend day two. What you do will rely totally on the time of 12 months you go to and your pursuits.


Ease into one other large day of exploring Boston with a leisurely brunch. Peregrine within the Whitney Resort is a superb alternative, as is The Emory. Name forward to make a reservation to keep away from disappointment and lengthy waits. 

After an enormous meal and maybe somewhat little bit of the bubbly, you might have some decisions to make. If you wish to proceed the historical past lesson we began yesterday, you may take a look at the Boston Tea Occasion Ships & Museum.

boston tea party museum

Right here you might have the prospect to relive one of the crucial essential occasions within the nation’s historical past by dumping packing containers of tea overboard in protest. Tickets value $30 and you may click on right here to guide them on-line upfront. 

An alternative choice for historical past buffs is the JFK Presidential Library. Study all concerning the lifetime of the 35th President of america and Boston native by way of interactive reveals that embody an unlimited assortment of non-public paperwork. Tickets value $14 and could be booked on their web site.

The Boston space is house to a number of the most prestigious universities on this planet, together with MIT, the College of Massachusetts, and Harvard. Two of that are named within the prime Three universities on this planet — making them prime points of interest in Boston. 

You possibly can discover the Harvard campus on a strolling tour led by college students. There’s the choice to tack on a go to to the Museum of Pure Historical past as nicely when you’re so inclined. 

It’s additionally attainable to make your personal tour of Harvard. Simply click on right here to obtain a free map together with an accompanying audio tour.

harvard weekend in boston


An ideal possibility for kicking off a day in Boston is a visit as much as the Skywalk Observatory. From the 50th ground you’ll get some epic views of town. Tickets are $21 when you purchase individually and it’s additionally included within the Go Boston Card.

It’s positioned within the Again Bay space of town, which is house to modern Newbury Road.

Stuffed with historic brownstones, this scenic avenue has tons of boutique outlets, cafes, eating places, and bars to select from. Click on right here for a rundown of all the varied choices.

One place it is best to positively take a look at is Newbury Comics. Right here you’ll discover a huge assortment of popular culture memorabilia, from comedian books to vinyl data.

Even when there isn’t a recreation occurring, it’s nicely price it to make the brief journey over to Fenway Park. Dwelling to the storied Boston Crimson Sox baseball staff, that is the oldest ballpark within the nation.

Constructed over a century in the past, Fenway is called “America’s most beloved ballpark.” It’s positively a particular place to go to, and you are able to do so on an hour-long guided tour. These go on sale 30 days upfront and can be found on a first-come, first-serve foundation.

fenway park in boston

In fact, it’s preferable to go to Fenway Park for an precise ballgame! As one of many smallest parks with one of the crucial profitable groups in latest reminiscence, tickets aren’t simple to return by.

In the event you’re planning a weekend in Boston and the Sox are on the town, it’s finest to safe your tickets nicely upfront.

It’s nicely price splurging on good seats to see a recreation on this legendary ballpark. Seize some peanuts and Cracker Jacks and root, root, root for the house staff!

Must you strike out on getting tickets or there isn’t a recreation, an alternative choice over right here is the Again Bay Fens park. Get pleasure from a peaceable stroll by way of a World Battle II-era neighborhood backyard and a rose backyard. There’s additionally a WWII Memorial and a Japanese Bell right here.

I understand that not everyone seems to be desirous about seeing a baseball stadium whether or not there’s a recreation or not!

In the event you get stunning summer season climate in your 2 days in Boston, chances are you’ll wish to spend your afternoon at Fortress Hill. It’s house to the historic Fort Independence, which is simply open in the summertime. There are free excursions led by volunteers between midday and three:30.

Boston Fort independence

You may as well simply chill and chill out on the scenic Pleasure Bay Seashore. I guess you weren’t anticipating somewhat seashore getaway in the midst of your Boston weekend journey!

One other enjoyable possibility for a weekend afternoon is that this VIP brewery & beer tasting tour. It consists of as much as 15 (that’s proper, 15!) tastings in addition to lunch. You’ll get to pattern a number of the best suds within the metropolis and revel in a stupendous buzz for the remainder of your day.

In the event you didn’t take the Sam Adams tour on day one and nonetheless wish to go to an enormous brewery, Harpoon is positioned proper close to the harbor and in addition runs excursions till 5:30 on Sundays. You may as well simply go to the taproom for some meals and some chilly ones.


It’s been a fairly wild 2 days in Boston thus far.

You’ve coated a ton of floor in a short while and completed up a whirlwind tour town. That’s why it’s time to do no matter your coronary heart wishes in your final night time on the town.

In fact, I’m not going to depart you hanging with no suggestions! An effective way to spend your last night in Boston is by taking a sundown cruise across the harbor. 

As an avid reside music fan, my private suggestion could be to move to a present. Boston has a thriving music scene with venues of all styles and sizes. I all the time examine Jambase to see who’s taking part in in a metropolis once I journey.

Maybe you simply wish to relax and have a drink. It’s proper there within the identify at Drink – a hip bar that’s “devoted totally to the craft of the cocktail.”

They’re so assured of their drink mixing skills right here that they don’t also have a menu! Drinks are created particularly to your style with the freshest elements. 

Your weekend in Boston may come full circle when you head over to 21st Modification. In the event you’re not well-versed in US historical past, the 21st modification repealed the 18th one, formally ending the prohibition of alcohol. They’ve a trivia night time on Sundays, which is a enjoyable approach to finish the weekend.

Insider’s Ideas for a Weekend in Boston

I hope you might have an superior time in Boston with the assistance of this itinerary! I’m positive you’ll have a good higher one when you comply with the following tips as nicely:

Skip the winter – This itinerary is finest fitted to the hotter months. It will not be almost as satisfying within the typically bitter chilly Boston winter. 

Ebook early for summer season – Summer time in Boston is nice. There’s little question about that. Sox video games, seashore days, out of doors concert events, beer gardens, and extra. You’re not the one one with the brilliant thought to spend a summer season weekend in Boston, although, so guide early!

boston weekend in the summer

Examine the calendar – There are many large occasions occurring in Boston all year long. It’s finest to examine the calendar to see what’s occurring. If you find yourself there the weekend of a playoff recreation or an enormous music competition, it may be somewhat chaotic making an attempt to drag off this itinerary.

Speak to the locals – This is applicable in all places you journey, however I really feel like I must make it some extent right here. I solely spent a weekend in Boston however had a number of nice conversations with locals. They’re passionate about sharing recommendation and suggestions for his or her metropolis, plus you get to listen to the superior Boston accent. 

Go to a recreation – I do know not everyone seems to be desirous about sports activities, however this metropolis is extremely enthusiastic about their groups. That is very true of the Crimson Sox. Do your finest to make it to a recreation, or at the least crowd into an area sports activities bar when you can’t snag tickets. 

Attending to Boston

These touring to Boston by airplane will arrive at Logan Worldwide Airport (BOS). This can be a main hub with direct flights to all corners of the globe.

It’s positioned in East Boston just some miles from downtown. You’ve gotten a number of totally different choices for the best way to get there. Probably the most economical and environmentally-friendly is taking the T. 

Taking the T (MBTA)

The “T” is brief for the MBTA (Massachusetts Bay Transportation Authority) and refers back to the metropolis’s environment friendly public transportation system. There’s a method to make use of the T regardless of the place you’re staying in Boston.

In the event you’re staying downtown, the Silver Line bus route will take you to South Station. Better of all, it’s completely free! These staying in different areas can use a free switch to the Crimson Line as nicely.

It’s additionally attainable to take the Blue Line subway, however you must get a shuttle simply to get to the station after which purchase a ticket for $2.75. My vote goes for the free bus experience.

For an in depth take a look at all of the choices, head to the MBTA web site.

boston weekend airport

By Taxi

Taxis are available as nicely however there’s no flat-rate possibility and there are some unscrupulous drivers about. In the event you insist on taking one, simply ensure they use the meter and you may comply with the route in your telephone. Count on to pay round $20-25 for downtown.


Rideshare apps like Uber and Lyft each work from Logan as nicely. Word that there’s a $3.25 airport price added to any journeys to or from the airport. 

By Prepare and Bus

Boston can also be simply reached through practice or bus. Normally, it’s simple to maneuver up and down the East Coast and that is very true between the large cities.

Amtrak has a number of routes passing by way of Boston. You possibly can simply journey to or from Boston by practice from NYC, Philadelphia, and Washington DC.

There are additionally a number of firms working bus routes, together with Greyhound, BoltBus, and Megabus. I solely have expertise with the latter in Boston however it was superb and low cost! Ebook early and it can save you lots in your tickets.

The place to Keep With 2 Days in Boston

Within the curiosity of comfort and luxury, it’s finest to remain downtown on a Boston weekend journey. Doing so ensures you spend much less time in transit between the airport, which is essential for such a brief journey to town.

By staying downtown, you may simply use the free airport bus and possibly simply stroll to your lodging. I don’t find out about you, however I wish to spend extra time exploring and fewer time in visitors.

Staying downtown additionally places you proper in the midst of all of the motion. You’re proper there close to the Freedom Path and the Waterfront, which is the place you’ll be spending most of your time.

From right here, it’s additionally simple to entry locations like Harvard and Fenway Park through public transportation. There are many nice choices for locations to buy, eat, drink, and keep right here as nicely. 

boston weekend city center

Listed below are a number of totally different choices for the place to remain in downtown Boston:

If you would like these harbor views and don’t thoughts paying a premium for them, you may seek for resorts on the Waterfront as nicely. Again Bay can also be a enjoyable space to remain in for its proximity to Newbury Road and Fenway. 

I all the time do an Airbnb search of cities as nicely and there are some fairly stable choices in Boston, particularly when you don’t thoughts a room in a shared house. Click on right here to get your $55 low cost code, and click on right here to seek for out there Airbnbs in Boston. 

Now You’re Prepared for Boston!

Whereas 2 days in Boston isn’t actually sufficient time to get underneath the pores and skin of town, it’s definitely a pleasant introduction.

I’m positive you’ll have the identical thought that I did, and that’s “I’ll simply have to return again and do it once more!” There’s lots to see and do right here to warrant a number of return journeys to this iconic American metropolis.

I personally had an absolute blast with my weekend in Boston, absorbing the historical past on the Freedom Path, digging into an enormous ole’ bowl of clam chowda, and cheering for the Sox (which was powerful as a Tigers fan, consider me), and extra.

Must you come again out of your journey to Boston with any glorious suggestions of your personal, please drop a remark beneath and tell us.

Photographs on this article are courtesy of Shutterstock.com. Click on right here to be taught extra about their royalty-free movies and pictures. 

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