Weekend in Boston: The Good 2 Day Itinerary

Even with simply 2 days in Boston, you’ll be able to cowl some critical floor and get 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 the US maintain extra historic significance than Boston. To say that a number of vital history has unfolded here’s a huge understatement.

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

Along with getting a historical past lesson, you’ll be able to take within the lovely 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 while you indulge within the metropolis’s well-known seafood. Get excited for some mouthwatering clam chowder and lobster rolls (regionally referred to as chowda and lobsta).

There are many different choices right here as nicely, from rooting for the house workforce at historic Fenway Park to visiting the library of one of many nation’s most beloved presidents.

Boston is residence to world-class museums and you too can tour a few 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 concentrate on checking off most of the metropolis’s historic sights.

Alongside the way in which, there can be a number of alternatives to get pleasure from some window buying, seize a chunk to eat, uncover hidden gems, and calm down with a beverage of your selection.


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 a neighborhood cafe earlier than an enormous day of exploring. Just a few handy choices embrace Thinking Cup and Tatte Bakery & Cafe.

I selected these cafes on account of their proximity to our first cease of the day — Boston Common. It’s been round since 1634, making it the oldest metropolis park in the US.

A pleasant stroll within the park is an effective way to begin off your weekend in Boston. Try the gorgeous Boston Public Backyard or calm down by the Frog Pond for a bit earlier than hitting the Freedom Path.

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

freedom trail map in boston

A good way to expertise this vital piece of American historical past is by taking a Freedom Trail walking tour. Those that favor a DIY method can click here for a PDF map to make your personal strolling tour.

You will get an audio narration and a stay GPS in your smartphone for only a few bucks if you happen to simply click here.

Lots of the sights alongside the Freedom Path are completely free to go to, however 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 pass if you wish to go to ticketed sights. They’ve a number of completely different choices and the financial savings are nice if you happen to plan to do a number of sightseeing.

In case you get pleasure from extra of a customized outing, try 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.


Nonetheless you select to go to the Freedom Path, the right stopping level is Faneuil Hall.

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 position within the independence motion.

Nowadays, 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 strive a few 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 website.

things to do in boston visit Faneuil hall

There’s loads of buying to be finished right here as nicely if you happen to’re trying to take residence a memento. Don’t go away earlier than taking in a few of the superb road performances that go on all through the time out entrance. 

From right here you could have a number of completely different choices. These shifting alongside on the Freedom Path can head to Paul Revere’s house, the USS Constitution and eventually Bunker Hill. In case you’re motivated, it’s undoubtedly attainable to sort out the entire path in simply at some point.

For individuals who aren’t fairly as keen about historical past, you’ll be able to 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 fairly with the amphibious automobile of the identical identify. On these excursions, you’ll cruise round by land and sea to absorb the views of Boston.

Simply click here to be taught extra about this highly-rated, tremendous enjoyable tour and ebook your tickets.


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

Talking of beer, do you know that beer really performed a big position 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 few of the metropolis’s oldest taverns. Each dates again to the 1800s and a few are even older.

Along with sharing tales, your information may also suggest some beers which you can solely get in Boston. Excursions run at both 3 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 well-known beers within the nation and you may leap on a tour between 11-5 on Saturdays. Head to their website to see the choices and ebook your spot.

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Day 2 in Boston

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

Sadly, you’ll be able to’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 yr you go to and your pursuits.


Ease into one other massive day of exploring Boston with a leisurely brunch. Peregrine within the Whitney Resort is a superb selection, 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 could have some selections to make. If you wish to proceed the historical past lesson we began yesterday, you’ll be able to try the Boston Tea Party Ships & Museum.

boston tea party museum

Right here you could have the possibility to relive one of the vital occasions within the nation’s historical past by dumping bins of tea overboard in protest. Tickets value round $30 and you may click here to ebook them on-line upfront. 

An alternative choice for historical past buffs is the JFK Presidential Library. Be taught all concerning the lifetime of the thirty fifth President of the US and Boston native via interactive reveals that embrace an enormous assortment of private paperwork. Tickets value $14 and may be booked on their website.

The Boston space is residence to a few of the most prestigious universities on this planet, together with MIT, the College of Massachusetts, and Harvard. Two of that are named within the high 3 universities on this planet — making them high sights in Boston. 

You may discover the Harvard campus on a walking tour led by students. There’s the choice to tack on a go to to the Museum of Pure Historical past as nicely if you happen to’re so inclined. 

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

harvard weekend in boston


Within the afternoon, it’s time to go to the Again Bay space of town which is residence to modern Newbury Avenue.

Filled with historic brownstones, this scenic road has tons of boutique retailers, cafes, eating places, and bars to select from. Click here for a rundown of all the assorted choices.

One place it’s best to undoubtedly try 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 sport occurring, it’s nicely price it to make the quick journey over to Fenway Park. Residence to the storied Boston Purple Sox baseball workforce, that is the oldest ballpark within the nation.

Constructed over a century in the past, Fenway is named “America’s most beloved ballpark.” It’s undoubtedly 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

After all, it’s preferable to go to Fenway Park for an precise ballgame. As one of many smallest parks with one of the profitable groups in latest reminiscence, tickets will not be straightforward to come back by.

In case 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 sport on this legendary ballpark. Seize some peanuts and Cracker Jacks and root, root, root for the house workforce.

Do you have to strike out on getting tickets or if there isn’t a sport, another choice over right here is the Again Bay Fens park. Take pleasure in a peaceable stroll via a World Conflict II-era group 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 inquisitive about seeing a baseball stadium whether or not there’s a sport or not.

In case you get lovely summer time climate in your 2 days in Boston, chances are you’ll wish to spend your afternoon at Citadel Hill. It’s residence 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 can too simply relax and calm down on the scenic Pleasure Bay Seaside. I wager you weren’t anticipating somewhat seaside getaway in the course of your Boston weekend journey!

One other enjoyable possibility for a weekend afternoon is that this VIP brewery & beer tasting tour. It consists of stopping at 4 completely different breweries to pattern some tasty craft beers, in addition to a hearty lunch or dinner.

You’ll get to pattern a few of the best suds within the metropolis and luxuriate in a gorgeous buzz for the remainder of your day.

In case 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 can too simply go to the taproom for some meals and some chilly ones.


It’s been a fairly wild two days in Boston to this point.

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

As an avid stay music fan, my private advice could be to go to a present. Boston has a thriving music scene with venues of all styles and sizes. I all the time verify 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 solely 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 in your style with the freshest elements. 

Your weekend in Boston may also come full circle if you happen to head over to 21st Amendment. In case you’re not well-versed in US historical past, the twenty first modification repealed the 18th one, formally ending the prohibition of alcohol.

They’ve a trivia night time on Sundays, which is a enjoyable strategy to finish the Boston weekend.

Weekend in Boston for Foodies (high 5 experiences)

I’m going so as to add an entire part right here for a foodie’s weekend journey to Boston. There are some actually enjoyable, extremely rated, and reasonably priced foods and drinks experiences which you can get pleasure from within the afternoon, or night.  

1. Politically Incorrect Meals Tour – eat your means via Boston’s North Finish (Little Italy), with a real native — born and raised. Uncover the genuine spots (no vacationer traps) within the north finish, and luxuriate in numerous meals, tales, and laughs. Discover out extra here.

2. North Finish Little Italy Meals Tour – one other Italian tour run by a born and raised native! The distinction between this tour and the one above is the spots you’ll cease at. In case you’re into cheese, pizza, meats, and pastries, this one is for you. Be taught extra here.

3. Underground Donut Tour – not solely will you pattern attention-grabbing (and attractive) donuts, however you’ll be strolling and studying concerning the historical past of Boston from the native information. Be taught extra here.

4. Lobster Roll and Mobster Stroll – feast on a tasty lobster roll, chips and a drink earlier than becoming a member of a strolling tour to find out about Boston’s crime historical past. Together with the strolling tour and lobster roll, it’s a couple of 3.5-hour expertise. Discover out extra here

5. Dumpling Making Celebration – that is extra of a cooking class and consuming expertise! Be part of restauranteurs and founders of the Joyce Chen Dumpling Pageant and discover ways to make tasty dumplings in a enjoyable setting. Tapas, tea and snacks are included…and dumplings. Be taught extra here.

Insider’s Suggestions for a Weekend in Boston

I hope you could have an superior time in Boston with the assistance of this itinerary. I’m certain you’ll have a good higher one if you happen to observe the following pointers as nicely:

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

E book early for summer time – Summer season in Boston is nice. There’s little question about that. Sox video games, seaside days, outside live shows, beer gardens, and extra. You’re not the one one with the intense thought to spend a summer time weekend in Boston, although, so ebook early.

boston weekend in the summer

Examine the calendar – There are many massive occasions occurring in Boston all year long. It’s finest to verify the calendar to see what’s occurring. If you find yourself there the weekend of a playoff sport or an enormous music competition, it is perhaps somewhat chaotic attempting to tug off this itinerary.

Discuss to the locals – This is applicable all over the place 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 keen about sharing recommendation and proposals for his or her metropolis, plus you get to listen to the superior Boston accent. 

Go to a sport – I do know not everyone seems to be inquisitive about sports activities, however this metropolis is extremely keen about its groups. That is very true of the Purple Sox. Do your finest to make it to a sport, or a minimum of crowd into a neighborhood sports activities bar if you happen to 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 only a few miles from downtown. You could have a number of completely different choices for the best way to get there. Probably the most economical and environmentally pleasant 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 means to make use of the T regardless of the place you’re staying in Boston.

In case 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 Purple Line as nicely.

It’s additionally attainable to take the Blue Line subway, however it’s a must to 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 website.

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 case you insist on taking one, simply ensure that they use the meter and you may observe the route in your cellphone. Anticipate to pay round $20-25 for downtown.


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

By Prepare and Bus

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

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

There are additionally a number of corporations working bus routes, together with Greyhound, BoltBus, and Megabus. I solely have expertise with the latter in Boston nevertheless it was wonderful and low cost. E book early and it can save you loads 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’ll be able to simply use the free airport bus and doubtless simply stroll to your lodging. I don’t find out about you, however I wish to spend extra time exploring and fewer time in site visitors. Boston in 2 days is doable, simply be sure you select lodging in location. 

Staying downtown additionally places you proper in the course 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 straightforward 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 for the weekend city center

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

If you’d like these harbor views and don’t thoughts paying a premium for them, you’ll be able to seek for accommodations on the Waterfront as nicely. Again Bay can be a enjoyable space to remain in for its proximity to Newbury Avenue and Fenway. 

I all the time do an Airbnb search of cities as nicely and there are some fairly stable choices in Boston, particularly if you happen to don’t thoughts a room in a shared house. Click here to seek for one of the best Airbnb choices in Boston.

Take pleasure in Your Weekend Journey To Boston

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

I’m certain you’ll have the identical thought that I did, and that’s “I’ll simply have to come back again and do it once more!” There’s a lot 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.

Do you have to come again out of your journey to town with any glorious suggestions of your personal, please drop a remark under and tell us. I hope you loved this 2 day Boston itinerary.

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

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