HomeTravelWeekend in Boston: The Excellent 2 Day Itinerary

Weekend in Boston: The Excellent 2 Day Itinerary

Even with simply 2 days in Boston, you may cowl some severe floor and get a superb 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 plenty 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.

weekend in boston go on a boat

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 properly, 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 can too tour among the finest universities on the planet. 

Right here’s my itinerary for spending the proper 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 best way, there will probably be a number of alternatives to take pleasure in some window buying, seize a chew to eat, uncover hidden gems, and calm down with a beverage of your alternative.


Talking of drinks… I don’t learn 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. Just a few handy choices embody Considering Cup and Tatte Bakery & Cafe.

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

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 totally different historic points of interest 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 essential piece of American historical past is by taking a Freedom Path strolling tour. Those that desire a DIY method can click on right here for a PDF map to make your personal strolling tour.

You may get an audio narration and a dwell GPS in your smartphone for just some bucks should you simply click on right here.

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

It’s value contemplating the Go Boston move if you wish to go to ticketed sights. They’ve just a few totally different choices and the financial savings are nice should you plan to do plenty of sightseeing.

If you happen to take pleasure in 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 proper 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.

Lately, 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 among 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 listing 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 buying to be performed right here as properly should you’re trying to take house a memento. Don’t go away earlier than taking in among the wonderful avenue performances that go on all through the time out entrance. 

From right here you might have just a few totally different choices. These shifting alongside on the Freedom Path can head to Paul Revere’s home, the USS Structure and at last Bunker Hill. If you happen to’re motivated, it’s undoubtedly potential 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 an alternative. One actually enjoyable choice down right here is hopping on a duck tour. 

This has nothing to do with the birds that quack however moderately with the amphibious car of the identical identify. On these excursions, you’ll cruise round by land and sea to soak up the views of Boston.

Simply click on right here to study extra about this highly-rated, tremendous enjoyable tour and e book your tickets.


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 a complete?

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

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

Along with sharing tales, your information will even suggest some beers that you could solely get in Boston. Excursions run at both 3 or 7 PM. 

Beer lovers could wish to contemplate including a tour of the legendary Samuel Adams brewery to their itinerary. It’s some of the well-known beers within the nation and you’ll soar on a tour between 11-5 on Saturdays. Head to their web site to see the choices and e book your spot.

Wanting For Weekends Away in Different Main US Cities?

Day 2 in Boston

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

Sadly, you may’t see all of it in only one weekend! That’s why I’ll current you with just a few 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 huge day of exploring Boston with a leisurely brunch. Peregrine within the Whitney Resort is a wonderful 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 slightly 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 some of the essential occasions within the nation’s historical past by dumping packing containers of tea overboard in protest. Tickets value round $30 and you’ll click on right here to e book them on-line upfront. 

Another choice for historical past buffs is the JFK Presidential Library. Be taught all concerning the lifetime of the thirty fifth President of america and Boston native by way of interactive displays that embody an unlimited assortment of private paperwork. Tickets value $14 and could be booked on their web site.

The Boston space is house to among the most prestigious universities on the planet, together with MIT, the College of Massachusetts, and Harvard. Two of that are named within the prime 3 universities on the planet — making them prime points of interest in Boston

You may 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 properly should you’re so inclined. 

It’s additionally potential 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


Within the afternoon, it’s time to move to the Again Bay space of town which is house to fashionable 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’s best to undoubtedly 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 happening, it’s properly value it to make the quick journey over to Fenway Park. Residence to the storied Boston Purple Sox baseball staff, 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

In fact, it’s preferable to go to Fenway Park for an precise ballgame. As one of many smallest parks with some of the profitable groups in latest reminiscence, tickets usually are not simple to come back by.

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

It’s properly value 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.

Do you have to strike out on getting tickets or if there isn’t a recreation, an alternative choice over right here is the Again Bay Fens park. Take pleasure in a peaceable stroll by way of a World Warfare 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 fascinated with seeing a baseball stadium whether or not there’s a recreation or not.

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

Boston Fort independence

You may also simply chill and calm down on the scenic Pleasure Bay Seaside. I guess you weren’t anticipating slightly seaside getaway in the course of your Boston weekend journey!

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

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

If you happen to 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 also simply go to the taproom for some meals and some chilly ones.


It’s been a fairly wild two days in Boston up to now.

You’ve lined 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 dwell music fan, my private suggestion can be to move to a present. Boston has a thriving music scene with venues of all styles and sizes. I at all times examine Jambase to see who’s enjoying in a metropolis after I journey.

Maybe you simply wish to sit back and have a drink. It’s proper there within the identify at Drink – a hip bar that’s “devoted fully 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 on your style with the freshest components. 

Your weekend in Boston also can come full circle should you head over to twenty first Modification. If you happen to’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 option to finish the Boston weekend.

Weekend in Boston for Foodies (prime 5 experiences)

I’m going so as to add a complete part right here for a foodie’s weekend journey to Boston. There are some actually enjoyable, extremely rated, and reasonably priced food and drinks experiences that you could take pleasure in within the afternoon, or night.  

1. Politically Incorrect Meals Tour – eat your approach by way of 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 a number of meals, tales, and laughs. Discover out extra right 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. If you happen to’re into cheese, pizza, meats, and pastries, this one is for you. Be taught extra right here.

3. Underground Donut Tour – not solely will you pattern fascinating (and attractive) donuts, however you’ll be strolling and studying concerning the historical past of Boston from the native information. Be taught extra right 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 few 3.5-hour expertise. Discover out extra right here

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

Insider’s Suggestions for a Weekend in Boston

I hope you might have an superior time in Boston with the assistance of this itinerary. I’m certain you’ll have a good higher one should you observe the following pointers as properly:

Skip the winter – This itinerary is finest suited to the hotter months. It could not be almost as gratifying within the usually bitter chilly Boston winter. 

E-book early for summer season – Summer season in Boston is nice. There’s little doubt 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 season weekend in Boston, although, so e book early.

boston weekend in the summer

Test the calendar – There are many huge occasions happening in Boston all year long. It’s finest to examine the calendar to see what’s happening. If you find yourself there the weekend of a playoff recreation or an enormous music pageant, it is likely to be slightly chaotic attempting to tug off this itinerary.

Discuss to the locals – This is applicable in all places you journey, however I really feel like I have to make it a degree right here. I solely spent a weekend in Boston however had a number of nice conversations with locals. They’re captivated with sharing recommendation and proposals 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 fascinated with sports activities, however this metropolis is extremely enthusiastic about its groups. That is very true of the Purple Sox. Do your finest to make it to a recreation, or at the very least crowd into an area sports activities bar should you can’t snag tickets. 

Attending to Boston

These touring to Boston by aircraft 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 just a few totally 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 approach to make use of the T irrespective of the place you’re staying in Boston.

If you happen to’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 properly.

It’s additionally potential to take the Blue Line subway, however you need 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 journey.

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

boston weekend airport

By Taxi

Taxis are available as properly however there’s no flat-rate choice and there are some unscrupulous drivers about. If you happen to insist on taking one, simply be sure they use the meter and you’ll observe the route in your telephone. Anticipate to pay round $20-25 for downtown.


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

By Prepare and Bus

Boston can be simply reached through practice or bus. Typically, 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 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 quite a bit 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 vital for such a brief journey to town.

By staying downtown, you may simply use the free airport bus and doubtless simply stroll to your lodging. I don’t learn about you, however I wish to spend extra time exploring and fewer time in site visitors. Boston in 2 days is doable, simply ensure you select lodging in a superb 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 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 properly. 

boston for the weekend city center

Listed here are just a few totally 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 may seek for accommodations on the Waterfront as properly. Again Bay can be a enjoyable space to remain in for its proximity to Newbury Road and Fenway. 

I at all times do an Airbnb search of cities as properly and there are some fairly stable choices in Boston, particularly should you don’t thoughts a room in a shared house. Click on right here to seek for the very 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 underneath 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 robust as a Tigers fan, imagine me), and extra.

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

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

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