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Weekend in Boston: The Excellent 2 Day Itinerary

Even with simply 2 days in Boston, you possibly can cowl some severe floor and get an excellent really feel for town. Learn on for an in depth itinerary for methods 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 vital 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 means of its numerous landmarks.

Along with getting a historical past lesson, you possibly can 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 if 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 group 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 may as well 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 concentrate on checking off most of the metropolis’s historic sights.

Alongside the best way, there will probably be a number of alternatives to take pleasure in some window procuring, 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 a neighborhood cafe earlier than a giant day of exploring. A number of handy choices embrace Considering Cup and Tatte Bakery & Cafe.

I selected these cafes resulting from 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 an effective way to start out off your weekend in Boston. Try the gorgeous 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 completely different historic sights 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

A good way to expertise this vital piece of American historical past is by taking a Freedom Path strolling tour. Those that want a DIY strategy can click on right here for a PDF map to make your personal strolling tour.

You will get an audio narration and a reside GPS in your smartphone for just some bucks if you happen to simply click on right here.

Most 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 Outdated 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 a number of completely different choices and the financial savings are nice if you happen to plan to do plenty of sightseeing.

If you happen to take pleasure in extra of a customized outing, try the choices on Airbnb experiences. There are a number of highly-rated excursions with locals that may 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 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 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 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 when 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 procuring to be executed right here as nicely if you happen to’re trying to take house a memento. Don’t go away earlier than taking in a number of the wonderful road performances that go on all through the day trip entrance. 

From right here you’ve gotten a number of completely different choices. These transferring 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 sort out the entire path in simply in the future.

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

This has nothing to do with the birds that quack however somewhat 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 study extra about this highly-rated, tremendous enjoyable tour and e-book your tickets.


For many who completed up the Freedom Path, you possibly can 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 truly performed a big position 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 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 may even suggest some beers that you may solely get in Boston. Excursions run at both 3 or 7 PM. 

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

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Day 2 in Boston

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

Sadly, you possibly can’t see all of it in only one weekend! That’s why I’ll current you with a number of choices for methods 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 large day of exploring Boston with a leisurely brunch. Peregrine within the Whitney Lodge is a wonderful alternative, as is The Emory. Name forward to make a reservation to keep away from disappointment and lengthy waits. 

After a giant meal and maybe a little bit little bit of the bubbly, you’ve gotten some selections to make. If you wish to proceed the historical past lesson we began yesterday, you possibly can try the Boston Tea Social gathering Ships & Museum.

boston tea party museum

Right here you’ve gotten the possibility to relive probably the most vital occasions within the nation’s historical past by dumping containers of tea overboard in protest. Tickets price round $30 and you may click on right here to e-book them on-line prematurely. 

Another choice for historical past buffs is the JFK Presidential Library. Study all concerning the lifetime of the thirty fifth President of america and Boston native by means of interactive reveals that embrace an unlimited assortment of non-public paperwork. Tickets price $14 and may 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 3 universities on this planet — making them prime sights in Boston. 

You’ll be able to 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 if you happen to’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.

Filled with historic brownstones, this scenic road 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 you need to undoubtedly try is Newbury Comics. Right here you’ll discover a huge assortment of popular culture memorabilia, from comedian books to vinyl information.

Even when there isn’t a sport happening, it’s nicely value it to make the quick journey over to Fenway Park. House to the storied Boston Pink Sox baseball group, 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 prematurely 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 probably the most profitable groups in current reminiscence, tickets aren’t straightforward to return 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 nicely prematurely.

It’s nicely value 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 group.

Must you strike out on getting tickets or if there isn’t a sport, an alternative choice over right here is the Again Bay Fens park. Get pleasure from a peaceable stroll by means 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 focused on seeing a baseball stadium whether or not there’s a sport or not.

If you happen to get stunning summer season climate in your 2 days in Boston, it’s possible you’ll need to spend your afternoon at Fort Hill. It’s house to the historic Fort Independence, which is barely 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 wager you weren’t anticipating a little bit seashore getaway in the midst of your Boston weekend journey!

One other enjoyable choice 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 number of the most interesting suds within the metropolis and revel in a fantastic buzz for the remainder of your day.

If you happen to didn’t take the Sam Adams tour on day one and nonetheless need to go to a giant brewery, Harpoon is situated proper close to the harbor and likewise 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 reasonably wild two days in Boston thus far.

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 reside music fan, my private advice can be to move to a present. Boston has a thriving music scene with venues of all sizes and styles. I all the time examine Jambase to see who’s enjoying in a metropolis after I journey.

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

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

Your weekend in Boston may come full circle if you happen to 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 method 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 inexpensive food and drinks experiences that you may take pleasure in within the afternoon, or night.  

1. Politically Incorrect Meals Tour – eat your means by means 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 revel in a lot 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. Study extra right here.

3. Underground Donut Tour – not solely will you pattern attention-grabbing (and engaging) donuts, however you’ll be strolling and studying concerning the historical past of Boston from the native information. Study 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 study 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 Social gathering – that is extra of a cooking class and consuming expertise! Be a part of restauranteurs and founders of the Joyce Chen Dumpling Pageant and learn to make tasty dumplings in a enjoyable setting. Tapas, tea and snacks are included…and dumplings. Study extra right here.

Insider’s Ideas for a Weekend in Boston

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

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

Ebook early for summer season – Summer season in Boston is nice. There’s little doubt about that. Sox video games, seashore 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

Verify the calendar – There are many large 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 sport or a giant music pageant, it is perhaps a little bit 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 have to make it some extent right here. I solely spent a weekend in Boston however had a number of nice conversations with locals. They’re obsessed with sharing recommendation and suggestions 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 focused on sports activities, however this metropolis is extremely enthusiastic about its groups. That is very true of the Pink Sox. Do your finest to make it to a sport, or not less than crowd into a neighborhood sports activities bar if you happen to can’t snag tickets. 

Attending to Boston

These touring to Boston by aircraft will arrive at Logan Worldwide Airport (BOS). It is a main hub with direct flights to all corners of the globe.

It’s situated in East Boston just some miles from downtown. You’ve gotten a number of completely different choices for methods 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 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 Pink Line as nicely.

It’s additionally potential to take the Blue Line subway, however it’s important 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 trip.

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 nicely however there’s no flat-rate choice and there are some unscrupulous drivers about. If you happen to insist on taking one, simply make certain they use the meter and you may comply with the route in your cellphone. 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 payment added to any journeys to or from the airport. 

By Practice and Bus

Boston can be simply reached by way of practice or bus. Typically, 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 by means of Boston. You’ll be able to simply journey to or from Boston by practice from NYC, Philadelphia, and Washington DC.

There are additionally a number of corporations operating bus routes, together with Greyhound, BoltBus, and Megabus. I solely have expertise with the latter in Boston however it was advantageous and low cost. Ebook early and it can save you so much 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 possibly can simply use the free airport bus and possibly simply stroll to your lodging. I don’t find out about you, however I need to spend extra time exploring and fewer time in visitors. Boston in 2 days is doable, simply be sure you select lodging in an excellent location. 

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 straightforward to entry locations like Harvard and Fenway Park by way of 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:

  • Funds: HI Boston (Hostelling Worldwide)
  • Mid-Vary: Omni Parker Home
  • Luxurious: 4 Seasons Boston

If you would like these harbor views and don’t thoughts paying a premium for them, you possibly can seek for inns on the Waterfront as nicely. Again Bay can 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 strong choices in Boston, particularly if you happen to don’t thoughts a room in a shared house. Click on right here to seek for the most effective Airbnb choices in Boston.

Get pleasure from 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 return again and do it once more!” There’s loads 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 a giant ole’ bowl of clam chowda, and cheering for the Sox (which was robust as a Tigers fan, imagine me), and extra.

Must you 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 Click on right here to study extra about their royalty-free movies and pictures. 

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