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Wednesday, November 23, 2022

Weekend in Boston: The Perfect 2 Day Itinerary

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

Few cities in the USA maintain extra historic significance than Boston. To say that plenty of necessary historical past has unfolded here’s a huge understatement.

When spending a weekend in Boston, you’ll get an perception into the town’s storied previous via 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 while you indulge within the metropolis’s well-known seafood. Get excited for some mouthwatering clam chowder and lobster rolls (domestically often called 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 may as well tour a few of 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 sights.

Alongside the best way, there can be a number of alternatives to get pleasure from some window procuring, seize a chew to eat, uncover hidden gems, and calm down 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 an enormous day of exploring. A number of handy choices embrace Pondering Cup and Tatte Bakery & Cafe.

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

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 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 the town. It begins at Boston Widespread and passes by landmarks such because the King’s Chapel and Bunker Hill.

freedom trail map in boston

An effective way to expertise this necessary 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 will get an audio narration and a stay GPS in your smartphone for just some bucks if you happen to simply click on right 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 value contemplating the Go Boston cross 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.

In the event you get pleasure from extra of a personalised 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 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 position within the independence motion.

Today, 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 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 seeking to take residence a memento. Don’t go away earlier than taking in a few of the superb avenue performances that go on all through the time out entrance. 

From right here you’ve a number of completely different choices. These shifting alongside on the Freedom Path can head to Paul Revere’s home, the USS Structure and at last Bunker Hill. In the event you’re motivated, it’s positively potential to deal with the entire path in simply sooner or later.

For individuals who aren’t fairly as captivated with 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 slightly 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 on right here to be taught 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 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 few 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 advocate some beers you could solely get in Boston. Excursions run at both 3 or 7 PM. 

Beer lovers might need 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 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 may’t see all of it in only one weekend! That’s why I’ll current you with a number of choices for find out how 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 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 slightly little bit of the bubbly, you’ve some selections to make. If you wish to proceed the historical past lesson we began yesterday, you may try the Boston Tea Get together Ships & Museum.

boston tea party museum

Right here you’ve the prospect to relive one of the necessary occasions within the nation’s historical past by dumping bins of tea overboard in protest. Tickets price round $30 and you may click on right here to e book them on-line upfront. 

Another choice for historical past buffs is the JFK Presidential Library. Study all concerning the lifetime of the thirty fifth President of the USA and Boston native via interactive reveals that embrace an enormous assortment of non-public paperwork. Tickets price $14 and could be booked on their web site.

The Boston space is residence to a few of 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 sights 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 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 the town which is residence to fashionable Newbury Avenue.

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 positively 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 happening, it’s nicely value it to make the quick journey over to Fenway Park. Dwelling to the storied Boston Crimson 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 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

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 current reminiscence, tickets usually are not simple to come back 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 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 workforce.

Do you have to strike out on getting tickets or if there isn’t a sport, an alternative choice over right here is the Again Bay Fens park. Take pleasure in a peaceable stroll via a World Battle II-era neighborhood backyard and a rose backyard. There’s additionally a WWII Memorial and a Japanese Bell right here.

I notice that not everyone seems to be fascinated with seeing a baseball stadium whether or not there’s a sport or not.

In the event you get stunning summer season climate in your 2 days in Boston, you could need to spend your afternoon at Citadel Hill. It’s residence 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 can even simply chill and calm down on the scenic Pleasure Bay Seaside. I guess you weren’t anticipating slightly seashore 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 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 most interesting suds within the metropolis and revel in a gorgeous buzz for the remainder of your day.

In the event you didn’t take the Sam Adams tour on day one and nonetheless need to go to an enormous brewery, Harpoon is positioned proper close to the harbor and likewise runs excursions till 5:30 on Sundays. You can even 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 lined a ton of floor in a short while and completed up a whirlwind tour of the town. That’s why it’s time to do no matter your coronary heart wishes in your final evening on the town.

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

Maybe you simply need 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 on your style with the freshest elements. 

Your weekend in Boston may also come full circle if you happen to head over to twenty first Modification. In the event 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 evening 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 foods and drinks experiences you could 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 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. In the event you’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 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 right here. 

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

Insider’s Suggestions for a Weekend in Boston

I hope you’ve 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 observe the following pointers as nicely:

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

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

boston weekend in the summer

Examine 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 an enormous music pageant, it may be slightly 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 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 passionate 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 fascinated with sports activities, however this metropolis is extremely captivated with its groups. That is very true of the Crimson Sox. Do your finest to make it to a sport, or at the least 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). It is a main hub with direct flights to all corners of the globe.

It’s positioned in East Boston just some miles from downtown. You might have a number of completely different choices for find out how 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.

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 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 experience.

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. In the event you insist on taking one, simply be certain 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. Notice that there’s a $3.25 airport payment added to any journeys to or from the airport. 

By Practice and Bus

Boston can also be simply reached by way of prepare or bus. Generally, 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 via Boston. You may simply journey to or from Boston by prepare 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 however it was advantageous and low-cost. Ebook 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 essential for such a brief journey to the 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 need to spend extra time exploring and fewer time in visitors. Boston in 2 days is doable, simply be sure you select lodging in a very good 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 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 below are a number of completely different choices for the place to remain in downtown Boston:

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

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

I at all times 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 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 below the pores and skin of the 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 the town with any wonderful suggestions of your personal, please drop a remark under and tell us. I hope you loved this 2 day Boston itinerary.

Pictures 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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