Thursday, May 18, 2023
HomeTrendingWeekend in Boston: The Excellent 2 Day Itinerary for 2023

Weekend in Boston: The Excellent 2 Day Itinerary for 2023

Even with simply 2 days in Boston, you’ll be able to cowl some severe floor and get a superb really feel for town. Learn on for an in depth itinerary for the way to take advantage of out of a weekend keep within the Massachusetts capital.

Few cities within the United States maintain extra historic significance than Boston. When spending a weekend in Boston, you’ll get an perception into town’s storied previous via its numerous landmarks.

Old sailboat in Boston Harbor during a perfect weekend in Boston

Throughout my first action-packed go to, moreover getting a historical past lesson, I made positive to take pleasure in the gorgeous surroundings of Boston in its parks and alongside its waterfront. Add in a singular and scrumptious delicacies, and I have already got an extended record of issues to do for my subsequent journey to Boston.

This publish was up to date to incorporate new Boston sights and actions for 2023. 

Right here’s my itinerary for spending the proper weekend in Boston.

The Excellent Weekend in Boston

Learn on for the way to spend a fun-filled 2 days in Boston. Moreover historical past and meals, there are many different choices 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 can also be house to world-class museums and you may as well tour among the finest universities on the planet. And naturally, 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).

Day 1 in Boston

Checking out the Freedom Trail map in Boston

For the primary day, we’ll concentrate on testing most of the metropolis’s historic sights.

Alongside the way in which, there will probably be a number of alternatives to take pleasure in some window procuring, seize a chunk to eat, uncover hidden gems, and loosen up with the beverage of your selection.


Talking of drinks… I don’t learn about you, however I’m fairly ineffective earlier than I’ve had a cup of espresso. Luckily I had no bother discovering a number of nice native cafes in Boston. Two handy choices are Considering Cup and Tatte Bakery & Cafe.

I selected these cafes because 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 US.

A pleasant stroll within the park is a good way to begin off your weekend in Boston. Try the gorgeous Boston Public Backyard or loosen up 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.

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 strategy 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 only a few bucks for those who simply click on right here.

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

It’s price contemplating the Go Boston cross if you wish to go to ticketed sights. They’ve a couple of completely different choices and the financial savings are nice for those who plan to do a variety of sightseeing.


Nevertheless you select to go to the Freedom Path, the proper stopping level is Faneuil Corridor. I think about it a must-do in Boston and it was certainly one of my favourite locations to spend a sluggish afternoon.

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.

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 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 record of all of the choices at Faneuil Corridor, head over to their web site.

Strolling and eating your way through Faneuil Hall is one of the best things to do in Boston.

There’s loads of procuring to be executed right here as nicely for those who’re trying to take house a memento. Don’t depart earlier than taking in among the wonderful road performances that go on all through the time out entrance. 

From right here you could have a couple of completely different choices. These shifting alongside on the Freedom Path can head to Paul Revere’s home, the USS Structure and eventually Bunker Hill. In case you’re motivated, it’s positively doable to deal with the entire path in simply at some point.

For individuals who aren’t fairly as passionate 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 somewhat with the amphibious car of the identical title. 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 guide 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. 

I hit them each in the identical day, they usually provided a pleasant style of the historic aspect of Boston’s nightlife. Plus the beer was first-rate.

Talking of beer, do you know that beer truly 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 couple of 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 may even suggest some beers you can 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 crucial 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 guide your spot.

Searching for Weekends Away in Different Main US Cities?

Day 2 in Boston

The Boston Tea Party Museum

With simply 2 days in Boston, you’re going to must make some decisions. Throughout my first go to to Boston, it was on the second morning that I actually needed to think about the way to finest spend my time.

Sadly, you’ll be able to’t see all of it in only one weekend! That’s why I’ll current you with a couple of choices for the 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 selection, as is The Emory. Name forward to make a reservation to keep away from disappointment and lengthy waits. 

After a giant meal and maybe slightly little bit of the bubbly, you could have some decisions to make. If you wish to proceed the historical past lesson we began yesterday, you’ll be able to take a look at the Boston Tea Get together Ships & Museum.

I’ll always remember how a lot enjoyable it was to relive one of the crucial necessary occasions within the nation’s historical past by dumping containers of tea overboard in protest. Tickets value round $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 in regards to the lifetime of the thirty fifth President of the US and Boston native via interactive reveals that embrace an enormous assortment of non-public paperwork. Tickets value $14 and may 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 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 for those who’re so inclined. 

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

Rowers on the river and cherry blossoms at Harvard on a weekend in Boston


Within the afternoon, it’s time to move to the Again Bay space of town, which is house to fashionable Newbury Avenue.

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

I particularly loved some in depth shopping in 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 recreation happening, it’s nicely price 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 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.

Catch a Red Sox game at Fenway Park in Boston

After all, it’s preferable to go to Fenway Park for an precise ballgame. As a result of it’s one of many smallest parks with one of the crucial profitable groups in latest reminiscence, tickets aren’t simple to return 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 recreation 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 recreation, another choice over right here is the Again Bay Fens park. Take pleasure in a peaceable stroll via a World Conflict 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 eager about seeing a baseball stadium whether or not there’s a recreation or not.

In case you get lovely summer time climate in your 2 days in Boston, it’s possible you’ll need to spend your afternoon at Fortress Island. 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.

A view of historic Fort Independence in Boston

You can too simply sit back and loosen up on the scenic Pleasure Bay Seaside. I guess you weren’t anticipating slightly seashore getaway in the course of your Boston weekend journey! I fell in love with the place throughout the afternoon I spent stress-free within the sand.

One other enjoyable possibility for a weekend afternoon is that this VIP brewery & beer tasting tour. It contains 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 among the most interesting suds within the metropolis and revel in a fantastic buzz for the remainder of your day.

In case you 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 can too 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 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 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 styles and sizes. I at all times verify 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 title at Drink – a hip bar that’s “devoted totally 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 elements. 

Your weekend in Boston also can come full circle for those who head over to twenty first Modification. 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 evening on Sundays, which is a enjoyable strategy to finish the Boston weekend.

Weekend in Boston for Foodies (prime 5 experiences)

Wondering what to do in Boston? Have some clam chowder on a food tour.

I’m going so as to add an entire part right here for a foodie’s weekend journey to Boston. I discovered some actually enjoyable, extremely rated, and inexpensive food and drinks experiences in Boston you can take pleasure in within the afternoon, or night.  

1. North Finish Strolling Meals Tour – Eat your means via Boston’s North Finish (Little Italy) and uncover genuine spots to eat. Pattern meats and cheese within the oldest Italian Salumeria in Boston, go to an Italian bakery, and extra. Discover out extra right here.

2. North Finish Little Italy Pizza Tour – A pizza-forward tour that you just received’t need to miss! In case you’re into sampling among the finest pizzas the North Finish has to supply, this one is for you. Study extra right here.

3. Underground Donut Tour – Not solely will you pattern fascinating (and attractive) donuts, however you’ll be strolling and studying in regards to the historical past of Boston from the native information. Study extra right here.

4. Seafood and Historical past Strolling Tour – Feast on a tasty lobster roll, clam chowder, contemporary oysters, jumbo shrimp, and extra. Benefit from the meals whereas strolling round Boston together with your information and studying the historical past of town. It’s a couple of 2.5-hour expertise. Discover out extra right here.

5. Brewery Tour with Lunch – On this enjoyable brewery tour, you’ll go to cider homes, breweries, and distilleries, whereas sampling drinks in any respect of them. Lunch or dinner is included (relying on which period of day you guide) in addition to transportation. Study extra right here.

Insider’s Ideas for a Weekend in Boston

Swans, water and willow trees during a Boston weekend in the summer

I hope you could have an superior time in Boston with the assistance of this itinerary. I’m positive you’ll have an excellent higher one for those who comply with the following pointers as nicely, all of which served me nicely on my fabulous go to to Boston:

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

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

Examine the calendar – There are many huge occasions happening in Boston all year long. It’s finest to verify the calendar to see what’s happening. If you find yourself there the weekend of a playoff recreation or a giant music pageant, it could be slightly chaotic making an attempt to tug off this itinerary.

Speak 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 smitten by sharing recommendation and proposals for his or her metropolis, and plus you get to listen to the superior Boston accent. 

Go to a recreation – I do know not everyone seems to be eager about sports activities, however this metropolis is extremely keen about its groups. That is very true of the Crimson Sox. Do your finest to make it to a recreation, or no less than crowd into a neighborhood sports activities bar for those who can’t snag tickets. 

Getting Round Boston

Bus stops and public busses in 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 only a few miles from downtown. You’ve gotten a couple of completely different choices for the way to get there.

Non-public Constitution Bus

GoGo Charters in Boston is an organization that provides a enjoyable and sensible strategy to get across the metropolis. In case you’re visiting Boston with a bunch of individuals, why not rent your personal minibus, or full-sized bus to take you round?!

Whether or not you’re touring to Boston for a stagette or stag celebration, a company occasion, a household reunion, or only a enjoyable getaway with a bunch of buddies, having a bus is a singular mode of transportation.

See all of the sights in Boston in fashion, and don’t fear about ingesting or driving if you head out for the evening. Try GoGo Charters and get a free quote.

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 Crimson Line as nicely.

It’s additionally doable 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 trip.

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

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 they use the meter and you may comply with the route in your telephone. 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 charge added to any journeys to or from the airport. 

By Practice and Bus

Boston can also be simply reached through 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 firms working bus routes, together with Greyhound, BoltBus, and Megabus. I solely have expertise with the latter in Boston but it surely was advantageous and low-cost. Guide early and it can save you lots in your tickets.

☞ SEE ALSO: 15 Finest Issues To Do in Milwaukee 

The place to Keep With 2 Days in Boston

The city center of Boston for the weekend

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’ll be able to simply use the free airport bus and possibly simply stroll to your lodging. I don’t learn about you, however I need to spend extra time exploring and fewer time in 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 nicely. I stayed downtown throughout my go to there, and I strongly suggest you do to.

Listed here are a couple 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 motels on the Waterfront as nicely. Again Bay can also be a enjoyable space to remain in for its proximity to Newbury Avenue and Fenway. 

FAQs for a Weekend in Boston

Listed here are solutions to some incessantly requested questions on spending a weekend in Boston.

Is Boston a enjoyable place for a weekend journey?

Completely! With historic landmarks, pure magnificence, glorious (typically seafood-based) delicacies, and a thriving bar and brewery scene, Boston is an entire lot of enjoyable for a weekend journey.

Is 2 days in Boston sufficient?

Stuffed with sights and landmarks, Boston’s compact metropolis heart means you can expertise lots in solely 2 days. From historical past to nature to meals, there’s a lot to take pleasure in in Boston on a 2-day journey.

What’s the finest month to go to Boston?

The perfect time to go to Boston is from June to September. Sidewalk cafes are open, baseball season is on, and the chilly of winter hasn’t but set in.

Is Boston low-cost or costly?

There’s little question that Boston is an costly metropolis, although not as costly as NYC, making it a superb various to the Massive Apple.

What’s Boston identified for?

Boston is understood for the Crimson Sox and Fenway Park, the Boston Marathon, prime universities (Harvard, MIT, and so forth.), necessary occasions in American Historical past such because the Boston Tea Get together, iconic seafood dishes, and the bar from Cheers (amongst many different glorious watering holes).

Take pleasure in Your Weekend Journey to Boston

Visiting Harvard is one of the main things to do in Boston

Whereas 2 days in Boston isn’t actually sufficient time to get beneath the pores and skin of town, it’s actually a pleasant introduction. I felt like I bought a superb really feel for town and had been in Boston for for much longer than only a weekend.

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 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 a giant ole’ bowl of clam chowda, and cheering for the Sox (which was robust 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 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 be taught extra about their royalty-free movies and pictures. 

Like This Article? Pin It!



Please enter your comment!
Please enter your name here

Most Popular

Recent Comments