A Wicked Good Time In Boston

I can see why Boston is listed by USA Today as one of the best summer

vacation locations. This city is full of history, has absolutely stunning

architecture, and is close to the water for some beaching and fresh

seafood. I visited Boston back in 2020 with my friend Kristin and not

only did I learn a lot, but I also had fun doing it! You can read

all about our time in Boston below! 

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We started our day driving past the beautiful Harvard campus

and then stopping for a delicious breakfast at The Breakfast club.

This little diner was so cute and had some very clever names for their

dishes. Highly highly recommend you stop here!

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In case any of you are wondering….I did end up taking some of that home, but not before I managed to eat a good chunk of it. I was so miserably happy. Lol 

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Once we finished our breakfast it was time for the main event of the day, walking the Freedom Trail. 

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The Freedom Trail

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The Freedom Trail is one of the things that Boston is most well known

for. It is 2.5 miles of history that takes you past 16 different historic sites

all throughout the city. After walking this trail for the

day I have a few tips for you:

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Bring/use a good, reliable map of the sites 

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While it’s true there is a red brick line you can follow (follow the red

brick road lol) there were a couple of times where we lost track of the

line and wandered around a little lost. Granted we are both highly

directionally challenged, but even if you are not I still recommend a map.

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Here is a map of the trail https://www.thefreedomtrail.org/visit/maps

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Wear comfortable walking shoes

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You will be walking MILES throughout the city so be kind to your

feet. I wore my flip flops thinking they would be good for the

journey, but y’all my feet had HUGE blisters on them from the straps

and the bottom of my feet were also insanely dirty. (So gross.) Tennis

shoes are definitely the way to go with this one. 

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Bring water

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Again you will be walking A LOT and one of my biggest regrets

was not bringing a water bottle with me (we eventually decided to

stop at a convenience mart and pick up a couple of bottles cause

we were dying). Especially if you are planning your trip in the

summer I promise you will need some water. 

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Now onto the sites!

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Boston Common

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Parking in an underground parking lot we began our trail walk

at Boston Common. Boston Common is America’s oldest public

park and a great place to hang out and study, read, or even just

walk through listening to a podcast. Unfortunately while we were

there a large part of the common was under construction

so we didn’t get to see it in all of its glory. 

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Massachusetts State House 

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After the Common we went to the Massachusetts State House and

admired the building from the street. (There were no indoor tours due to COVID.)

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Park Street Church

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Instagram: @buildingsofnewengland

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This church was the first landmark people would see when they were travelling to Boston.

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Granary Burial Ground

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Okay, so I know this is probably going to sound very weird, but

I really enjoy going to cemeteries. There is just something so

peaceful about them, something so calming, and you know I like

anything that has any type of supernatural aspect. I mean just look

at the picture below and tell me that that doesn’t look like the perfect

place to go to sit and read! No? Well guess it’s just me and

Stephen King that think like that then. Lol 

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Granary Burial Ground is what a majority of Boston’s most notable

residents call their final resting place including victims of the Boston

Massacre and key signers of the Declaration of Independence. There

are many signs throughout the cemetery filled with information

about the burial grounds and the residents and I highly recommend

you stop to read them. It was one of the most interesting and

informative cemetery walks I have been on. 

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In this cemetery you will also find some headstones with rather unique

designs. The Puritan churches of this time didn’t believe in religious

imagery so instead the people put their art skills to the

test and created their own. So neat!

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King’s Chapel & King’s Chapel Burying Ground

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Instagram: @augustbradbury

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This chapel was Boston’s first Anglican church and sits on the corner of the oldest English burying ground. 

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Boston Latin School Site/Benjamin Franklin Statue

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After Granary Burial Ground we visited the Boston Latin

School which is the oldest public school in America.

This school featured free education to boys and one of the most

notable students to attend this school was Benjamin Franklin

himself. There is a statue of Benjamin Franklin that stands outside

of the building and marks the site of the original schoolhouse.

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Old Corner Bookstore

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Instagram: @guijingtrip0719

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This is downtown Boston’s oldest commercial building and home

to the publishing company that put out books such as Thoreau's Walden

and Nathaniel Hawthorne’s The Scarlet Letter. (If I remember correctly

it now houses a Chipotle. lol) 

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Old South Meeting House

The Old South Meeting House was the biggest building in colonial Boston

and said to be the place where the Boston tea party got its start!

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Old State House

This is said to be the place where the Declaration of Independence

was read for the first time in Massachusetts. 

It also sits in front of the next stop on the trail….the site of the Boston Massacre. 

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Boston Massacre Site

This is the infamous site where the Bostonians and Redcoats

clashed resulting in the death of 5 civilians, Crispus Attucks, Samuel

Gray, James Caldwell, Samuel Maverick, and Patrick Carr. 

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Faneuil Hall

This hall is where America's first town hall meeting was held and

has served as an open forum meeting hall for over 270 years. 

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Also, I wasn't able to get my own picture of it, but at the top of Faneuil

Hall sits a weathervane in the shape of a golden grasshopper. A fun

fact about this well known weathervane is that it was actually thought

to be used as a way to spot spies during the War of 1812. If you were

asked what stood on top of Faneuil Hall and you didn't know the

answer people would be like “oh that’s sus” and would most likely label you as a spy.

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Old North Church

This church was built in 1723 and is Boston's oldest church. However, it is

most well known for its role in Paul Revere's famous midnight ride

and signal of "One if by land, two if by sea." 

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Paul Revere’s House

Not only is this the oldest remaining structure in downtown

Boston, but also the actual home of the patriot Paul Revere. 

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Copp's Hill Burying Ground

This burying ground was named after shoemaker William Copp and

houses merchants, artisans, and craftspeople who lived in the North End.

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USS Constitution

Nicknamed “Old Ironsides” during the war of 1812 this warship

is the oldest commissioned warship afloat. Unfortunately, when I was

there they were not offering any tours aboard the ship, but she was

still worth the walk to see from the outside. Beautiful ship. 

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https://www.facebook.com/ussconstitutionofficial/

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You can also see the USS Cassin Young at the Charlestown Navy

Yard. She is one of 4 Fletcher-class destroyers still afloat and sits

across from the USS Constitution. Again when I was there they were

not offering any tours, but she is now open again and visitors can

explore both her top and lower decks. 

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Bunker Hill Monument

Instagram: @adambnycphoto

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This monument stands in honor of the first major battle of the

Revolutionary War, the Battle of Bunker Hill fought June 17th, 1775. 

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After walking around the city for most of the day with my feet

threatening to start bleeding at any moment we decided to end our

journey and not walk out to Bunker Hill. We could see the memorial

from near the USS Constitution since it stands so tall and that was

good enough for me at that point. Lol

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Instagram: @newenglandgirrl

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After we finished the trail we called an Uber (we were sooo done with

walking lol) and were chauffeured to the place where "everybody

knows your name," the Cheers Bar. This is the bar that started it all

and inspired the bar in the TV show (not where it was filmed though sadly). 

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The famous Indian statue greets you at the door just like in the show.

I walked into the bar fully expecting it to look exactly like it does in

the show, but that is not the case. There is a bar that sits in the

middle of the main room with tables and booths around it, but it is

definitely a MUCH smaller space. We were ushered to a back area

where another bar sat with more booths and tables. It was a very

chill atmosphere and our waiter was absolutely amazing. 

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How cool is this mug?! We actually got to keep these as souvenirs when we were done! 

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Once we finished up at Cheers with full bellies we headed out to

the Cape! You can read all about our evening there using this link

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And that was Boston! I do want to go back sometime to catch a game

at Fenway, but I was very happy with everything we did get to do and

see this trip. Have you walked the Freedom Trail? What is something you

recommend doing in Boston?

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