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EXPLORE HISTORIC BOSTON IN A WEEKEND | How to see everything in Boston in a weekend



EXPLORE HISTORIC BOSTON IN A WEEKEND
How to see everything in Boston in a weekend

Yes, it can be done. You can see the historic Boston in a weekend.

My first tip? Maximize your time. If you’re going to one area of town, make sure you do all the things you want to do and see all on the same day. That way, you’re not crisscrossing all over the city.

Here’s a sample itinerary based on my friend and I’s recent trip. We walked a lot of it and then other times we took an Uber. Don’t try to stress yourself out on trip. Know your limitations and relax in the back of a cab when you need to.

Day 1

Boston Tea Party Ships & Museum

Beacon Hill

Acorn Street

Cheers Bar

Day 2
Freedom Trail
This was one of our favorite activities of the whole trip. Why? The Freedom trail is a 2.5 mile literal red brick trail you follow through the city in order to see a bunch of the most important historical buildings Boston has to offer from the era of the American Revolution.
You’ll begin your journey at the Boston Common Visitor Information Center located at 139 Tremont Street and conclude at the USS Constitution in Charlestown. Along the way, you will see places like:
-Boston Common
-Massachusetts State House
-Park Street Church
-Granary Burying Ground
-King’s Chapel
-King’s Chapel Burying Ground
-Benjamin Franklin Statue & Boston Latin School
-Old Corner Bookstore
-Old South Meeting House
-Old State House
-Site of Boston Massacre
-Faneuil Hall
-Paul Revere House
-Old North Church
-Copp’s Hill Burying Ground
-Bunker Hill Monument
-USS Constitution

Quincy Market

Skinny House

The North End

Lobster Rolls at Pauli’s

Cannoli’s at Mike’s Pastry

Dinner at La Famiglia Giorgio’s

Day 3
Boston Pubic Garden

This beautiful garden has been around since the 1800s and is just gorgeous! You can walk around the grounds, take a ride on the swan boats, or have a picnic. It’s such a beautiful place to unwind.

Harvard Tour

We didn’t go to Harvard. We know nothing about Harvard except that’s an Ivy League school and super hard to get into. And yet, I think it’s a must see if you’re visiting Boston. The campus is absolutely gorgeous. You can walk onto campus without being a part of the tour, but I highly recommend taking the Hahvahd tour we did. It was inexpensive and an actual Harvard student led the tour. He talked about the history of the buildings, the faculty, the stories of how certain traditions came to be, and even a few tall tales. It was great!

Milkbar

After walking around Harvard, we needed a little pick-me-up, so we stopped in Harvard Square at Milkbar, I’ve made their famous Birthday Cake before (with all 54824 ingredients) and it was amazing, but I’ve always wanted to try their Milk Bar Pie! I got my chance. It was SO yummy! It reminds me of a buttermilk pie (which I love), so I think I might be trying to make that at home next!

Fenway Tour

If you’d like to see more weekend trip itinerary ideas, subscribe to my YouTube channel!

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26 Comments

  1. Great video! I’m fortunate enough to have been able to visit Boston for over 50 years. My grandparents lived in Rockport. We’ll be visiting with my 10 year old daughter in a few weeks. She’s been there twice before, but I think she appreciates it more each time she goes. Can’t wait to explore with her. Thanks for sharing.

  2. I'm from Massachusetts and love Boston. Although I've been many times, I have recently rediscovered the city (I live about an hour away). This vid is q great representation of Boston. Well done.

  3. Thank you for a great video of historic and beautiful Boston. Down to earth now: It is so expensive to live here. You have to make so much money to survive. Just saying.

  4. 10:15 This man playing that instrument is always there! Every time I go here, I hear his music and it’s awesome. You will always find him close to the water, but not too close. He’s been there for like 4-5 years.

  5. Great video but in terms of historical facts and explanation, you should have backed up yourself as it is astonishing that many Europeans know more about the American history than the actual Americans. 🥹

  6. Hi Stacy, I just want to say great job on your narration with your video of Boston. You are right, there is a great history in that town and my family is part of it as well. Timothy Blodgett (my 1st cousin 7x removed) was one of the militia soldiers better known as the Minutemen was under John Parker‘s command on April 19, 1775 on the Lexington green and Concorde where the shot heard around the world rang out that day. There’s a monument in front of Buckman’s Tavern with the names of the Minuteman and the officers who were present that day inscribed on that monument, except for Timothy Blodgett’s name. Timothy Blodgett‘s name was missing off that stone with all his comrades name until an historian did some research and realized that Timothy Blodgett was in Capt. John Parker‘s militia and was present on that historical day of April 19, 1775 at Lexington green. 237 years later Timothy Blodgett’s name was inscribed on the historic monument in front of Buckmans Tavern. My ninth great grandfather (Thomas the immigrant Blodgett) arrived in Massachusetts from London England in 1635 on a ship called the Increase de Lo With his wife Susan and two sons Daniel four years old Samuel one and a half years old, my 8th great grandfather was his son Samuel. My ninth great grandfather Thomas the immigrant Blodgett was the founding father of the entire Blodgett family in America. There were 114 Blodgett who fought in the revolutionary war alone. My 5th great grandfather Asa Blodgett and my 4th Great grandfather Samuel Blodgett, yes they were father and son were captured by the British and the Indians during the revolutionary war and they put a rope around Asa Blodgett‘s neck while standing on a stump and tied the other end to a tree limb and left him there for a long time while threatening him with Instant death. They tied his son Samuel Blodgett to a post and was going to burn him alive. The British officer later discovered that both Asa and his son Samuel were freemasons members as was the British officer, so the British officer then decided instead of killing them He would put them both to work on the prison ship working and cleaning vermin etc. on the ships where they kept the prisoners. They later escaped. Had they not escaped I wouldn’t be having this conversation with anyone who reads this because I just would not have existed. I also would have never discovered that I am a 2nd cousin 8 x removed to President George Washington. A section of the property that Harvard university is on used to belong to my 9th great grandfather Thomas Blodgett. Later a donation from another family member made it possible for Harvard to have a very impressive size swimming pool That is larger than Olympic size. Blodgett is an old and honorable and very patriotic name in America and has only scratched the surface. God bless America!!

  7. Just a bit of help – Paul Revere did not ride INTO the church. The sexton of the Old North Church went up into the steeple and hung two lanterns. Paul Revere was waiting across the water in Charleston to see the lantern signal. Once he saw it, he rode on towards Concord and Lexington warning that the British were coming.

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