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


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