EXPLORE HISTORIC BOSTON IN A WEEKEND | How to see everything in Boston in a weekend
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Published 2021-07-18
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!
All Comments (21)
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Wow. I love it. I am a Bostonian. Born and raised here my entire life since 1975. My parents are immigrants from Cambodia. I’m the youngest of 3 and the only one born in Boston. My parents chose Boston because of the schools, history and especially the 4 different seasons. Let’s say they regret the snowy seasons but they’re still here. My mom is 70yo and my dad is 80yo now. I never really appreciate Boston like I should. I’ve experienced a lot of the things you showed BUT I never really saw Boston. I live here and I thought there’s plenty of time to see everything. But I realized time is something we can never get back. Time is not money. Time is time. True words spoken from Trevor Noah! I have the next couple of days off and I am going to respectfully see Boston. TY! 🙏🏼
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Hey, you’ve created an amazing video but I just wanted you to know ACORN Street is not a private street and yes you can walk on it or walk through it. I was born and raised in Boston and I have traveled all through Beacon Hill and downtown for many years. Keep up the great work I love how you highlighted my city. ❤
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As a Boston native this is extremely well done! So good!
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As a Bostonian, I congratulate you on a fantastic job with this video. I can't wait to visit Texas. God Bless the United states of 🇺🇸.
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This is a great video. One thing I've learned is however much time you have to see a place is enough time! If you go for a weekend, people say you need a week. If you go for a week, people would say you need a month. Take the trip and do what you can because that's better than the alternative of not going.
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As a travel nurse, I lived in Boston for a summer during the beginning of the pandemic while working an assignment in Burlington. It has since become one of my favorite cities, but I couldn’t see much while I was there as we were still on lockdown. I now have an opportunity to work in Salem starting in October, and I’m trying to fill up my list of things to do this second time around. I have 3 months and I still may not get to see it all. Thanks for the video! Edit: While touristy places were closed, restaurants were obviously open for the most part, and Boston still has some of the best food I’ve tried in America, hands-down. No one does pizza like them, Asian food is top-notch, and the cannoli… my goodness. I’m going to have to do these walking tours just to work off my eating tours 😂
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Hey Stacy ....Don't worry... I lived in that beautiful City for 21 Years and surely don't have the History down ;)) Loved your Video THX
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Absolutely fantastic video. Thanks for sharing!
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I lived in Mass/Boston (college and then stayed) for 13 years, and I had so much fun living there. I've gone back maybe 200 times since, and I never get tired of it. This is a nice video that highlights some of fun things to do in Boston, but of course it barely scratches the surface. Everyone should experience the freedom trail, there is so much to learn about the forming of our country and what they went through.
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Beautiful video. Well taped and photographed. Please make more videos like it. Good luck👍
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I spent seven months in Quincy and travels to these sections of Boston (Marina to Little Italy) were highlights. It was the first year after the deaths of my parents and the selling of our 50 year-plus house in NJ and if circumstances were different, I could definitely see myself being happy living in this area for the rest of my life. Thank you for making this video.
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Amazing vid, thank you!! So helpful!
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Nice and very inspiring video !!! It helped me a lot to find my spots for my next trip to Boston . Thank you !!!
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Amazing 👏👏
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Thank you so much for the Giacomo's shout out! Ended up having the best meal of my life there!!
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Thanks for highlighting My hometown . I was homesick and this video made me feel better :)
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Such a good video, thank you!
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Good for you to see so much in one weekend. I love historic Boston!
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This was super helpful to plan our trip to Boston!
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Really hoping to visit boston soon.
