Boston City Guide

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I finally made it to New England! Like I mentioned before, it has been my dream for a while to see the area where our nation was founded, and as a city girl, you know I was heading to Boston first. I really lucked out with this trip because Ryan used to live in Boston, so I had a knowledgable tour guide the entire time. Boston is actually a pretty small city, and it’s super easy to explore in just a few days. Ryan and I had two days there and while we weren’t able to do everything we wanted (I like to sleep in, oops), we did get to do a lot. Here’s my Boston city guide for all the areas we went to in the city!

Cambridge

The first area we explored in the Boston area was Cambridge. It was adorable. Cambridge is so peaceful and pretty in most areas, but very lively and vibrant along the main stretch, Cambridge Square. Cambridge is just across the river from Boston and is the home to Harvard University. It’s incredibly charming, beautiful, and quite quaint. I could totally see myself living here if I were to ever live in Boston.

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Back Bay

Back Bay was our number one choice for where to stay in Boston and we did so, right in the middle of Copley Square. This area of town is very active during the day with lots of businesses, restaurants, and shops. There was this one little pub called Solas that we kept going back to. If I lived in this area, it would totally be my little neighbrohood go-to! If you go, get the pretzel bites. They’re phenomenal! It was definitely my favorite area we shopped in. Newbury Street has tons of great shops – I could have spent the entire day here! But, of course, there was too much to see.

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The North End

I absolutely loved The North End, though I am still glad we stayed in Back Bay. It’s a very cool area that kind of reminds me of the best parts of Brookyln. It’s lively, but intimate at the same time. There are tons of restaurants, especially Italian restaurants as that is what the area is known for. We opted for pizza (you know how I dzo), and oh my god. It was amazing. Definitely some of the best pizza I’ve ever had, and I’ve had a lot. The place we went was called Regina Pizzeria. It’s famous for a reason, yall.

Seaport

Seaport was where literally every single person told us to go. Apparently it has changed a ton in the past few years and according to one Uber driver, it “looks like Dubai.” I wouldn’t take it that far, but it was a really cool area to see. There are lots of tall buildings, but just as many smaller ground-level restaurants and shops. My favorite thing we did in Seaport was go to a couple different breweries. Harpoon was awesome – we loved the beer and pretzels! And Trillium had a really cool vibe, but could have had better beer.

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Downtown Crossing

I actually really liked downtown and I might stay in this area next time. I love walkable areas, and downtown certainly is. It’s right by the Boston Public Garden, which is very pretty and calming for a park in the middle of a city. Downtown is actually a lot cleaner than I’d expect any downtown area to be and lots of the walkable area does not allow cars, which is great for exploring on foot!

The South End

This area of Boston is known for its intimate, very highly rated, reservations-only restaurants. Unfortunately, we didn’t have time to make it down to the South End, but I had to mention it in the guide because it’s the top thing we missed that we really wanted to do!

Overall it was such a great trip and I would totally go back!

What would you add to my Boston city guide?

Photos by Ryan Carpenter.