So, Trevor and I spent a week in Boston for a NYE getaway! I absolutely fell in love with the city. From all the history it has to the cobble stone streets, I really did not want to leave (as I write this sitting outside my departure gate). Everywhere we went was exciting and fun and I wish I had more time, you would think a week is enough, but it just isn’t! I actually caught a cold on the way there and was sick the entire trip so that should tell you how much I really enjoyed Boston. Somehow, we went out to explore everyday even though I was sick as a dog, and I wouldn’t trade my experience for the world!
Below I have outlined what we did each day of our trip. If you don’t feel like reading through everything, I have made a list at the bottom of tips as well as all the activities and restaurants (linked) to try out. I hope this helps someone out there plan their next to trip to Boston!
We had a 730 am flight to Boston so we got in nice and early. Unfortunately, we both had to work so we sat down at the local Starbucks before getting into our Airbnb. We decided to stay in Beacon Hill on this cute street, Anderson, where we had to hike up and down a hill everyday to get to our humble abode. For lunch we hit up a very cozy little bar restaurant called the 21st Amendment in Beacon Hill. It was cute and quiet, Trevor got the house burger which came with these amazing soft onion rings (which were great for my sore throat at the time) and I got a bowl of chili (you will notice that soup is a common theme in my meals throughout this trip due to sickness). We then had to head back to our humble abode to finish working for the day. After we finished working for the day we went out for dinner. We took the train to the Fenway Park area to walk around and then end the night at Eastern Standard. This restaurant was very chic and busy, about a 30-minute wait. Trevor got the salmon with brussels sprouts and I got French onion soup (which was huge!) and the mac and cheese. I also got a “whiskey smashed” for my drink and it was delicious! I say that as someone who does not even like whiskey, but I can recommend this one!
We woke up on the 28th and I was still not feeling great, so I headed over to Starbucks to get a medicine ball, which is essentially two bags of tea -Jade Citrus Mint and Peach Tranquility Tea - with some honey, I swear it helps with cold symptoms, I probably had 5 during my trip :). We then took a tour of the Boston State House! The building was filled with so much art and beauty it was lovely to walk around and hear the history from the tour guide. The top dome is covered in gold, but the amount of gold that is up there is only about as much as the size of a softball. Our tour guide said that if you were to actually go up to the dome you could scrape off the gold with your finger, so cool! We then went to the Boston Sail Loft for lunch, I really liked this place. It was on the harbor and you could look out at the few boats that were still out there. It was raining and gloomy, but the perfect day to get some clam chowder, a lobster roll, and again some soft onion rings. My favorite part about this restaurant was that they had Oreos on the bar for you to take as manyyyyy as you want! I love Oreos so I left that place with my hands and pockets full, Trevor was a tad embarrassed :). We then headed to the Paul Revere house for a tour, it was such a small place we did it in about 20 minutes total, but interesting to learn more about him. We were up in the North End at this point so we went a got two chocolate chip cannolis from Mike’s Pastry and boy were they worth the hype! So dang good. We took our cannolis to go and walked to the train station (I highly recommend getting a Charlie Card while in Boston to ride the train because it can take you just about anywhere you need to go) and rode to the Museum of Science. It was a good rainy-day activity and I was pretty exhausted after our full day so we headed to Giacomo’s for some dinner. You guys, this was some of the best Italian food I have EVER HAD. We had to wait outside, in the rain, for 45 minutes, BUT I am telling you it is worth it! Once you get inside, it’s a tight fit and the waiters try to rush you to order, but take your time deciding because there are so many good options. We started with burrata served over tomatoes and calamari. Then, Trevor got the chicken and shrimp ziti with pesto sauce and I got the lobster ravioli which was unreal, and Trevor was very jealous. We decided that I won dinner at Giacomo’s.
This was another packed day. We went to a breakfast joint that was recommended to us called the Paramount Café. Again, it was a pretty tiny place (the best places in Boston all seem to be!) where you had to wait in line to order before you could grab a seat. The wait was about 30 minutes, but the food was great. I got the day’s special which was breakfast tacos and Trevor ordered a standard breakfast of eggs, bacon, potatoes and toast. I also grabbed a cup of hot chocolate for the road to Harvard which was delicious. We took the red line train to Harvard Square and you can read about our experience there on this post. When we got back to the city we took a Ghost Tour on a trolley and got off at two cemeteries. If you have enough time in the city, I would recommend doing this because you learn a lot about the history that is not always mentioned on other tours. For dinner this night we went to Clink at the Liberty Hotel. The Liberty Hotel used to be the Charles Street Jail house which was built in 1851. The inside of the hotel still retains much of the historic structure of the jail including the jail cells that you can sit in at the restaurants. I thought this was so cool and wish we could’ve spent more time exploring the hotel. We ate at the Clink, which was more on the expensive side for those of you not looking to spend that much money.
We started this day with a tour of the oldest ball park in the country, Fenway! It was about an hour and a half tour that went through all of its history. If you ask me, Wrigley is still way better! We then made our way to the Boston Public Library, which are the photos you see on this post. This library was beautiful. If you happen to visit, the library is set in two sections, the modern and the historic so make sure you see the historic side. We went to the Prudential Center to look around and head to the top for some drinks, but it turned out to be way too busy which was a bummer. Dinner was probably my favorite part of this day. We went to a Mexican restaurant called Lolita in the Back Bay, which had such a cool vibe. The restaurant was almost in the basement and very dark and red, it gave a spooky feel (but I love Halloween so it was right up my alley). The mahi mahi tacos were some of the best I have ever had and they bring cotton candy with your check :).
Happy NYE! We went to lunch at The Harp that also had some pretty good clam chowder. Then we made our way to Newbury street to shop around. It is a very cute street, but it was a crazy windy day so it we didn’t spend too much time outside. To start off the NYE celebrations we went to Laugh Boston to see a comedy show featuring Mark Normand – he was very funny. Dinner was at Cantina Italiana in the North End which was yet another amazing Italian restaurant, really can’t go wrong with any place in the North End I think. We rang in the New Year at a Beacon Hill pub called The Sevens. We were looking for a more relaxed scene and just sat at the bar, it was perfect.
Happy New Year! It was a slow start to the day, but we made it to a pub that has been around since 1795, the Bell In Hand, for lunch and I recommend getting the lobster roll. We walked through Faneuil Hall and made it to Fig Pizza for dinner whose motto states "Never trust a round pizza". To end our time in Boston we went to the Thinking Cup to get some hot chocolate and reminisce about our trip.
I had such a great time in Boston it was hard to leave. I have fallen in love with the city and hope to come back soon so that I can see some of the not so popular places in town. Until next time Boston!
Boston Sail Loft
Bell In Hand
Paul Revere House
The Liberty Hotel
Boston Public Library
Outfit details are below!
The wind can be rough in Boston so I decided to layer, layer, layer! I'm going to start with my shoes from this outfit because I LOVE them. They are so comfy and warm to walk in. They are from Target for only $40! They normally come with black laces, but I got these red ones from Amazon to make the boots more festive for the holidays. I am not joking, I have gotten so many compliments on these it's incredible, I highly recommend them! My leggings are from Nordstrom and they're Spanx, I love the ridges on them and I am wearing a size Medium. My black sweater is also from Nordstrom and I am wearing a size Medium, I love to layer this sweater over turtlenecks or even dresses. My Nordstrom hat is so cute with the pom pom on top and pairs great with my Gap scarf (which is unfortunately out of stock, but I will link it when it's back)! All together a very cozy outfit to walk through Boston in!