Three Days in Boston: History, Culture, and Good Eats

This was a quick Boston getaway and my first time in the city. We flew into Boston Logan on Sunday around 3pm and took the Logan Express to the Prudential Center, which was practically at the doorstep of the Hilton. This is $3 per person from the airport, which I thought was quite a bargain and only took about 20 minutes. Honestly, this was the easiest transition from airport to hotel I think I’ve ever had to navigate.

Boston

The weather was absolutely beautiful when we arrived. The sun was shining, but it was freezing, at least for us Texans. Sunshine and 50’s during the day and near freezing at night. The last two days were sunshine and 70. I could not have asked for more perfect weather those days. The leaves were falling and I felt like I was finally able the experience what fall actually feels and looks like.

Since our time was limited this trip was nonstop go, go, go. We wanted to make the most of our time. Here is a rundown of our three and a half days in Boston.

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Boston’s Must-See Attractions

Freedom Trail: Walk the 2.5-mile trail that takes you through 16 historic sites, including Paul Revere’s House and the Old North Church. We did a walking tour and our tour guide Miles kept us engaged the entire time. Did you know Paul Revere did dental work as a hobby? I highly recommend doing a small group tour. If you prefer, you can choose to do it yourself, just follow the red brick path starting at the Boston Common.

Fenway Park: Depending on the time of year you visit, baseball fans can enjoy a game or a tour of the oldest ballpark in Major League Baseball.

Fenway Park, Boston

TD Garden: Catch a Celtics game. We were lucky enough to score some last minute tickets and see the Celtics take on the Warriors with Steph Curry. Tough loss but great game. Fun Fact: The last basketball game I went to I watched Steve Kerr play against Michael Jordan.

Boston Common & Public Garden: The most stunning park I have seen! This is where you’ll want to take your instagram photos for sure.

Beacon Hill: Just a short walk from the park is Beacon Hill, Boston’s “prettiest” neighborhood and most instagrammable street, Acorn Street.

Acorn Street, Boston

Boston Museum of Fine Arts: The reason we came to Boston was to visit two art museums. From Degas to Dali…this museum was larger than expected. Plan to spend several hours.

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Isabella Stewart Gardner Museum: This museum has a fascinating history. On march 18, 1990, 13 works of art were stolen, including those from Rembrandt, Degas, and Vermeer. It was one of the biggest art heists in history. The frames still hang where the art once was. To this day there is a 10 million dollar reward for information leading to the recovery of the art. The garden at this museum is exquisite.

Cheers: Where everybody knows your name! The iconic bar (just the outside) from the show. Upstairs they have recreated the set with pictures and memorabilia. It was really cool to hang out and have a cider. Other cool taverns you must stop by…The Green Dragon(1654) and The Bell in Hand (1795) both frequented by Paul Revere. They are located right next to each other.

Stroll the Waterfront: It’s absolutely beautiful by the harbor. Relive the Boston Tea Party with their interactive show at the harbor museum. We did not have time to do this but my daughter has. She said it was very informative and fun, would definitely recommend it. While you’re there visit the USS Constitution. It is free to explore and take photos.

Salem: A trip to Boston wouldn’t be complete without a day trip to Salem! Just take the train. It takes about half an hour and is $16 round trip. While in Salem I recommend the haunted history walking tour. You’ll learn the history of the Salem witch trials and see all the Hocus Pocus filming locations.

Boston’s Gluten-Free Eats and Drinks

While researching for my trip I was worried Boston would not have a lot of gluten free options. I was only there a short time so I didn’t get to visit all of the places recommended on the blogs and FMGF App. Nevertheless, I was pleasantly surprised and very happy with my options and the knowledge of all my servers.

Wahlburgers (next to Fenway): Excellent impossible burger and fries. Fries are cooked in dedicated frier. Bun was gluten free and toasted without cross contamination. Special sauce was gluten free. My server knew the answers to my questions before I could ask them!

Kanes (financial district): I’ve never had so many options for donuts. All of the gluten free are cooked in a dedicated kitchen and kept on a separate rack in the shop. The server made sure to change her gloves without me even asking. I got the chocolate frosted, chocolate glazed, and chocolate coconut. Chocolate glazed was my absolute favorite!

La Famiglia Giorgio ( North End): A pasta lovers dream. Their menu says over 100 dishes can be made gluten free. I got fettuccine Alfredo.They also offered garlic bread, it was an actual pizza crust. The portions were huge! The pasta was delicious and service was great.

Beatnik (Back Bay): This was a little vegan cafe that offered a beyond burger and gluten free bun. The server was not confident about cross contamination when toasting the bun so I opted to have it on top of a salad. Was not my favorite meal because I’m not a huge beyond burger fan, but they had a really nice vegan menu if you are not gluten free.

Life Alive Organic Cafe ( Back Bay) : Many GF options on the menu, I had the breakfast hash.

Mother Juice: Everything was gluten free, though they do use oats in a lot of the baked goods if you are sensitive to those. The smoothies were amazing. I also had a piece of pumpkin bread that was to die for.

Naco Taco (TD Stadium): Dedicated gluten free. They offered a tofu taco with some chips and guacamole.

Flying Saucer Pizza (Salem): Gluten free pizza crusts cooked in a dedicated area. Was it the best pizza I’ve ever had? No, but it was good and it had pickles on it.

Where to Stay in Boston

Back Bay is where we chose being our first time visiting Boston. We stayed at the Hilton Back Bay next to the Prudential Center. The location was great. It was close to the subway and the Logan Express drop-off/pickup. Back Bay or Downtown would be my recommendation, but honestly you can’t go wrong with any area in my opinion as they are all well connected by the metro. The Hilton was nice as always. Nothing fancy, but clean and comfy.

Charlie Cards and Getting Around Boston

The only thing I would have done differently would have been to purchase a Charlie card for the subway instead of paying as we go. I believe it was $22 for unlimited rides for a week or $11 a day. It’s $2.40 one way each time. We thought we would do more walking but definitely used the subway to save time. They make it so easy to just tap and go with your credit card. That’s really the only thing I can think of. For more about transportation services visit the Massachusetts Bay Transportation Authority.

Boston is a city steeped in history and culture yet surrounded by modern day flair. I absolutely loved my visit to this amazing city. There is so much I did not get to do. I can’t wait to get back to Boston!

Poe Statue Boston

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