I couldn’t pass up writing a Boston Travel Guide. As a proud New Englander, it’s hard for me not to love the city of Boston! The cobblestone streets, the history, and the food! There is so much to love about Boston! Recently, my husband and spent a few weekends enjoying some great experiences in the city of Boston, so I had to sit down and write a Boston Travel Guide to share with you. In this Boston Travel Guide, you will find how to get around the city, where to stay, what neighborhoods to explore, where to eat, and tours/events to experience.
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How to Get Around
- Walk: The city of Boston is very walkable! So be sure to pack your walking shoes and hit the road. Who knows, you might find some hidden gems along the way!
- Take the T: The T is Boston’s version of the subway! Here is a great link to the Massachusetts Bay Transportation Authority’s website on how to use the T! CLICK HERE!
- Uber: You can always Uber around the city. Uber/Lyft are widely available!
- Bike rentals/scooters: If walking or taking the T isn’t your thing, you can always rent a bike or scooter!
Top Neighborhoods to Explore
- Back Bay: Back Bay is a vibrant area, it’s centered around Copley Square. If shopping is your thing, this is a neighborhood you don’t want to miss. With streets like Newbury, you will be able to shop designer boutiques and stop in cafes to enjoy a treat along your shopping route. Luxury Brownstones line the residential area of Back Bay, adding a calm and elegant vibe.
- Where To Stay: Encore Boston (Click the link for more information)
- North End: Otherwise known as Little Italy, it’s packed full of Italian delights, festivals, the Freedom Trail, and tourists. If you’re a history buff, you can find the Paul Revere House here too!
- Where To Stay: The Eliot Hotel (Click the link for more Information. Technically, this hotel is in Back Bay, 2 miles from the North End)
- Beacon Hill: The cobblestone streets and brick sidewalks don’t disappoint in Beacon Hill. You can even still find gas street lights. If antique shopping is your jam, this is a neighborhood you want to have on your itinerary.
- Where To Stay: The Liberty, a Luxury Collection Hotel (Click the link for more information)
- This is one of my all-time favorite hotels! It’s a whole vibe! If you love true crime, this building was the old Charlestown prison! Also, do yourself a favor and make a reservation a Scampo. You’re welcome in advance!
- Where To Stay: The Liberty, a Luxury Collection Hotel (Click the link for more information)
- Charlestown: I’m spilling the tea on Charlestown. Charlestown is full of history, you might have heard of a little event in history called the Boston Tea Party? Charlestown is where it all went down. Experience the maritime heritage and stunning water views in this vibrant Boston neighborhood.
- Where To Stay: Boston Harbor Hotel (Click the link for more information)
- Fenway: You either love them or hate them……Boston sports fans! But if you love them, Fenway is home to the Red Sox and Fenway Park, you will have your fill of baseball and Boston sports fans, that is for sure!
- Where To Stay: The Eliot Hotel (Click the link for more Information.)
Iconic Boston Eats
- Lobster roll: Try them at Neptunes, Paulies, or James Hook and Company. There is a big debate about who has the best lobster roll, so please let me know your thoughts! SHARE YOUR THOUGHTS WITH ME!
- Clam chowder: Grab a bowl at Union Oyster House or Legal Sea Foods.
- Cannoli: The truth is, you can find delicious cannolis all over the city. There is a very big debate on Mike’s vs. Modern!
- Boston Cream Pie: Originally called a chocolate cream pie, the now-famous Boston Cream Pie made its debut at the Omni Parker House Hotel in 1856. The hotel is also known for its famous Parker rolls and for being haunted!
- Fenway franks: This explains itself, catch a game and grab a Fenway frank! A fun fact about me….I absolutely love a good frank, hot dog, whatever you call it. Like borderline obsessed!
Food Tours or Walkable Itineraries
- DIY North End food crawl: Create an itinerary and hit up all of the culinary delights the North End has to offer! Or you can CLICK HERE and send me an email, and I can create you a custom DIY North End Food Crawl just for you based on the things you savor the most!
- Hit up the Brewery trail (Harpoon, Trillium, Samuel Adams)
- History lovers? Set out on the Freedom Trail and explore the history of Boston at your own pace.
- If you love spooky adventures and history…maybe even a little true crime, and a cocktail or two, try the Boston Ghosts Boos and Booze Haunted Pub Crawl hosted by US Ghost Adventures! Check out my Instagram reel “Ghosts & Guinness: Booze & Boos Tour” for a sneak peek of this haunted night out! You can also book the tour HERE!
- Duck Boat or Trolley Tours! Click the link to book these tours and find more tours that Boston has to offer!
Events & Festivals to Catch
- St. Anthony’s Feast: Each year, the people of the North End invite you to celebrate with them as they honor their patron Saints, Saint Anthony and Saint Lucy, with colorful parades, religious services, strolling singers, live entertainment, and of course, an abundance of great Italian and American food LEARN MORE
- Head of the Charles Regatta: Since its origin in 1965, the Head Of The Charles Regatta has welcomed the world’s best crew teams to the banks of the Charles River for the ultimate three-day rowing competition. LEARN MORE
- Marathon Monday: Grab your spot and watch the Boston Marathon. Since 1969, the holiday has been observed on the third Monday in April. It’s often referred to locally as “Marathon Monday”.
- Misneach Festival: Misneach, meaning courage in Irish, is an event where through live music and culture, you celebrate the power of this message with thousands of fans. It is far more than a St. Patrick’s Day festival, it’s a time to unite and for Irish Americans to acknowledge their heritage and tradition, in a modern way, but still respect the old. This is a new tradition that will last for years to come. LEARN MORE
I hope this Boston Travel Guide helps you to get some direction on how to create your Boston travel itinerary. I’m always here to help and would love to create a tailor-made itinerary to help you fit in all that Boston has to offer. I can assist with everything from taking care of all of your bookings, chatting with you, and designing an itinerary that is designed just for you. Giving you a step by step, daily, plan so you can save yourself the time it takes to plan and you can explore the city stress free.
If you are interested in any of the services Road and Table offers, contact me HERE and we can chat more! Be sure to follow me on social media and sign up for our newsletter so you stay up to date with what’s happening at Road and Table, get insider tips, and deals.
