Set in history and culture, Boston, Massachusetts, is regularly one of the top travel destinations in the country. From sports to history and amazing dining and drinks, Boston has something for every kind of trip. We recently connected with one of our favorite Compass agents Jake Eddy to get the low-down on all things Boston.
Where would you recommend people stay for a visit to Boston? Any specific hotels or neighborhoods you recommend visitors stay in?
For anyone visiting from out of town, I like to recommend the Liberty Hotel in Beacon Hill for its unique architecture, fine wine and dining, and daily entertainment. Once a jail and then converted to a luxury hotel, the Liberty Hotel isn’t just a hotel, it’s a historic landmark and experience all in one. The breathtaking 90-foot lobby rotunda entrance sets the tone for a great stay and rooms that offer unobstructed sunset views of the Charles River and Back Bay. Beacon Hill itself is a pedestrian-friendly quintessential Boston neighborhood with beautiful brownstone buildings aligned with brick sidewalks and gas-lit, tree-lined streets. There’s plenty of shopping along Charles Street and it’s just a short walk to the Charles River Esplanade, Quincy Market, TD Garden, North End, and Back Bay. Don’t forget to catch Acorn Street to snap some gorgeous photos for Instagram.
What are the can’t miss restaurants or dining experiences in Boston?
Outsiders come to Boston for the wide variety of delicious seafood options. The Saltie Girl in Back Bay is a real treat or you can try the good ol’ fashion New England Clam Chowder along the Freedom Trail at the Union Oyster House. If you are looking for some of the greatest Italian cuisines outside of Italy, you can’t go wrong in Boston’s North End. My go-to spot is Bricco. After dinner, cap your night off with a Cannoli from Modern Pastry and a stroll through Christopher Columbus Waterfront Park. If you’re undecided on what you want, just head to Fenway and the Time Out Market for a wide variety of food and drink options all in one place with indoor/outdoor seating and music.
What are some of the things you recommend those visiting check out or do when visiting Boston?
If you are new to Boston, I always recommend jumping on a Duck Boat Tour for a fun, interactive experience by land and water and the tour guides are hilarious. If you’re looking for shopping, don’t miss Newbury Street or the Prudential Center in the Back Bay. Sports Fan? Catch a ball game at Historic Fenway Park, watch the Bruins or Celtics play at TD garden, or pop into any of the local sports bars for a Sam Adams and some quality chatter. If you are coming with kids, I’d recommend visiting the Boston Children’s Museum, Boston Tea Party Ships & Museum, Museum of Science, New England Aquarium, Lego Land in Assembly Row or simply taking a walk along the picturesque Charles River Esplanade or the Public Garden.
What are some other fun or interesting things to do in the Boston area that people may not think of?
There are many hidden Speakeasy places around Boston full of character such as Yvonnes, Carrie Nation, Offsuit, and Mariel to name a few. If you are visiting in the summer months, take a walk around Fort Independence in South Boston and relax on the beach or pack a lunch and take the public ferry through the Boston Harbor to Spectacle Island for some hiking and a picnic. Another new experience not a lot of tourists know about is during the summer months, The Tall Ship in East Boston opens. This is a massive 245-foot vessel turned into a floating oyster bar overlooking the Boston Harbor at Skyline Boston. They have plenty of outdoor seating, live music, guest DJs, and lots of food trucks that are set up along the perimeter. It’s one of the best places to wind down the day and catch the sunset with friends.
Are there any listings or things about your team you want us to feature?
We’d like to feature these two listings.
1 Franklin Street #5502 Downtown Boston
Here is a little bit about our team.
Founded by Jake Eddy and David Murdock, the Boston Real Estate Group (BREG) is relentless in exceeding the expectations of its clients in Boston and beyond. Together with real estate specialist Mike Valencius, Jake and David are recognized for their insightful counsel, honest representation, and commitment to maintaining client relationships long after leaving the closing table.
The Bottom Line
We are so thankful to Jake for sharing his expertise in the Boston area with us. If you need any real estate assistance in Boston, please let us know, and we would be happy to connect you. You can also follow him on Instagram here! We encourage you to check out the rest of our travel with Compass series by clicking here. Please remember that we can connect you with real estate professionals around the country, so don’t ever hesitate to reach out with any real estate questions in the DMV or anywhere in the USA.
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