I had never been to Boston up until four months ago, now I’ve managed to visit the city four separate times. Guess I can’t get enough? But really, I am so elated that Boston has become part of my travel rotation. Even though Boston is a large city, there is something about it that makes it feel small. It’s a great escape from the hustle and bustle of Chicago, but it still has the wine & dine scene that I love. Every neighborhood has it’s characteristics, and I really encourage you to visit them all. From a delicious Italian dinner in the North End, to a New England boutique in Beacon Hill, I’ve found some gems in every part of the city.
Since visiting Boston, I’ve stayed at 6+ properties throughout the entire city. Whether you are going for a weekend, taking a family trip, or simply there for work, there’s a property that will work best for you.
We stayed at the W Boston, a modern hotel located in Midtown, very different than the aesthetic of the rest of the city. Our room was super spacious, and I love the W brand for the sole fact that they think of EVERYTHING from a traveler perspective. Take note: The hotel lobby becomes a legitimate club at night. It was a little strange to check in after my late flight and have people buying bottle service next to me.
The Liberty, A Luxury Collection
Walking into a hotel and being handed a glass of champagne always goes well with me. What even impressed me more, was the hotel team welcomed my husband by name (he’s pretty proud of himself). The lobby of the hotel is the original Charles Street Jail. It’s massive atrium and exposed brick walls, paired with the original jail cells, really make for a dramatic entrance. Read my entire review here.
After a terrible check-in and room experience at the Le Meridien in Cambridge, my husband and I decided to make a last minute change to a new property. On our way to dinner we passed this adorable boutique hotel and realized it was the same one that a friend had recommended! While eating our dinner, we gave Hotel Veritas a call and thankfully they were able to squeeze us in that night. From the outside, it looks like an old Victorian home and is located blocks from Harvard University. Our stay at Hotel Veritas was incredible from check-in to check-out. I sometimes forget how much a love a boutique experience! When we reached our room, we were so surprised that we had our own balcony! The rooms were updated and had tons of natural light. After settling in, the front desk attendant even surprised us with some treats after he heard about our adventures that day!
The Marriott Copley is your typical convention space/conference hotel. In fact, we were there for a convention. The service was quick, the rooms were spacious, and the hotel runs like a well-oiled machine. It’s attached to the Copley Mall, so I found myself shopping while it was pouring (and my husband was in meetings). Think luxury shopping: Neiman, Barney’s, Jimmy Choo, they have it all. I appreciated the location of the hotel and found myself walking to almost all my destinations from the hotel. Huge plus when Boston traffic is known for being horrendous!
Not a hotel person? Look at these adorable home rentals:
Stylish Home in the South End
Can we talk about this styling and decor? I could most definitely see myself sipping a glass of champagne in the gold chair. The biggest bonus: this condo holds up to 7 people for only $149 a night!
Unique Back Bay Studio
This rental was named one of the most beautiful Airbnb’s in Boston in 2017, and there’s no doubt on why. You’ll find me here, with a glass of wine, snuggled up on the couch by fireplace after a day of exploring.
Bright Condo with Private Roof Deck
Private roof deck? Sign me up. Located in the heart of Back Bay, this condo is the perfect home base for a weekend in Boston.