A Boston Weekend to Celebrate Us

Every year for our anniversary, we try to do something new - a little road trip, a city to explore, or an experience we’ve never had before. This year we headed to one of our favorite places, Boston, and it turned out to be the perfect mix of history, food, and fun.

We took the bus from Portsmouth, which was the best decision ever. No traffic stress, no parking hunt, and it dropped us South Station, just a quick Uber ride to the hotel. Everything we wanted to do was walkable, and when our feet finally protested, we called an Uber.

We stayed in Back Bay at the Marriott Copley Square, and thanks to Chris being a “super-duper” member, we got a sweet anniversary upgrade to a suite with a view of the Charles River. 

We started the morning at the Isabella Stewart Gardner Museum, and it was even more incredible than I expected. Isabella designed everything herself...every room, every view, and even the fourth floor, which was her private home. When she passed away, she willed that the museum remain exactly as she arranged it and be open to the public, with no labels on the artwork so visitors could simply enjoy it instead of feeling like they were in a stuffy museum. The beautiful palazzo-style courtyard blooms with flowers that change seasonally, so we’ll definitely be back to see it again. We saw incredible pieces like Rembrandt’s Self-Portrait, Ralphael's Portrait of the Tommaso Inghirami, the Pope's Librarian, a stunning painting of Isabella herself, her private chapel still in use for Mass once a year on her birthday April 14, and intricate tapestries. It’s a museum  that completely pulls you in - part history, part art, part wonder.

That afternoon, we headed to Fenway Park for a behind-the-scenes tour. It's amazing how tightly tucked into the city grid this ballpark is. We learned about the Green Monster towering 37' over left field and sat in the exclusive seats on top of it. We sat in some of the original wooded seats in section 32, visited the rooftop garden, and gazed down at the famous red seat marking Ted Williams’ record-breaking home run. We even peeked into the press box and the private Rooters Club. Such a fun tour!

The next morning, we toured the Boston Public Library - the first public library in the U.S. From the marble staircase guarded by the lion sculptures, to the murals and quiet beauty of Bates Hall, it’s absolutely stunning. We spent time enjoying the courtyard before heading back out into the city. 

In between, we wandered around Copley Square, stopped at Trinity Church, and visited the Boston Marathon Memorial on Boylston Street. We also made our way over to the Christian Science Plaza and Reflecting Pool - peaceful, reflective, and so beautiful in person.

Boston’s food scene didn’t disappoint.

• Boston Burger Company (Boylston St) — amazing burgers and sweet potato fries, and I had a berry spritzer that came with Swedish fish at the bottom.

• LUCIE drink + dine (Huntington Ave) — delicious meatball appetizer and pizza, plus top-notch service. We learned it’s actually part of The Colonnade Hotel.

• Brownstone (Dartmouth St) — my favorite! Cider donut holes to start, sourdough French toast for me, corned beef hash for Chris. We sat by the open windows, the service was wonderful, and they even acknowledged our anniversary from our reservation note.

Everywhere we went, the service was incredible — from restaurant servers to Uber drivers to the taxi driver who took us back to South Station for our bus ride home. Boston has some of the friendliest people we’ve met.

We ended our trip just walking around Newbury Street, window shopping and making plans for what we’ll do next time.