#LTeastcoast // a perfect day in boston

the-romantic-the-winoPerhaps the most exciting part of our #LTeastcoast adventure was that we finally made it to a city that’s long been on our list: Beantown. And, spoiler alert? Yes, we did have a perfect day in Boston.

Staying true to our itinerary-free way of traveling, we didn’t have anything specific on our agenda. Well, except eating our weight in lobster rolls and clam chowder. Unfortunately, we also didn’t have a ton of time in one of our new favorite cities, so we decided this would be the perfect excuse to re-introduce a feature from many moons ago when weekend escapes were our travel drug of choice.

Are you ready?? Join us for a perfect day in…


We set up shop for the weekend at the Nine Zero, a boutique Kimpton hotel conveniently situated in downtown Boston and across from Boston Common. Each Kimpton property has its own unique feel and decor. But we knew we could count on the Nine Zero to offer all our fave Kimpton features. Namely, the nightly wine hour from 5:00-6:00pm. Here, guests kick back in the lobby and enjoy complimentary drinks.  And, pet owners rejoice! The Nine Zero loves pups. This means we spent the weekend stalking all the dogs walking in and out of the hotel.

From the Nine Zero, we had walking access to almost all of Boston’s best neighborhoods. This made a self-guided walking tour extremely easy.

A Perfect Day in Boston

Stop 1: South End

Allow us to let you in on a secret. Boston’s South End is not “Southie.” Maybe this is just us? But… we assume this is a common mistake. (If it isn’t, we’ll just scrap this from the record, ok?) We took the 20-minute walk south from the hotel. Honestly, we expected to bump into the characters from Good Will Hunting and Boondock Saints. Instead, we found tree-lined streets with charming brownstones and loads of restaurants and bars.

South End

Thanks to our friend and Boston resident, Annie, we learned South End is one of Boston’s most popular neighborhoods. It’s actually known for its younger demographic and vibrant art and restaurant scene. After perusing the options along Tremont Street, we opted for Tremont 647 for a pre-lunch snack and drinks. Among our menu picks: french toast sticks, monkey bread, and a homemade poptart, served up alongside bloody marys, natch. To round out our meal, we took alcoholic freeze pops to go (Pimm’s and Raspberry Gimlet flavors). Yeah, you read that right. Alcoholic freeze pops.

Stop 2: Back Bay

From South End, we headed north to the neighboring section of Back Bay. Here, we checked out the Boston Public Library, Copley Square, and the Old South Church. Had we not been with the boys, we could have spent afternoon shopping our little hearts out on Newbury Street. Instead, we wandered along the residential streets scoping out our favorite Victorian mansions.

Boston (2)

We walked north until we hit the Charles River Esplanade and then walked along the water, watching the sailboats, kayakers, and Bostonians enjoying the summer sun. By the time we made it to the Harvard Bridge, we decided to walk across and check out the MIT campus on the Cambridge side.

Stop 3: Harvard Square

When our legs couldn’t carry us any further, we hopped in a cab from the MIT campus and headed for Harvard Square for lunch at Harvest. We’ll save the full recap of our meal for another time, as a simple paragraph can’t describe the deliciousness we encountered there.


Bellies full, we met Annie for a post-lunch drink (surprised?) in the beer garden at Charlie’s Kitchen, where we toasted with varieties of Sam Adams and Harpoon beers. Afterward, we walked off our beer carbs with a stroll through Harvard’s campus, posing in front of dorms and soaking up IQ points.

Stop 4: Beacon Hill

We didn’t have enough time to do more exploring by foot before dinner, but luckily Annie gave us a quick driving tour of a few more Cambridge and Boston neighborhoods on the way back to our hotel. Catching our attention above all the rest? Beacon Hill.

Only a short walk from our hotel and across Boston Common, the Beacon Hill neighborhood looked exactly like the Boston we had envisioned in our minds: narrow gaslit streets, brick townhomes, and a historic, American feel.

Stop 5: Financial District & Government Center

After a quick stop back at the Nine Zero for afternoon wine and freshening up, we scooted back out the door once more for our grand finale: dinner at Union Oyster House. In a weekend full of amazing meals, it was the perfect cap, and we solemnly swear to return soon with the full rundown of JFK’s favorite Beantown dining spot.

Boston - Financial District (2)

Add in a pre-dinner stroll around Fanueil Hall, a wander through Quincy Market, and a traipse along the Harbor, and you’ve got yourself one amazing day in Beantown.

We can’t wait to report back soon with more details about the most important part of our trip: THE FOOD.


the romantic & the wino

– Thanks to the Nine Zero for offering us a generous media rate, as well as the Boston Tourism team for partnering with us and arranging the perfect itinerary. All opinions are, as always, our own!



    • August 28, 2014 / 11:22

      100% pure magic and best way to spend the afternoon prepping before dinner! enjoy boston, as a philly girl we think you’ll especially love it.

      definitely check back for our food tips, we had sooo many good meals 🙂
      Lazy Travelers recently posted..a perfect day in bostonMy Profile

  1. September 3, 2014 / 01:00

    I am desperately trying to drag Chef to Boston! I love this one-day itinerary, too. You guys sure know how to sightsee on a tight schedule!
    Natalie @ In Natalie’s Shoes recently posted..NapaQuake 2014My Profile

Leave a Reply

Your email address will not be published. Required fields are marked *

CommentLuv badge