What We Did in Boston

A few weeks ago, Nic and I celebrated our 10 year wedding anniversary (a bit early) in Boston! We spent 3 nights in this historic city and found this was the perfect amount of time to do and see nearly everything we wanted to.

I sectioned out how we visited Boston per neighborhood. These were the neighborhoods/must-dos on our to-see list:

• Freedom Trail
• Beacon Hill
• Cambridge/Harvard
• Back Bay/Newbury Street
• Seaport
• Charlestown
• Fenway

I hope this post is helpful for those of you that messaged me about going there soon! I plan to do a more detailed post with more photos here in the next few weeks.

Here’s what we did:

• First Day in Boston:
  • Had a direct flight from Columbus to Boston Logan International Airport in the AM.
  • Hopped in a cab from the airport to our hotel. Cabs are lined up & ready to go once you exit the airport.
  • Arrived at The Newbury, the most beautiful hotel across the street from the Boston Public Garden and on Newbury Street, famous for its shopping. We loved the location of this hotel and every detail is perfection here!
  • Got after it and started The Freedom Trail, a walking tour of the city’s most historic sites. Very touristy but it’s an absolute must do!!!
  • We walked miles this day but it really didn’t feel like it! The sites are, for the most part, pretty close together. We completed the trail and saw 16 historic places like the Old State House, the Boston Massacre site, the U.S.S. Constitution, Bunker Hill monument, and Paul Revere’s house, to name a few. We started the trail at the Boston Common and ended at the Bunker Hill monument.
  • Halfway through the trail, we stopped at Union Oyster House, America’s oldest restaurant, for a drink and apps. We also popped in next door to the Green Dragon Tavern, one of Paul Revere and John Hancock’s frequented spots.
  • At the end of the tour, we had dinner on the patio at Warren Tavern, the oldest tavern in Massachusetts in which George Washington and Paul Revere frequently visited, in Charlestown.
  • We attempted to walk back to our hotel and found ourselves back at Fanueil Hall, so we walked out to Boston Harbor around sunset. The cotton candy skies and boats were so beautiful!

Day Two in Boston:

• We started our day with breakfast & coffee at Tatte Bakery (pronounced Tatte like Latte), which was around the corner from The Newbury. If you don’t go to Tatte while in Boston, you’re missing out! They’re located all around the city and we honestly much preferred them over Starbucks while we were there! We would stop in there for waters and to use the restroom too. I can’t say enough great things about Tatte!
• After breakfast, we walked over to Beacon Hill, a beautiful historic neighborhood near the Common. I want to come back to Boston during the fall and I bet this neighborhood excels at giving all of the cozy fall feels.
• While in Beacon Hill, we visited the picturesque + highly photographed Acorn Street, shopped, saw Tom Brady’s old condo (3 Louisburg Square), and visited Rouvalis Flowers.
• Mid-morning, we hopped in an Uber to go to Cambridge to see Harvard. Again, we stopped in another Tatte for some caffeine, water, and a snack. 🙂 We walked around the Yard, stopped in some bookstores, and then settled in for lunch at Bluestone Lane, a quaint healthy + yummy spot.
• After Uber’ing back, we shopped for a bit on Newbury Street. I also visited the Boston Public Library. It’s absolutely stunning!
• That evening, we met up with some friends for drinks at Contessa, an enclosed rooftop restaurant and bar in the top of The Newbury. The vibe is lively and the views are amazing as is the interior design!!! I definitely recommend getting reservations if you plan on dining here.
• We ventured to the Seaport area for rooftop drinks. Locals here rave that this is a new-to-Boston area and has a lot of fun restaurants and bars for the younger crowd. We went to the Cisco Brewers (from Nantucket) outdoor beer garden and the Lookout Rooftop at the top of the Envoy Hotel for skyline views.

Day Three in Boston:

• We started off again with breakfast & coffee at Tatte Bakery around the corner.
• We walked + visited the Old State House/Boston Massacre sites again.
• While we were downtown, we stopped in at the Insta-famous Brattle Book Shop.
• Next stop, and one I had been looking forward to our entire trip, was Fenway Park, home of the Boston Red Sox!!! Little did we know what our trip had in store for us…
• As we were walking around the ballpark, we spotted The Bleacher Bar, which I had read about because you can see onto the field from a huge window inside! The waitress was able to seat us at one of the most coveted seats in the bar, directly in front of the window, but our view was nearly obstructed because of a huge concert stage. One thing lead another and before we knew it, we had bought tickets to see Zac Brown Band that night… our last night in Boston… woohoo!!!
• Nic & I walked back to our hotel from Fenway… traveling down Commonwealth Avenue and Newbury Street. We stopped in for a yummy salad and pizza at Sonsie on Newbury and got back to get ready for the concert.
• Before the concert, we visited Loretta’s Last Call, a country bar right beside Fenway Park!!! It had the coolest vibe, best music, and everyone was so excited for ZBB! I felt like I was in Nashville for a second!
• The concert at Fenway exceeded our expectations and it truly was a night we won’t forget. It was amazing to be at Fenway Park, seeing one of our all-time favorite country bands, Zac Brown Band. If you ever have a chance to see a concert there, I highly recommend it – I don’t think there’s a bad seat in the entire park!

Finally, we visited Contessa again for a brunch on the last day before we caught our flight.

We loved, loved, loved Boston and I hope you do, too!