BOSTON CITY GUIDE
Exploring the East Coast in fall has been a dream of mine for years now. Ever since a darling picture of Julia Engle and Rosie Londoner eating pancakes on a pile of leaves and blankets in Vermont popped up on my feed—years ago—I’ve imagined an adventure of my own. Everything I love about this crisp colorful season is a little more intense up East and I had the perfect excuse to experience its brightness in…Boston!
Here’s how I ended up with one more check on my bucket list. I have a sweet friend, Ali Stone —who most of you probably already know, love, and follow. She’s been a HUGE fan and follower of the talented, Andrew McMahon for years and introduced me to his music through a fundraising page she started to raise money for his charity The Dear Jack Foundation. It just so happens, Andrew was playing his annual benefit concert in Boston this fall. One conversation, a few months, and one big move to Nashville for me later... Ali and I were reunited in Boston! Dancing the night away while Andrew swept us off our feet and raised over 300K in support of adolescent cancer patients and families through The Dear Jack Foundation! 3 days later we were knee deep in falling leaves, pastries, new memories, and list of recommendations to share with you!
LOCATION: BOSTON, MA
STYLE: SEE BELOW FOR ALL OUTFITS!
Boston seemed small on the map, but we did our fair share of bouncing around. Our first day was spent in charming Cambridge. Blending in with Boston's brains on Harvard's campus. Definitely worth a visit if you’re in the area, and just outside of its gates is Tatte Bakery. Where we spent the majority of our time and meals. There was always an excuse to swing by for a pastry or serving of Shakshuka! That night we went to dinner with a friend at Alden & Harlow, also in Cambridge. The food and environment were perfect, especially if you like to try and share everything… it’s tapas style!
Wear your walking shoes and take it all in! We strolled through Boston Public Garden, which sits right between Newbury street shopping and Beacon Hill. I was actually super impressed with Newbury Street, they have a better selection that Michigan Avenue in my opinion. Designers down to our affordable favorites and little gems like Reformation. Just on the on the other side of the park is Beacon Hill… AKA the most charming area in all of Boston. There is a Tatte there too—we were there— and darling streets of local shops and cafes. Including the infamous Acorn Street!
Being so close to all this coastal charm, I couldn’t help but hit the open road! We hopped in our Highlander from Toyota with chia tea lattes and worked our way toward Cape Cod. The start of the Cape is only about 1.5 hours from Boston TAKE THE SCENIC ROUTE ON 3A for a tree-lined 2 lane highway. We didn’t have quiet enough time to make it to Chatham and Provincetown but found ourselves soaking up the sights of Plymouth! I feel like I get to know areas so much better whenI’m driving through and navigating the streets, so this was one of my very favorite days! The Highlander didn’t hurt… I absolutely loved our car and it’s sunroof!
CHECK OUT THE CHARM OF CAMBRIDGE & HARVARDS CAMPUS
SHOPPING ON NEWBURY STREET
BOSTON PUBLIC GARDEN
EXPLORE BEACON HILL
ROAD TRIP TO COASTAL TOWNS
STROLL DOWN ACORN STREET
SHOP THE POST
I hope this helps put Boston on your bucket list, or check it off it it’s already there! Happy and safe travels friends!