04/09/2026
As this Labor Day weekend arrives and we’re on the theme of road trips, I’m reminded just how much we packed into one unforgettable trip from NYC to Massachusetts to Maine and back to Massachusetts again!
My husband, oldest son and I packed the car and headed to our first stop, NYC, to visit my daughter and her husband, with one of our other sons flying in from Arizona to join us. We saw The Lost Boys on Broadway, wandered through the Cooper Hewitt, Smithsonian Design Museum museum housed in the beautiful Carnegie Mansion and soaked up a little city time together.
Then, we headed north to Massachusetts, where we dropped our son Shane off for a retreat before continuing on to Winter Harbor, Maine. We checked in on my parents’ cottage near Schoodic Point and started dreaming about how we might put our own spin on its renovation. The sense of deep calm and peace we felt looking out at the water there was unmatched and its proximity to Acadia National Park is a lovely plus as well! We stayed at Elsa’s Inn, a charming little spot with the kind of coastal breeze that makes you want to throw open the windows and stay awhile. Now I have to ask… would you be interested in staying in a cottage up here if we made that dream a reality?
From Winter Harbor, we headed to Portland, Maine. It was our first time visiting and we absolutely loved it. We took in tons of local favorites, incredible views and nautical history. After that, I dropped my husband and son at the airport to head home to Pennsylvania and I continued on to Brimfield, Massachusetts to meet up with friends for the Brimfield Antique Flea Market.
From city to country, skyscrapers to lighthouses, museums to antique fields, family time to friend time, and lots of miles in between, it was the perfect summer road trip!
Whether you’re squeezing in one last summer adventure or simply enjoying a slow long weekend at home, I hope you enjoy every moment!