I am always such a planner. I make list and agendas daily. When I go on vacations I have everyday planned and outfits planned for each day.

I decided on my first trip to the New England area I am not going to have a plan. The only thing that was planned was my flight, rental car and air bnb from there it was only opportunities!

My friend Kate who just accepted a new job and will be moving to New Jersey this week from Richmond, VA met me in Boston airport this past Thursday. We picked up a rental and thank goodness she shuttled me around as I have been driving a ton lately!

Instead of taking the GPS recommended of I95 we took the road less traveled up route 1 and discovered cute coastal towns. I was slightly disappointed that there was not more fall foliage to see along this route, but due to the unseasonably warm weather the leaves were just starting to change.

Our first stop and one of the highlights of the trip was in Portsmouth, NH. This coastal town was so quaint and full of restaurants and shops. Of course I was in search of lobster rolls and Portsmouth did not disappoint.

From Portsmouth we drove up to Westbrook a small town outside of Portland, ME to check into our Air Bnb. We then found a grocery store for some wine and snacks. 

For dinner we went next door to a bowling alley restaurant.

We then had a fun evening of laughs with chutes and ladders along with Lincoln logs at Air Bnb.

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Exploring Portland was the only plan on Friday and we found the speckled ax coffee.

Portland is very interesting to say the least. Vibes were so different than Portsmouth.

Restaurants were wandered into based on what felt right and some locals recommended other places to try- Nosh and   Allagash Brewery.

Saturday we got up and headed to Boston. I wish we did 2 days in Boston vs Portland, but that just means another trip now! Wandering around Boston with no map and stumbling into a farmers market, cobblestone roads and some Boston lager along with so much history was amazing! 

We decided on a low key dinner and evening as we were exhausted from walking 6.5 miles around the city and knew 5:30 am alarm would come way too soon. We found this awesome place where you build your own hummus/Mediterranean bowl and it was so good!

 

The entire trip I took naps as needed and over indulged in great food, drinks and tons of laughs! 

 

Top 3 favorites from the trip were:

New Hampshire-Portsmouth

Chutes and ladders

Lost in Boston

Learning to enjoy the moment and not trying to plan everything was refreshing! 

Now thinking about my first solo vaca to discover even more about myself and in the world!

Xoxo,

Cecee