Fall in Rockport

Author: Ruthie Pollard 


There is something special about an ocean town off-season, the streets are less crowded and there is a sense of calm as if nature knows there is a shift coming.  I went to Rockport, Massachusetts for the first time last September and look forward to making it an annual tradition.

I wanted to point out some of my favorite spots for the enjoyment of our readers (and so that I will remember them for next year hehe). 


Motif Number 1

The most famous landmark in Rockport is Motif Number 1. This fishing shack in the harbor is the most painted building in America. It is a quintessential icon of the New England seaside and attracts artists from all over the world. 


The streets by the harbor are lined with shops and boutiques. Spots to check out: 

Milk & Honey - This beautiful shop had a home decor anthropology vibe. The shop owner is so friendly and also owns a clothing boutique across the street. (Update: This store recently moved to my neck of the woods in Concord, Ma. the new store has clothing and home decor) 

Jetty Walk Arts- We walked into the shop after hearing worship music playing from the street. The shop owners are the sweetest people and have a lovely collection of unique sea glass jewelry. 

My Place by the Sea- I have never actually eaten here, but it's on my list. The location near the water and the twinkle lit patio make the restaurant look divine. 

Rockport Fudgery- Walking in Rockport while eating fudge, it's a thing. 

The Ice Cream Store- Take your ice cream out back on the lawn chairs for an ocean view. 

Ray Moore's Fish Shack - As a born and raised New Englander I know a thing or two about lobster. And I MUST say here lies one of the best lobster rolls I have ever had. 

Bean & Leaf Cafe - For a yummy coffee and pastry pick me up after a day on your feet.

Shalin Liu Performance Center - If you have a full day, check out a music performance at this stunning venue. My friend and I were caught sneaking a peek through the windows when the desk attendant waved us in. She let us take a tour of the concert hall with floor to ceiling ocean views. 


At the top of the street there is an overlook and a rock path that extents out over the water. People enjoy walking over the rocks and taking in the view. There is usually live music to serenade the onlookers. I adore the seeing mums and wild sea flowers popping up all over town. 


Let us know if you have any Rockport recommendations!