Rockport, Massachusetts: Art, Shops & Eats, Rockport, Massachusetts

Spend a delightful afternoon in Rockport, Massachusetts! Adorable shops, tasty treats, the iconic red shack & more.

If you’re looking for quintessential New England seaside charm, you’ll find it at the tip of Cape Ann in Rockport, Massachusetts. With stunning ocean views, an iconic red fishing shack, and shop-lined historic Bearskin Neck, you’ll love spending an afternoon in Rockport. As you stroll, check out these places to explore, shop, and eat, gleaned from a recent spin through this beloved seaside town. I’ve included a map so you can find them!

About twenty years ago, I lived on Cape Ann in Massachusetts, and I used to head to Rockport on occasion, usually in the off season, to take pictures and revel in the cute. However, after moving to Somerville and ditching my car, those visits became infrequent. I visited a few times with my sister who lives in nearby Gloucester, but it had been a couple of years.

My visit was well overdue, because said sister opened a great shop on Rockport’s Bearskin Neck. I’d meant to check it out for quite some time, and I finally had the chance on a lovely Sunday afternoon. ...... (follow the instructions below for accessing the rest of this article).