There’s something special about New England. I don’t know if I can put my finger on it, but renting a car and driving through New England (especially in the Fall or Autumn) is quite special. I visited Rockport, Massachusetts on my most recent visit to the region. Even though I lived in Boston for years, I’d never made it up the coast to Rockport. The quaint seaside town sits on the tip of Cape Ann, just a few miles from Gloucester, another quaint New England town.
I’m fairly certain much of the tourism to Rockport and Gloucester is focused on weddings and romantic getaways. And it’s no surprise why! Just look at all the beauty in the details…
A view from the end of the Rockport city on the tip of Cape Ann
Pass at own risk — sign at the end of Cape Ann
Lobster—it’s what’s for dinner in Massachusetts :)
Rockport, MA is pretty touristic, but there’s something special about all the quaint gift shops and restaurants
Gifts shops in Rockport were pretty touristic, but there were still plenty of interesting things to find—from homemade fudge to cheesy t-shirts.
Historical marker and sign in Rockport
Allegedly one of the most photographed harbors in Massachusetts. Very romantic, no?
Fishing boats in the Rockport harbor
Away from the harbor, there is plenty of autumn sightseeing on Cape Ann
Gloucester’s Main Street is full of even more quaint cafes, gift shops and restaurants—but a bit less touristic than near the Rockport harbor
This café and coffee shop in Gloucester, the Lone Gull Coffee House, has a filing system available for locals who come every day. They can leave their frequent coffee buyer card there rather than having to carry it with them every time.
The crab cake in this Gloucester restaurant (called Passports) was delicious!
What quaint New England town wouldn’t be complete without a shop dedicated entirely to olive oil?
Blogs published by Adam Groffman • Please note some posts do make me some money, but I never sacrifice my integrity in exchange for a favorable review. Read the full disclosure policy.
















skin care tips
27 April 2013
Really really really like this town.
Read skin care tips´s last post… Hello world!
Andrea
10 December 2012
How adorable is this place? I need to explore more of New England
Read Andrea´s last post… Top Tips For First Time Visitors To the Australian Open In Melbourne
Dean
8 December 2012
Beautiful seaside town. Looks and sounds lovely…and a bit of a photographer’s dream :)
Read Dean´s last post… 15 Photos That Will Make You Want To Travel To Thailand
Kay
7 December 2012
I’ve always wanted to go because I’ve heard it is a cute little seaside town, and I love those. They remind me of movies or storybooks.
Cool photos and a great post, as always!
~Kay
Read Kay´s last post… Photo of the Week: Orchard Beach, Camiguin Island, Philippines
Sofie
7 December 2012
Great post, great pics! Make me wanna go:)
Read Sofie´s last post… 4 Christmas presents FROM a traveler
Scott - Quirky Travel Guy
7 December 2012
Great post, you really captured the little details that make small towns special. This place reminds me of the couple days I spent in Maine. I imagine a lot of those coastal areas have the same vibe.
Read Scott – Quirky Travel Guy´s last post… Quirky Attraction: ACC Hall of Champions
Lillie - @WorldLillie
6 December 2012
LOVE LOVE LOVE LOVE Rockport!!!! One of my favorite New England towns ever. So glad you got to see it and taste its treats. :)
Read Lillie – @WorldLillie´s last post… Why Being a Teacher is the Best Job: The OTHER Reason