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Have you thought about a trip to Martha's Vineyard? It's hard to get more New England-y than that!! Although, as a Mainer, I have to say that there are plenty of gorgeous, picturesque spots here, too! Ferry Beach in Saco is one of my favorite beaches, ever...
I would consider the Portsmouth, NH, area. Portsmouth itself is gorgeous--you could get some beautiful town shots, with all the old, brick buildings, and there's a really pretty waterfront walkway. Then you could head over to a beach for some pretty beach shots, too.
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C and I are trying to come up with places to have our e-session next June. We love Newport, so that's on the list, and we love Boston but are leaning towards a less urban locale. I'd like to try to find a place that has a little bit of everything so there's more variety in our photos, but other than Newport I can't think of anything! We love the beach, so maybe the Cape?
Of course, we might be open to something in the winter if we could think of someplace cool or cozy! :)
Where did you ladies from New England have your e-session? What did you like (or not like) about your choice?