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Driving from Stamford, CT to Portland, ME and have no plans whatsoever

Dear Hounds,

My girlfriend and I are escaping from NYC to drive up to Maine this weekend. We have no plans at all, but I've never been to Maine so we figured we'd head up there.

We're looking for recommendations for places to stop on the way (or make a detour for). We were thinking of going through Rhode Island on the way, and possible head back on a different route (New Hampshire, Vermont, and Western Mass?).

I know it's pretty vague, but we really have no plans, so we're really flexible (we may even go to Cape Cod instead of Maine). We are not picky eaters, love seafood, and are most interested in taking advantage of things that aren't particularly available / cheap in NYC.

We stopped by Clinton, CT for Lobster rolls at the Lobster Landing, they were excellent. But otherwise, we don't know the area.

Thanks!

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Lobster Landing
152 Commerce St, Clinton, CT

Lobster Landing
152 Commerce St, Clinton, CT 06413

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  1. I suggest making Portsmouth your seaside town destination. Check out scenic waterfront Prescott Park and Market Square: locally owned shops, great restaurants with a water view, narrow streets, tree-lined streets with brick sidewalks and historic homes. It's a short ride to Maine beaches. For restaurants try Oar House, River House or Portsmouth Brewery, etc. We always stop at Bob's Clam Hut in Kittery when we're in the area.

    9 Replies
    1. re: joscelynb

      Thanks Joscelyn! I assume the lobster is of comparable quality in Portsmouth? Do you know if blueberries are still in season?

      1. re: fortes

        Going to Portsmouth instead of Portland is like going to Newark instead of The Big Apple. The real Maine coast doesn't even begin until north of Portland. Southern Maine beaches are like going to the Jersey shore. Go to Cape Cod instead, it's closer.
        ps Portsmouth is a nice town, but I live in Maine.
        Blueberries have gone by. We have already had frosts. The leaves are gorgeous.

        1. re: Passadumkeg

          I actually agree with you and wouldn't suggest Portsmouth in place of actual mid to northern coastal Maine if we weren't headed into the middle of October.

          1. re: joscelynb

            Portland is such a wonderful city and the Portland light, parks, etc are very scenic, but it is a long drive. Cape Cod would give more time to play tourist. Get ready to smile, joscelynb. There is a large painting of Portsmouth, as viewed from Badger Island, above the mantel in our entry room. My BIL lives in Kittery and his kids in Rye, NH. My wife went to UNH and used to work summers at a clam shack on rt 1 on Badger I. in the 70's. I am not a P-mouth hater, by any means. Do you live in Portsmouth?

            1. re: Passadumkeg

              No worries! :) I don't live in Portsmouth. I'm all the way over on the other side of northern NH, but I travel a lot and love exploring my native New England. I love each and every New England state. Maine is probably my least explored state unfortunately. I haven't been north of Boothbay Harbor, and I definitely want to take my camera over to Acadia. It's calling me! :D

              1. re: joscelynb

                Send me an email when you come. We are have a houseful of Hampshire College kids this weekend. I'll cook 'em a mess of lobsters on Sat. night.

          2. re: Passadumkeg

            Do you have any suggestions for places to go? We have literally no plans, and no prejudices, so we're down to go further north. Only constraint is that we only have three days for the trip.

            I'm pretty curious about the lobster rolls at Just Barb's ( from this thread: http://chowhound.chow.com/topics/544897 ) -- so was planning on going up that far north, we're happy to drive up a bit further for food :)

            1. re: fortes

              How many days left? Where are you and are you returning at this point?

              1. re: Scargod

                Leaving in about 45 minutes :) -- coming back Monday.

      2. There's a Cranberry festival in Bourne this weekend which is at the beginning of the Cape. Sandwich is close by, neat little town, has a board walk through the salt marsh to the beach. New Bedford historical park is cool. Art galleries, shops, whaling museum.