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Road Trip Westchester to West Stockbridge MA: Any Must Stop and Eat Places Along the Way?

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Need some recs for this weekend. Traveling on Sunday up to West Stockbridge MA in the Berkshires - just for the day. The route will be through New York: 684 North to 84W and then the Taconic and various country roads 21, 7, 203 and 22 after that.

Not looking for anything specific just want to know if there are any must stop for food places (eat in or take away), meals or snacks along the way.We know about and will be stopping at Big W in Wingdale on way home but all other recs are appreciated. The places don't have to actually be on those roads or right off of them but prefer within five miles or thereabouts.

Thanks Hounds.

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  1. must eat?? hmm maybe john andrews as your going through so egremont to great barrington.Big W is nothing special.Its next to guidos which is special.Even for bulk items price choppers is better/Back to where to eat.For breakfast Martins in great barrington.>Theres a good indian restaurant in the best western in lee Ma.,One last tip
    the Farmers wife in ancramdale is worth a slight detour for lunch.

    10 Replies
    1. re: ronhall51

      Are you referring to the Big Y supermarket next to Guido's in Great Barrington?

      1. re: NickM

        yes i was

      2. re: ronhall51

        Will try to check out Martins or Farmer's Wife.

        I was talking about Big W BBQ in Wingdale which is definitely special.

        1. re: laylag

          I agree that John Andrews in Egremont is worth a stop. Also there is a cute, tiny place in Stockbridge called Once Upon a Table that is also a good stop for lunch.

          1. re: wincountrygirl

            Consider stopping at the Harney and Sons tea tasting room in Millerton. It's just off of Route 22 in northern Dutchess county, about 20 miles north of Big W's.

            1. re: wincountrygirl

              I agree once upon a table is good.Problem is its hit or miss its either too crowded or closed!!!.If you only going for a day and in the summer.Might be good to have a plan B

              1. re: ronhall51

                True, ronhall. I was thinking about that after I posted.

            2. re: laylag

              big W is good bbq and the owner is very friendly.Theres a bbq place in hillsdale right before you turn onto 23 to great barrington which is better.Also you should definately check out Sir williams farm in craryville on rte 23.Its an honor farm with exceptionally good meats bring a cooler!!!

              1. re: ronhall51

                We're back and didn't have time to stop on the way but have to go back up in a few weeks to drop our daughter at camp and then a month after that to pick her up so have more opportunities to try some of these places.

                Ronhall, do you know the name of the bbq place in Hillsdale?

                1. re: laylag

                  that would be the underhill inn more of a takeout place

          2. Actually, John Andrews gets some very good reviews, but also gets a significant number of poor reviews (way more than an excellent or even good restaurant should receive). I fall in the latter category. My wife and I have tried it several times and have never found it to be all that special and the last couple of years actually found it to be mediocre. Check out their reviews on this site and others for a look at the diverse views.

            1 Reply
            1. re: gb25

              A little more clarification on my recommendation of john andrews.I never eat in the restaurant part . there are tables in the bar area i order off the bar menu.Its always great!!
              Dining room less so.Also the bartender gives a good pour.Frankly all the restaurants in the berkshires and columbia county get mixed reviews there are no sure things there