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Best place to go for a serious conversation?

If you were going to have to have a very serious conversation with someone, that has equal potential to end badly as much as it does being mended, uh, where would you go? (This is not a romantic thing, just a serious thing.) Booze is must, but good food would really help too. Ideas? I am stumped. And nervous.

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  1. In Boston, or Cambridge or...?

    1 Reply
    1. Maybe someplace in Cambridge that has lots of political/social discussions going on at various tables, like Christopher's, Elephant Walk, Harvest, etc.? If you think it might end in a shouting match, though, maybe a Panera might be best...(?)

      Good luck...hopefully things go well.

      1. A few higher-end Chowish places on my side of the river, with a subdued atmosphere and tables spaced reasonably far apart:

        * Gargoyles (not the bar, just the dining room)
        * Soiree Room at Upstairs on the Square (unfortunately I don't like the food as much as downstairs, but it's much quieter)
        * West Side Lounge (gets noisy later, but the booths are insulated and comfy)
        * Green Street Grill (bar gets noisy, but the tables at dinner aren't too horrible, and the cocktails are terrific)

        1. I would opt for a place that I could easily take out of my rotation if things go poorly -- ie: wouldn't want to ruin my feelings about a favorite joint because of the breakup/intervention/confession/whatever. So, for me I'd go with a place like West Side Lounge, but not Highland Kitchen. Makes sense? Good luck.

          1 Reply
          1. re: yumyum

            smart advice yumyum! I agree. Maybe pick a place you have never been

          2. Many of the Ruth's Chris places I've been to have those semi-enclosed booths that are conducive to very private conversations. Never been to the one in Boston but worth checking.

            If you wanted to scream and throw things and never be heard or noticed, history tells me that Chuck E. Cheese, Bugaboo Creek or Rainforest Cafe are excellent choices.

            1. I think I would opt for one of the Irish pubs, like Kinsale. Plenty of little nooks to tuck into and have a private conversation, but loud enough background noise that people won't hear your conversation.

              1 Reply
              1. re: Pegmeister

                The back room at Doyle's crossed my mind for the exact same reason.

              2. Icarus' tables are pretty far apart. Good luck with your thing.

                1. You could consider Sagra at what used to be 400 Highland in Davis- not very crowded, you can get an appetizer assortment and go from there which takes the stress off ordering or eating. And they'll keep refilling your soda which you're nervously sipping, or keep bringing drinks without kicking you away from the table. (I say this because I conducted a work review under similar circumstances there) Also, they'll probably be out of business in a year if history holds true so you won't have to worry about taking it out of your rotation, and if they're not, the food isn't so great that you'd be heartbroken not to go back.

                  1. The McCormick and Schmick in Park Square has booths that are closed off from each other, and private. They have good oysters and a full bar, but avoid the chowder. It isn't Boston's best seafood restaurant, but it is perfectly decent. It is part of a larger chain, but the room is nice and it has a certain anonymity as part of its hotel location. It would be a good place to have a serious discussion, or even a serious meltdown, out of view or earshot of other diners.

                    Best of luck. You probably won't be the only ones having a serious conversation.

                    McCormick & Schmick's Seafood Restaurant
                    34 Columbus Avenue, Boston, MA 02116

                    1. I have had a few serious life changing discussions at a sofa at Bristol Lounge - Four Seasons.

                      1. I too like the Bristol Lounge. Not a place you're likely to get out of hand too quickly. The help there knows how to handle such situations. Good luck.
                        Here's To Control,

                        1. The two person private room at Mamma Marias in teh North End may be just the thing - nice view too.

                          1. There are two schools on this: loud and public, or quiet and private. You go for the former if you fear a scene, the latter if you don't. I like the advice that says if it might get ugly, choose a place you wouldn't mind avoiding for a while afterward.

                            1 Reply
                            1. re: MC Slim JB

                              Thank you everyone. There's no chance of a screaming melt-down kind of scene, but it's the kind of uncomfortable conversation you wouldn't want the table next to you to overhear. Far too personal, and too much potential for tears. (But no tantrums or anything ugly. Thank goodness. ) I like the Bristol Lounge idea a lot, but will look at some of the other suggestions as well. Thank you again!

                            2. Where did u go? And, how did it end???

                              1 Reply
                              1. re: taxi

                                Hi Taxi,

                                We went to the Bristol Lounge. It was the perfect place to really talk peacefully. Thanks CHers for the suggestion. And our talk went well. It didn't fix everything, but helped a lot.