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Bachelorette party and bar crawl for a foodie

I know there have been posts in the past about this topic but I still haven't quite found what I'm looking for. My best friend is getting married this summer (mid-June) and I'm trying to plan a fun bachelorette party for her and a party of about 10 people. The party will most likely be on a Wednesday night. Ideally, we'd like to do dinner followed by a bar crawl in either Cambridge or Boston. Requirements for dinner: good food (the bride to be works at Formaggio Kitchen so this is important), takes reservations, entrees around $20, close to good bars for the bar crawl. For bars, would like places with good cocktails (none of us are big beer drinkers)...live entertainment would be a plus! Would love to go to Drink but it's a little out of the way. I've seen Cucci Cucci suggested several times but I'm not sure if that's what I'm looking for. Would be interested to hear other ideas. Thanks!

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  1. As an alternative, can you think of a fun restaurant with good food and drinks that we'd enjoy spending most of the night at on a weekday?

    1 Reply
    1. re: AnjLM

      Eastern Standard was sort of built for exactly this. Check the Sox schedule first.

    2. How about dinner at Oleana - see if you can convince them to give you a reservation for the garden out back for your friend - followed by drinks and dancing at Middlesex? After Middlesex, to People's Republic...

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      Oleana
      134 Hampshire St., Cambridge, MA 02139

      1. Could you tell us a little more about the bride's likes and dislikes? That might help us come up with some more recommendations.

        Honestly, I think you need to decide if this is an eating occasion with some drinking, or a drinking occasion with some eating. The later is more typical of the bachelorette party, but it sounds like maybe the bride would prefer the former?

        If you decide this is more of an eating focused event and are willing to up the price point a little bit, I'd check out Craigie on Main.

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        Craigie on Main
        853 Main Street, Cambridge, MA 02139

        1. Thanks for the suggestions so far! In response to Vintage Molly, I think there will be more drinking than eating but we definitely want good food to start out with. Some places the bride likes for food is Craigie on Main, Garden at the Cellar, Oleana, East Coast Grill. Unfortunately, we are limited by finances (a lot of us are in or just out of grad school). For drinks, she likes well-crafted cocktails (she'd love Drink but it's kinda out of the way). I'm torn between just going to a place like Eastern Standard and parking there for the night or doing a bar crawl after dinner...not sure what the bar scene will be like on a Wednesday. Other thoughts I have had are Toro followed by Beehive?

          3 Replies
            1. re: Beachowolfe

              My thought too but OP wants a week night. Too bad.

              1. re: Berheenia

                That looks like fun! Unfortunately we're limited to a weekday right before the wedding since a lot of people are flying in from out of town.

          1. Gaslight followed by Beehive? That's what I'm considering for our party.

            2 Replies
            1. re: sillysully

              That's definitely a possibility...I had been thinking that the beehive would be fun- pretty good cocktails and live music!

              1. re: sillysully

                If you end up in the area of Beehive, 28 Degrees has some pretty great drinks. And if you need to soak up some of the alcohol later that night, their truffle parmesan fries are delish. In addition, Masa has a habanero watermelon margarita that is to die for :)

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                28 Degrees
                1 Appleton St., Boston, MA 02116

                Masa
                439 Tremont Street, Boston, MA 02116