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Conference Widow Trolling the streets of Boston in search of Food

I'm tagging along with my husband while he attends a conference in mid-May.
I will have 4 full days (Sunday-Wednesday) on my own to discover the beauty and food of Boston!
We are staying in Back Bay but I am planning to do a lot of walking and to use the T for transportation.
I would love to try out local favorites while wandering different neighborhoods. (North End, Cambridge, Becon Hill, Kennmore, Back Bay) I will also be walking the Freedom Trail of course.
In the evenings I will take the hubby back to the neighborhoods show him the highlights and have dinner.
Neither one of us have been to Boston before, so for dinner we would love to try things quintessential "Boston" (Seafood, chowder, Irish pub, North End Italian etc.) so if a place might be a little "touristy" that's okay cause it is all about the "experience" this trip.
I've started my research and will update with ideas but any help will be greatly appreciated!

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  1. This should get you started, courtesy of opionated chef: http://chowhound.chow.com/topics/781155

    1. That is a great link; here's my short list:

      North End: Pizzeria Regina for lunch and L'Osteria for dinner
      Chinatown: Best Little Restaurant, Peach Farm

      11 Replies
      1. re: ipsofatso

        I would start with lunch at Sel De La Terre, upstairs in the bar area at a small high top overlooking Boylston St. The view is almost as good as the food. I can recommend the burger (note they cut it in half) but the whole menu is good. Don't miss the back oyster bar at Island Creek Oyster Bar.
        http://www.seldelaterre.com/back-bay/...

        1. re: Berheenia

          Just read on the website that Sel de la Terre is no longer serving lunch. :(

          1. re: kiki2U

            Just did some more looking and it looks like it is just the Long Warf location that is no longer serving lunch. The other two locations will remain open. Looks like this could be a great option :)

            1. re: kiki2U

              the long wharf location is closing any day.

              1. re: kiki2U

                You can't beat the view of Boylston Street from the 2nd floor. SDLT 's big sister restaurant is L'Espalier, one of our top fine dining spots with lunch starting at 60 bucks. They share a kitchen which is open on the Prudential side, if you are into kitchen voyarism.
                If you have cash to spare and like getting dressed up you could lunch at
                http://www.lespalier.com/about/

              1. re: ipsofatso

                I've just always loved the homey, old school red sauce joint vibe at L'Osteria, and the chow it great.

                1. re: StriperGuy

                  I had to look it up but that is where our senior sales exec takes us at the end of every quarter when he is in town (I just think of it as Don's place) but you are right, the chow is great and so are the waitstaff.

              2. re: StriperGuy

                as much as i love peach farm, i don't think it suits a solo diner. even with 2 of you, it's hard to order enough dishes to enjoy their excellence to the max!

            1. Hit Galleria Umberto in the North End at lunch, get there at 11, that's a real Boston experience with great chow.

              By the way, love the title of your post.

              1. Breakfast at the Paramount. Take the bus to Castle Island on a nice day and have a burger or dog at Sullivans and a stroll, watching the planes land and take off.

                1. Hi, from one "conference widow" to another: if you want to dine eith locals, head to the South End. It is teeming with great restaurants. Not really any tourist sights there, but lots of beautiful brownstones that have been renovated over the past 20 years. Hamersley's is nice for a splurge dinner; roast chicken sounds simple, but theirs is otherworldly. B&G for oysters in a tiny space; Toro for tapas, Beehive for a busy bar scene; there are so many choices! For Kenmore, definitely Island Creek Oyster Bar. Big, buzzy space and good seafood (on Red Sox nights,reserve a time after the game starts). In the Back Bay, I like Uni for creative sushi in the Eliot Hotel.