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Recommendations for road trip eats: HWY 2 between Boston & Greenfield, VT + I-91 btw Greenfield and Burlington

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Canadian taking a road trip with friends in June: starting in Boston, driving the 2 (George W Stanton Highway, I think it's called) to Greenfield/Shelburne Falls area; continuing on the I-91 through Brattleboro to Burlington.

Any places we shouldn't miss? Can be anything from a roadside stand, a market, or a mom & pop's to a hip gastropub. Lunch, breakfast, dinner, whatever - we'll need all kinds of meals. One condition: we're not interested in places with $30 mains. Bonus points for places on interesting, walkable strips, places with excellent patios, places that brew their own beer, or places that have cool things to do or see nearby!

Thanks in advance - looking forward to suggestions. And sorry. Sorry. Ugh, sorry. I can't stop apologizing, being Canadian and all.

Sorry.

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  1. Any particular reason you're taking Route 2? It is certainly not the fastest route up to Burlington. Most people either take I-93 to I-89 or Route 3 to 93 to 89 to get to Burlington. It will take you through Manchester NH and Concord NH which have some tasty food options. In Manchester, Republic has some very tasty food. In Concord, Sunny's Table is really good. In Waterbury VT, you can stop at the Alchemist for some good beer and food. Have a good trip.

    2 Replies
    1. re: ecwashere7

      Thank you! The 2 is dubbed one of TripAdvisor's top 10 'Vintage American Road Trips', so that's why we're taking it. That said, we may reconsider given some of those points of interest.

      1. re: NearestForK

        There are some beautiful views and impressive bridges, but I've honestly never found a thing to eat on Rt 2 (we drive it between 495 and 91 a couple of times a year.) But I'd ask on the Southern New England board, as there may well be hidden gems.

    2. If you make it to Greenfield MA, there's The People's Pint, I've only had their beer, and I recommend it based on that!

      http://www.thepeoplespint.com/index.htm

      Brattleboro has a HUGE farmers market on Saturdays. There is also a deli there....The Country Deli I believe? Have a great trip!

      1. Take a detour on US 2 over to Marshfield, Vermont, and go to Rainbow Sweets. Not to be missed. Not just desserts, as the name would imply. Items change daily. Only the awesomeness remains the same.

        1 Reply
        1. re: vtnewbie

          OOOH! My fellow road trippers are going to be very excited by that one. Thank you!

        2. Route 2 is a lovely drive. I say go for it. For lunch, stop at the Wagon Wheel in Gill, maybe 5 miles before you hit 91. Not much to look at from the outside, but really fresh, delicious food. Also Burrito Rojo and Holy Smokes BBQ deli, just off 2 in Turners Falls, lots of good food in Greenfield too, but that would be taking you a bit more off the highway.

          Shelburne Falls is a lovely place to stop with requisite cool things to see, quaint, small town, a few good restaurants; but that would be taking yourself about 20 minutes in the wrong direction.

          1 Reply
          1. re: hilltowner

            Thanks! Wagon Wheel sounds lovely! We are likely sleeping in Shelburne Falls - we're aiming for a slow, rambling route, so the 20 minute backtrack is nothing. Thanks for the suggestions :)