<<Disclaimer: Verify this information before applying it to your situation.>>

Thanks to everyone who gave me helpful information.  Here's what I learned:

You can get gluten free foods at Guidos marketplace near the pittsfield/lenox line (1020 South Street Pittsfield, MA 01201 - 413-442-9912 & South Main Street Great Barrington, MA 01230 413-528-9255).  We have eaten at the Dakota Steakhouse (1035 South St  Pittsfield, MA 01201  413-499-7900) directly across from Guidos many times with no problems.
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Bizen Gourmet Japanese Cuisine (17 Railroad St, Great Barrington - 413 528-4343) is very good and owner/sushi chef is knowledgeable and keeps GF soy sauce on hand.  Recommend that highly.
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You can try Clovers Natural Food on Rte 20 in Lee (42 Park Street, Lee, MA 01238 - 413 243-1775) they have a good stock of gf food, too.
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 Windflower Inn (684 S.Egremont Rd.  Gt. Barrington, MA 01230  413-528-2720 | 800-992-1993)  A gluten-free diet can be accommodated since the Innkeeper has been gluten-free for many years.
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Richard Paul
Washington, DC

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