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I called Colt and asked about the Woodsman and it was a 1962 2nd generation gun.
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There are three series of Woodsman pistols, corresponding to three basic frame designs. First Series refers to all those built on the S frame as it existed prior to and during World War Two. Second Series includes all versions built on the second S frame design from late 1947 until mid 1955, and Third Series means the third S frame design as used from 1955 to the end of regular production in 1977.
Each series had a Sport Model with a 4-1/2 inch round barrel, a Target Model with a 6 or 6-5/8 inch round barrel, and a Match Target Model with a heavy, flat sided barrel. For the first series Match Target that flat sided barrel was 6-5/8 inches in length, while in the post war versions it was either 4-1/2 or 6 inches.