The 1927 Vermont half dollar honors the 150th anniversary of the Vermont's independence and the Battle of Bennington, waged during the American Revolutionary War. The coin, designed by Charles Keck, features on the obverse a portrait of Vermont founder Ira Allen, while the reverse showcases a catamount. The coin was issued for $1 apiece and most were preserved in uncirculated grades.

Vermont half dollars were at one time considered one of the scarcer key types in the classic commemorative series spanning from 1892 through 1954. Today the coin still has a strong market. Most examples are known in grades ranging from MS63 through MS66, with MS67 proving scarce and pieces in the grades of MS68 or better extremely rare.