
In the Doane-Thompson monograph "Catalog of U.S. County and Postmaster Postmarks" edited by Kenneth L. Gilman (David G. Phillips Publishing Co., 1990), there is a reproduction of a sales pamphlet by F. P. Hammond & Co. of Aurora, Illinois from the 1880s. Postmark No. 532 shows the same type of cancel used by South Wardsboro and a few other post offices (less than 40) throughout the country. The postmark included a Wheel of Fortune canceler for the stamp.
According to writer Bill Lizotte in the August 2009 issue of The Vermont Philatelist, South Wardsboro is fairly scarce with only 2 or 3 examples known. Fletcher, Illinois was another post office that used this type of cancel.

If you interested in Vermont Postal History, you should belong to the Vermont Philatelic Society. Its website is http://www.vermontps.org .