The first known colonial issue was the British New World Issues. These included the twopence, the threepence, the sixpence, the portholes and the shilling. These are worth a lot and were issued circa 1616. They had their own nickname, too. The Hogge Money or Hoggies.
The Massachusetts were issued in 1652, and were the earliest authorized medium exchange in the New England settlements. These were the NE threepence, the NE sixpence and the NE shilling. These are completely blank, except for the NE on the obverse and what it is on the reverse ( the threepence had an III on the back, and sixpence had an VI on the back, etc. ect.).
Then there was the Oak Tree Coinage, with the twopence, the threepence, the sixpence and the shilling. These depicted a bare oak tree on the obverse, with a circle of writing on the rim. The reverse had the date, how much it was worth in roman numerals and NEWENGLAND**** on the rim.
After the Oak Tree, came the Spruce Tree Coinage. These included the threepence, the sixpence and two types of shilling. One was the Large Planchet. The other was the Small Planchet. These were the exact same as the Oak Tree Coinage, but instead of an oak tree in the middle, there was a spruce tree in the middle. The actual tree appears to be coming out of a log, and has very thick needles pointing up.
The Maryland issues were a big step for the colonial issues. These included the first American penny or Denarium. There was also the fourpence (Groat) and the sixpence and of course, the shilling. These also all depicted faces, instead of various nature as in some of the previous issues. On all of the obverses, there is a depiction of a man, each a different version of him. As usual, there is writing circling the head on the rim. On the Penny’s reverse, there is a crown with flags coming up from it. There is more writing on the rim. However, on the other coins’ reverses, there is a shield with writing around the edge, with the rim. All of these revolve around Calvert, the “Lord of Mary’s Land.” The reverses, not the penny’s, show his family’s coat of arms.The New Jersey Issues are the first Farthing and Halfpenny. These are the first issues that were constructed with another purpose. No counterfeiting. These depicted Saint Patrick. On the obverses, he’s playing a harp. On the reverses, he’s speaking to the people with a staff in one hand and a three leaf clover in the other. There’s writing along the rim with both coins, obverse and reverse.