Central to the current flag of Connecticut are three grapevines, which can be symbolized by a bunch of grapes - like others have done before me. The shape of the bunch follows the example of TheMaster001, while the colors of my new flag are all found on the current flag itself.
I made three designs to replace the current flag of Delaware (two of which are strongly related). The first design expands the contents of the shield to the whole flag: colors and basic layout are taken from the shield, as are the cow and the stars. The golden discs represent the bushel of wheat and the corn. The many tiny stars are represented by three larger stars.
In the second and third designs, which I nicknamed "less is more", I take all the lettering and emblems off the existing flag to make a unique flag. The second design uses the exact pastel colors of the current flag, and the third one uses their hard color equivalents.
For these designs I took the tree that is on the shield on the seal on the current flag of Maine and made it the centerpiece. For the first design I used four colors from the current flag, and for the second one I reduced that to just two.
Proposal "confused" for a new flag of Maryland. It's probably not possible to improve the flag as it is. It is, however, possible to combine the elements of the flag in different ways - which is shown here in two designs
For the flag of New Hampshire I wanted to make the ship that's on the seal the centerpiece, but it being a handdrawn design made that nearly impossible. Luckily, Hans had already done work on that - and a pretty good job at that, too, if I may say -, so I took his stylized drawing of the boat as a starting point. I wanted the boat to fill the flag, so I had three choices to make it all fit: 1) make everything a little bit smaller (than it is now), 2) shift the horizon down a bit, or 3) cut off the mast and flag as necessary. I chose the third option (because: what's a flag doing on a flag anyway?), measured up Hans' drawing as carefully as I could, and recoded it as a new proposal.
The current flag of Rhode Island is square - which is in itself a reason to replace it. Needless to say the banner has to go - and then there are stars. I'm not a great fan of too many stars, so I've only used an anchor. The color orange is taken from the Governor's flag.