I think I can see enough details, from the description, to give a catalogue ID.
#1: D&H# Yorkshire 56. This coin comes in three edge varieties, engrailed (looks like the edge on
this coin), milled (looks like the edge of a typical Canadian quarter) or plain. Given that yours appears to have some manufacturing defects (off-centre reverse and a clipped planchet), I'm guessing "plain edge". CV in the British token catalogue is £16 in British VF condition; I have no idea if the minting errors would make the value of yours go up, or down.
#2: D# Somersetshire 23 to 29 - I'm afraid the catalogue doesn't go into detail about differentiating the varieties, but it doesn't affect the price: £65 in EF.
#3: D&H# Somersetshire 99 to 101. CV £14 in VF.
#4: This medal is supposed to have a ribbon attached; any catalogue listing it would give a price for one still with its ribbon and medal collectors aren't going to pay too much for one without it. I can only suggest looking on
ebay and seeing what other ribbon-less medals are selling for; There's one up right now asking for $100, but I think that's a bit of a stretch given that intact ones sell for around $50. Prices for medals also can depend on who it is awarded to, if they fought with famous units or famous battles. Does it have a name or service number engraved on the edge?
Don't say "infinitely" when you mean "very"; otherwise, you'll have no word left when you want to talk about something really infinite. - C. S. Lewis