This is what I came up with but I have not been able to figure out the top two beverages. Who gets stout or dark ale?
9 mugs - $40 - Sam - Stout or Dark Ale
6 Humpens - $45 - Rosie - Stout or Dark Ale
1 Pitcher - $50 - Frodo - Larger
5 Pints - $55 - Pippin - Porter
4 Bottles - $60 - Merry - Pilsner
8 Tankards - $65 - Bilbo - Hefeweizen
I must have read those 12 sentences 100 times.