Mashed potatoes and green beans are staple classic sides that give a comforting country feel to a plate of meatloaf. These can be plain or cheesy potatoes, but an excellent option to really make things interesting is preparing twice-baked potatoes with cheese. Scalloped potatoes and cooked vegetables are also great side options to consider. As far as bread options there's something nice about a timeless biscuit, but sweet Hawaiian bread is also an excellent choice to really add a kick to the bread. Wine and beer can have some nice pairings that can alter the flavors and make for a more memorable and tasty experience with meatloaf. These pairings are reliable and proven to be effective at bringing the meal together and gives a variety of flavors. A classic dish deserves a classic dessert to accompany it, so try options such as apple pie or peach cobbler with ice cream.