| Solution | Length | |
|---|---|---|
| 3 letters | ||
| sad | 3 | |
| 4 letters | ||
| alas | 4 | |
| sore | 4 | |
| 5 letters | ||
| adieu | 5 | |
| sharp | 5 | |
| woful | 5 | |
| 6 letters | ||
| woeful | 6 | |
| tragic | 6 | |
| rueful | 6 | |
| 7 letters | ||
| doleful | 7 | |
| 8 letters | ||
| rhomboid | 8 | |
| mournful | 8 | |
| touching | 8 | |
| wretched | 8 | |
| dolorous | 8 | |
| PITIABLE | 8 | |
| 9 letters | ||
| AUTOPSIED | 9 | |
| affecting | 9 | |
| sorrowful | 9 | |
| woebegone | 9 | |
| miserable | 9 | |
| 10 letters | ||
| lamentable | 10 | |
| deplorable | 10 | |
| 11 letters | ||
| regrettable | 11 | |
| DISTRESSING | 11 | |
| 13 letters | ||
| uncomfortable | 13 | |