There are 9 words that start with 'pennyw'.
| pennywise | pennywort |
| pennyworth | pennyworts |
| pennyweight | pennyworths |
| pennyweights | pennywhistle |
| pennywhistles | |
Note: These 9 words that start with 'pennyw' are found from the USA & Canada version of the tournament Scrabble word list.