I travel quite a bit for my job (by car) and thought I’d show you what I pack for an average trip.
For suits, a navy, a dark grey and I wear my grey tweed. Also, my black/white herringbone tweed blazer and a brown donegal tweed waistcoat.
For shirts, one pink, one blue, one white dress shirt for wearing with the suits. For casual wear, one red university stripe oxford and one blue gingham button down.
Accessories: red, green and navy silk knit ties (for the suits) and a navy with red/white stripe silk tie (for casual). Also, various pocket squares. I also pack one black and one brown leather belt as well as one tan web belt.
I only pack my 501s for extra pants, but if it gets warmer, I’ll maybe swap that with a pair of chinos. And obviously, undergarments and socks.
Not pictured: shoes, which include one pair black and one pair brown leather as well as a pair of tan bucks. Also, a trench coat.
I pack this all up in a rolling luggage (overhead size) and put the suits and blazer in a Hartmann tweed suit garment bag.