Thanks for the suggestions
I finally packed last night and this is what I ended up with, remember its 5 days/ 4nights
- charcoal wool bubble vest
- light denim jacket
- a couple of versatile tees
- a gray long sleeve henley
- gray tweed blazer
- j crew urban slim army green pants
- j crew urban slim navy pants
- dark brown clark db's (gonna use these as my every day walking around shoes)
- dark brown monk straps (my shoes for the evenings when going out)
- 1 cardigan, 1 crew
- white button, baby blue, red gingham, chambray button downs
I feel like I can mix and match with any of these items. I'll definitely be shopping (probably in the SoHo area), so I feel like that would be enough for me. The key was for me to not bring that any pairs of shoes and heavier items. Things like the henley, sweaters, pants, etc. will not take up much space at all.