I’ve been searching for a solution to this and found the idea in the HS community “ideas” so if anyone wants to go upvote for it there, I’d appreciate it - this really should be a feature and clearly there are a lot of us who need it! We can bulk upload other things for contacts, why not photos as well?
https://community.hubspot.com/t5/HubSpot-Ideas/Mass-import-contact-photo/idc-p/950671#M174673