A herpes lesion is caused by the Herpes simplex virus (HSV). Typically, herpes-lesion go through an appearance change over time. To be specific, HSV has 4 stages: During the first stage, a red spot appears called an "erythema" that is painful and itches; then a pimple filed with serous liquid appears in the vesicular stage; the pimple occurs in the middle of the erythema; after few days, the pimple pops and an ulceration stays, and finally the ulceration turns into a crust and heals with no scar. The whole evolution of the herpes-lesion lasts about 14 days. Itching and redness is present all the time.
In your case, you state that there is a “pimple” but you are not sure if it is filled with something or not. If it is filled with pus, the skin condition is called a superficial folliculitis. Superficial folliculitis is a bacterial infection. If there is nothing inside the bump, the condition is called papula and could beinfected with the Human papiloma virus (HPV)-wart. Those small bumps you notice could originate from the big one which is typical for warts (auto-spreading). Warts usually do not itch.
Further, Molluscum contaginosum is a skin viral infection caused by the virus Monitor hominis. Here the warts have a hole in the middle. When pressed from the sides, these warts expel some yellowish mass. Molluscum contaginosum can itch if it is secondarily infected with bacterium.
You can visit your primary health provider or a dermatologist for proper diagnosis and treatment.