The short answer is yes. I was prescribed Azithromycin for a sinus infection. I felt that the medication was not working. So I called Walgreens and spoke with the pharmacist who stated that I can take both Benadryl with the Azithromycin 250mg.The best thing to do is to contact your local Pharmacist and tell him/her everything you are taking.Please remember that both drugs have a drowsiness effect.Therefore, I would only recommend taking one Benadryl with the Azithromycin. If you are in doubt, contact your primary care physician and the pharmacist.lease remember that both drugs have a drowsiness effect. Therefore, I would only recommend taking one Benadryl with the Azithromycin. If you are in doubt, contact your primary care physician and the pharmacist.