This is such a tough situation, but in general, because there are so many scammers, I think it's usually best to donate to local charitable and/or church groups. Then perhaps if someone asks for money, you can instead give them a business card/flyer for the local food bank or shelter. That way, if they are truly in need, they can receive more consistent help as many such charitable groups also offer referrals for job training or any additional support, such as rehab, counseling, or medical care the person may need.
I think this is generally a safer route to go also, especially for women. We have to be careful that our compassion isn't used against us.