If you do come to Santo Domingo, I would question the Hilton. It's not a good Hilton (I like Hiltons in other cities, but in Santo Domingo it's pretty terrible), and it's really expensive compared to other hotels in the area. And it's not well located. You can't really walk around that neighborhood alone at night, so you'll need a taxi, and the taxis all double their fares for Hilton customers. And if you do meet women, you're going to have a nightmare trying to get them back into your room at the Hilton, at best this will be expensive and at worst impossible.
I would suggest you go to a chica-friendly hotel in the Colonial Zone like Roma, you can walk around at night reasonably safely, and you'll pay half the price of the Hilton. And if you do want to bring ladies back, you won't have any problems.
I would suggest you go to a chica-friendly hotel in the Colonial Zone like Roma, you can walk around at night reasonably safely, and you'll pay half the price of the Hilton. And if you do want to bring ladies back, you won't have any problems.