Personally, Heffy (<3) has asked me to come back to play a halfling and I have been considering it. The only things really keeping me from doing so are:
Feedback saying that the halfling town is kind of devoid of halflings most of the time. Since the playerbase is so small, roleplay should be centralized to give people a better chance of roleplaying with you. I remember a time when there was a pumpkin wall around the town and those who wanted to pass through had to talk to a halfling guard about passing. It created some very entertaining and engaging roleplay.
Lack of drama/conflict - I realize that halflings are to be silly and easy-going, which I absolutely love about this race. What I'm trying to get at is that what makes other races attractive is their seriousness that leads to conflict and drama - which in turn creates good roleplay. How will the problem be resolved? And sure, halflings have their own kind of conflicts, but they tend to be much milder than that of other races. Most events they have are festivals and parties. Perhaps events like a fire in a hobbit hole that has taken all of an individual's few possessions and bed causes the rest of the community to try to help them get back on their feet, or a trickster (I love this idea someone presented upon bringing this back to the race - forgot the name atm, though, sorry!) who steals things in the middle of the night and the town has to band together to find his hidden stash. You could easily come up with race-appropriate, conflict-including events that everyone could participate in.
When I did play a halfling, I felt like she didn't have much of a role in the community. There were a few, like the sheriff and mayor, who had roles, but for the most part halflings farmed whenever they needed food, they bartended for themselves, and they went fishing whenever they wanted fish. I think that having professions - and making these roles (for the most part, of course people can garden, fish, or go strawberry-picking for recreation) restricted, meaning only someone with that profession can do that specific job for a living, would help members feel like their characters are important members of the halfling community. I do not know how it is now, but in the past this is how it was - or it seemed to be - for me. This is more of a suggestion and isn't an objection I have like my first two points.
These are just a few of the things I've noticed - if you all are thinking about forwarding the halfling community for the better, I'd be happy to join in.