You can carouse at bars, inns, taverns, lodges, dens, etc. You get +1 to carouse with a 15+ Charisma. You get -1 to carouse with a 6 or less Charisma. You may also spend 100 gp for additional +1s (max +3).
If you don't get a follow-up question, sorry that's all you learn here. You might be able to learn more through investigation of the lead, but not just asking around. The more specific your follow-up question, the more specific the DM's answer will be.
If you roll a 2 or less, you must roll on the Drunk & Trouble table.
Reaction Roll (2d6+modifiers) Result 2 or less Oh no! You've gotten drunk and in trouble! 3-5 You don't learn anything of interest, but you have a good time. 6-8 You learn one interesting rumor. 9-11 You learn one interesting rumor. You can ask a follow up question of the DM. 12 or more You learn two interesting rumors. You can ask a follow up question of the DM pertaining to one of them.