There is a pizzeria, which is refreshing due to the lack of variety of vegetarian food in Trinidad. There are many other amazing places to eat with much fish and chicken cooked in imaginative ways.
Many casa particulares offer dinner, for a fee, which are usually authentic dishes and very well prepared and well worth checking out.
There are quite a few Paladars in the town, which offer quality home cooked style food which is usually served at the back of the hosts Casa or House. Its quite hard to find Paladars if you havent first been taken there by a tout or you have friends that could recommend one. If taken to a Paladar by a tout, be prepared to have their commission added to the bill.
There are several 'so called' peso pizza establishments in the town which allow tourists to purchase Pizza for the national peso price. This usually works out at around 5-10 national pesos or 10c. This is a good idea for travellers on a budget. One of the biggest places in Trinidad is situated on the corner of Frank Pais and Francisco Javier.
In the square at night, there are often events and there is a very good club open until the early hours. It is a lovely town with amazing visitors and inhabitants, and small enough for you to wander and choose your drinking hole. The Mojito's and rum cocktails are great.
Casa de la Musica - there are two bars in the main Trinidad square and there is live music from 9pm till late. There is lots of dancing and reasonably priced cocktails...its the best place in town!!
There are also places where the locals hang-out and which serve quite decent beer at a very reasonable price. These places usually serve draught beer and stay open just as long as there is beer to serve. When the beer from one place has been drunk, then it's off to the next place or not. Many of the locals drink their beer outside on the street and Trinidad is so small so these places are easy to spot.