The South Side is a very good bar with a unique and eclectic food menu. The bar is appealing, clean, and has a very nice selection of draft beers. Smokers will appreciate the cigarette machine, but not the associated price tag. Serving staff have always been polite and courteous.
The ambiance is great for both dates and meeting up with friends. The outdoor patio is great for the warmer months and the indoor fireplace helps keep the glass-enclosed area warm during the frigid winters. The caveat being that there are often gaps in the large doors that make the dining room chilly in the winter. South Side would be wise to improve the weather-proofing to help keep the guests warm.
The food is decent, but I've yet to find a meal that is the home-run I've been looking for. The chicken and waffles is a pretty good entree but my serving of chicken was small with some type of gristle. I've had pretty good sandwiches as well. They'd suffer in the ratings if the bar wasn't shouldering most of the praise.
Overall, I'll go when invited, but this isn't my first dining choice in the Tremont area.