South Boston's Favorite Neighborhood Bar

The Playwright Bar has been one of the South Boston’s favorite neighborhood bars for over a decade now. We carry a wide variety of draughts, spirits and fine wines. The friendly, sports inspired atmosphere is the perfect place to root for your favorite team while enjoying some solid bar fare. We also feature casual dining area with an extensive menu where there is something for everyone. The Playwright is a perfect place to gather for cocktails, dinner or enjoy a weekend brunch.


We focus on delivering the highest level of quality and consistency. Our creative menu, unique cocktails, legendary service and stylish ambience are a cut above the rest. Here at The Playwright, we are prepared to cater to your every need. The Playwright is the perfect place for business luncheons, birthday parties, graduations, cocktail parties, or any event. Our hospitable staff is dedicated to a level of excellence that is sure to exceed the expectations of your friends, family and associates. Best of all, there are NO room fees!

“A Brunch You Will Not Forget”

Make The Playwright your Sunday home. With an extensive brunch menu, The Playwright has something to satisfy every appetite. Compliment your brunch with a mimosa tower, espresso martinis and more! Then stay for a game, and celebrate Country Sunday with lives tunes by our talented Annie Brobst!