Situated in the hub of downtown Portland at 18 Monument Square, Shay’s Grill Pub is a cozy, convivial neighborhood restaurant with a terrific selection of local microbrews. Brian Brenerman has owned Shay’s since 2006, and he told us, “We’re busy year round thanks to the wide variety of regular clientele that come in, from twenty-somethings to lawyers and many others.”

The grill pub always has 8 tap lines with frequently changing beers to support local breweries… and it’s known for its hamburgers although their extensive menu has something for everyone. (We found unique offerings such as Mediterranean Nachos and Shay’s Steak Bomb.)

When Brian bought Shay’s from the previous owner, he didn’t need to make many changes and he’s happy that the neighborhood has been steadily “up and coming.” He said, “Now I’m getting surrounded by other restaurants, which brings more people to the area and that’s good for all of us. Business has been going well, with a 10% increase every year since 2008.” Originally from Massachusetts, Brian bought Shay’s when he was 28. His wife, Jennifer, started working there three years ago. He noted, “I’ve lived in a lot of places and I feel mostly at home here.” We imagine you’ll feel right at home in Shay’s intimate setting (48–seat capacity). Check it out at