The Westchester Bar at Which You Should Be Drinking (but Aren’t, Yet)

We walked into Gleason’s with high hopes. We’d heard a lot of positives about this Peekskill bar and were eager to experience it first-hand. But our hopes quickly diminished as we walked in to see, at most, 15 people in the bar. On a Friday night. During the summer. But, oh, would Gleason’s make up for it (it was quite the emotional rollercoaster, as you can tell). Why is nobody drinking at this bar? It’s bright, airy, has cool artwork on the walls, and God knows you won’t forget its name, seeing as the interior is lit with a huge “Gleason’s” sign. Its seasonal beer cocktails—which, for whatever reason, seem to be rare here in the County—were some of the most drinkable (and deadly) concoctions we’d tasted thus far. (Though the ones we sipped are no longer in season, try their latest: Captain Morgan Rum, house-made ginger simple syrup, apple juice, lime juice, topped off with Goose Island 312 Urban Wheat Beer, and garnished with an apple slice, grated ginger, and a sprinkle of cinnamon.) To recount: It’s a great space, has a great ambience, and has great drinks. The only thing missing: you. So change that, now. 

Our Women in Business Awards event is November 21!

Our Best of Business event is October 30!

Our CEOs & Business Leaders Golf Outing is August 5!

Our Best of Westchester Party is July 24!

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Holiday flash sale ... subscribe and save 50%

Limited time offer. New subscribers only.