Nestled in Logan Square, this cozy wine bar boasts an impressive selection of vintages and a delicious array of small plates—perfect for date nights and casual gatherings alike.
"Celebrating its 30-year anniversary, Webster Wine Bar keeps the party going on New Year’s Eve with a night of premium wines, including lots of bubbles, and an appetizer buffet. Open bar from 9 p.m. to midnight with a midnight toast. Cash bar after midnight. Tickets, available here, are $150." - Lisa Shames, Eater Staff
"Webster’s Wine Bar has anchored Logan Square with oysters and wines by the glass for a decade. It’s also a haven for readers who want to sit at the bar and hide behind a physical book while taking advantage of some solid Happy Hour deals (which we saw no less than four people doing on a Friday during our last visit). Webster’s is also home to one of the best burgers in Chicago, in case you get hungry and don’t mind charred scallion aioli staining the pages of your book." - veda kilaru, adrian kane, john ringor
"Burgers and beer have been best friends since the dawn of humankind. Burgers and wine is perhaps a less popular match-up, but it’s a pairing that’s worth exploring at Webster’s in Logan Square. Hiding in a menu full of wine-adjacent dishes like tinned fish and charcuterie is a single burger, which just so happens to be the best thing here. The foundation is simple: a perfectly salty patty gently rests on a buttery brioche bun, tucked underneath a warm blanket of sharp cheddar. But what takes this to the next level is the trifecta of fragrant charred scallion aioli, crispy shoestring potatoes, and sweet pickles." - adrian kane, john ringor, veda kilaru
"The OG of Chicago’s wine bar scene, Webster’s Wine Bar served an extensive fermented grape selection for two decades first in Lincoln Park before moving to the current Logan Square location in 2014. Dates, friendly gatherings, and light meals are common in the dim, casual space, and the wine list focuses on Old World vintages, including a vast array by the glass." - Naomi Waxman, Eater Staff, Ashok Selvam
"With new bars popping up all along Milwaukee Avenue, it’s easy to overlook some of the places that helped make Logan Square the drinking destination that it is today. Opened in 1994 in Lincoln Park and relocating to Logan Square in 2014, Webster’s Wine Bar has anchored the Square with oysters and wines by the glass for nearly a decade. These days, its wine list centers on natural stuff, with bottles ranging from the Loire Valley to Basque Country. Grab a glass of something funky and orange and pair it with a round of Island Creek oysters or a cheese board at the large bar or one of the distressed wood tables overlooking shelves filled with books and bottles. It’s a cozy and sophisticated escape that, with any luck, will be around for years to come." - sarah freeman, john ringor
