Roscoe Village

Why we love it

This charming, laidback “village within the city” is filled with casual taverns, independent shops, and cute cafes that spill out onto the sidewalks during the warm weather months.

Insider tips

This cozy little pocket is an eclectic mix of unique boutiques, classic frame and brick homes, and locally owned eateries. It’s a wonderfully welcoming and quirky place. Case in point: popular comfort food spot Kitsch’n on Roscoe, where you can enjoy your brunch with a side of ’70’s-style kitsch.

Check out Le Sud’s rooftop patio, where you can soak in the sun and laidback vibes with some French Mediterranean dishes. Come evening, head to Constellation, where you’ll find some of the city’s most progressive jazz, contemporary classical, and improvised music, founded by local drummer and Pitchfork Music Festival’s talent buyer.

Explore like a local

Shop a vintage clothing goldmine at Shangri-La Vintage. Get a free tasting on Sundays at Lush Wine & Spirits. Enjoy seasonal small plates and an approachable wine list on Volo Restaurant Wine Bar’s intimate, year-round patio.