Paws, Deals & Summer Vibes: Roscoe Village's Summer Sidewalk Sales and Tails Is Coming This July

By Socialhood News · Il/Chicago/Roscoe Village · June 9, 2026

Mark your calendars, Village neighbors — one of Roscoe Village's most beloved summer traditions is just around the corner. The Lakeview Roscoe Village Chamber of Commerce has announced that Summer Sidewalk Sales and Tails will return on July 11–12, 2026, bringing two full days of outdoor shopping, local business love, and plenty of four-legged fun to the streets of the 'Village Within the City.' It's the kind of only-in-Roscoe event where you can score a great find from a neighborhood shop and make a new furry friend all in the same afternoon.

And the business scene keeping those sidewalks buzzing keeps getting more interesting. Among the newest arrivals welcomed by the Chamber is Coffee, Hip Hop, and Mental Health — a one-of-a-kind concept that uses the power of community, conversation, and yes, a good cup of coffee to create space for mental wellness and connection. It's a mission-driven addition that speaks directly to the heart of what makes Roscoe Village special: a neighborhood that genuinely cares about the whole person, not just the bottom line.

With Summer Sidewalk Sales and Tails still a month away, now is the perfect time to get acquainted with the shops and spots lining Roscoe Street before the big weekend arrives. Follow the Lakeview Roscoe Village Chamber of Commerce at lakeviewroscoevillage.org and on Facebook to stay up to date on participating businesses and event details. Bring the dog — they'll fit right in.

Sources:
1. https://www.lakeviewroscoevillage.org/
2. https://www.lakeviewroscoevillage.org/blog/welcome-new-businesses-to-lakeview-amp-roscoe-village