Summer Festivals & Events in Roscoe Village

Looking for something fun to do? Roscoe Village has events throughout the year that are fun for the entire family. Plan to stay with us and enjoy being one of  'the locals' in this close knit family friendly community for a few days, a week or longer! Roscoe Village Inn's guide to fun festivals and events in 'The Village'
Roscoe Village Garden Walk
Roscoe Village Garden Walk
2019 Dates To Be Announced
The Roscoe Village Garden Walk is sponsored by Roscoe Village Neighbors. There is no admission fee. Exhibiting gardens will be on public display rain or shine from noon until 6:00 p.m. on Sunday, July 29th and will be marked by signage and balloons. Attendees can pick up official garden walk guides at either of our two information centers located at 1800 W. Roscoe. Refreshments will be available at the information centers while supplies last, and restrooms are available at the Pencil Factory Lofts. Guides include a map and descriptions of each of the exhibiting gardens.

Roscoe Village Garden Walk images of flowers
Roscoe Village Burger Fest
2000 W. Belmont
2019 Dates To Be Announced

The savory patty and a rockin' music lineup on two stages. In addition to burgers and sides from more than a dozen local restaurants, also features a large kids' area and artisans. Music headliners include Lucky Boys Confusion and AM Taxi.
Roscoe Village Burger Festival guy holding yummy burgers
stand up comic at CAMP comedy night at Village Tap in Roscoe Village
CAMP Comedy at the Village Tap
2055 W Roscoe
MONDAYS 8:15-10pm
CAMP welcomes performers into a supportive space and fosters a sense of community around creativity. CAMP features seasoned stand up comics, character comedians, games, and fresh talent. It's high-energy, it's weird, and it's suddenly your favorite night of the week. 
the crowds of people at Retro on Roscoe Festival
Retro on Roscoe
2019 Dates To Be Announced
Featuring Chicago’s top talent and entertainment on three main stages. Artisans, antique vendors, and cool merchants will provide a shopping experience that is second to none. Local restaurants fill the venue with summertime samplings and tasty treats. All this and more liven up this tree-lined street for an enjoyable three-day festival that brings back great memories while providing excellent entertainment for the entire family. Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the weekend at the festival.
Our Family Area is one of the best in the City and offers top-notch talent, games, crafts, and lots more. Retro provides an incredible experience filled with exciting opportunities for all in attendance. Retro On Roscoe is the primary fundraising event that enables Roscoe Village Neighbors to sponsor so many community improvements.
Vender selling Bourbon at Roscoe Village Bourbon and Barbecue Festival
Comic at Tight Ship comedy Night at Riverview Tavern in Roscoe Village
Commonwealth  TRIVIA Night
2000 W. Roscoe St
VERY Wednesday
7:30 PM  
Have a brain-busting good time while enjoying some good bar food & drinks!
Chicago Bourbon & Barbecue Fest
2000 W. Roscoe
September 8 - 9
Smoked meats and bourbon whiskeys take the spotlight when this post-Labor Day happening returns for its second finger lickin' year to the heart of the Roscoe Village neighborhood. Features afternoon bourbon tastings, mouth-watering foods, two music stages and kids' activities
Roscoe Village Halloween Parade and Party  
Oct 21 @ 2:00 pm

Join us for the 20th Annual RVN Halloween Parade complete with a SPECIAL SURPRISE GUEST, Lane Tech Marching Band.
Following the parade there will be fun and spooky activities for all ages. This year’s post parade activities (located between Hoyne and Hamilton on Roscoe) promise to be the biggest ever. NEW THIS YEAR, we’ve increased the number of craft and activity tables, commissioned a photo booth and arranged for two food trucks. From tents set up along Roscoe to dancing, costume-contests, food vendors and photo vignettes they’ll be something for everyone. Dress up in your costumes and come see why Roscoe Village was rated #1 for best trick-or-treating! It’s all FREE courtesy of Roscoe Village Neighbors!
Kids in costume at Roscoe Village Halloween Parade and Party
Horses in parade at Roscoe Village Winter Family Days Festival
Winterfest Family Day @ Roscoe Village
Dec 1st and 2nd @ 1:00 pm

Join us on Roscoe Street December 1st and 2nd to kick off the holiday season by gathering with friends and family at our annual Winterfest. Have a festive weekend starting with a tree lighting, shopping at our one-of-a-kind boutiques, hot chocolate galore, and holiday cider provided by Virtue Cider. On Sunday afternoon, bring the family for children’s activities, caroling, a holiday trolley and, of course, Santa and Mrs Claus!