Roscoe Village Garden Walk
2023-07-16 12:00 - 16:00 UTC | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
2023 RV Garden Walk Guide (PDF)
Come see the Village bloom! Hosted by Roscoe Village Neighbors and free to attend, the 2023 Roscoe Village Garden Walk is the perfect opportunity to see the best and most creative gardens the “Village within the City” has to offer.
NEW THIS YEAR! Top Garden Walk Exhibitors will be awarded prizes in the following categories: Top Garden, Top Urban Living Space, Community Choice and Best Curb Appeal. Visitors will be able to vote online in the Community Choice category. And over 15 local artists will showcasing and selling their unique collections of art along Roscoe Street at our inaugural Art Walk!

Retro on Roscoe
2023-08-11 17:00 - 22:00, 2023-08-12 12:00 - 22:00, 2023-08-13 12:00 - 22:00, 2024-08-10 12:00 - 22:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Ever wish you could go back in time? Well here’s your chance! Referred to by Patch as a “Generation X haven”, Chicagoans looking for a blast from the past don’t need to look further than the 24th annual Retro on Roscoe festival. Go back in time with music enthusiasts, families, and gearheads for a back in the day weekend.
Three stages will be spread amongst an eminent six-block stretch in Chicago’s favorite Roscoe Village. Live music will play oldies and throwbacks along with popular hits to keep festival goers moving through the hot summer nights! The soundtrack for the annual Retro on Roscoe will be the bomb!
The beautiful tree-lined streets of Roscoe Village will set the scene for artisans, antique vendors and cool merchants in an offbeat shopping atmosphere that is second to none. Roscoe Village’s top restaurants will also serve up much-desired summer treats that will keep the whole family pleased.
After eating some small bites make sure to head over to the family area that offers prime inflatables, delectable crafts, balloon artists, face painting, music, rides and more. Once the kids have their dose of entertainment, put the pedal to the metal with the Antique and Classic Car and Motorcycle Show. Presented by Four Treys Bar, Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the festival weekend.
Admission to Retro on Roscoe is a $15 suggested donation.

CAPS Meeting Beat 21
2024-03-20 18:30 - 20:00 | Police Auditorium, 2452 W. Belmont Ave, Chicago, IL, 60618

Clean and Green Day 2024
2024-04-27 09:00 - 11:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Let the annual spring cleaning begin! Our annual Clean and Green Day is coming up and we need volunteers. Meet us outside of Commonwealth Tavern April 27th at 9AM to help clean up the neighborhood! All volunteers will be provided with tools, clean-up bags and gloves. Volunteers can choose their own areas of the neighborhood or we can assign one to you. This can also count as community service hours for students who need them. Can’t wait to see you all there!

New Neighbor Welcome Event
2024-06-06 18:00 - 20:00
We invite all of those who are new to Roscoe Village to attend our New Neighbor Welcome Party which will be held on June 6, 2024.There is no cost to attend. This event is an evening of fun centered around learning more about Roscoe Village, Roscoe Village Neighbors (RVN) and also getting to know other new neighbors along with members of the RVN Board of Directors.
Where: TBD
When: June 6, 2024 from 6-8PM

2024 Roscoe Village Garden Walk
2024-07-14 12:00 - 17:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Come see the Village bloom! Hosted by Roscoe Village Neighbors and free to attend, the 2024 Roscoe Village Garden Walk is the perfect opportunity to see the best and most creative gardens the “Village within the City” has to offer.
EXHIBITOR REGISTRATION WILL OPEN SOON!

Retro on Roscoe
2024-08-09 17:00 - 22:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Ever wish you could go back in time? Well here’s your chance! Referred to by Patch as a “Generation X haven”, Chicagoans looking for a blast from the past don’t need to look further than the 25th annual Retro on Roscoe festival. Go back in time with music enthusiasts, families, and gearheads for a back in the day weekend.
Three stages will be spread amongst an eminent six-block stretch in Chicago’s favorite Roscoe Village. Live music will play oldies and throwbacks along with popular hits to keep festival goers moving through the hot summer nights! The soundtrack for the annual Retro on Roscoe will be the bomb!
The beautiful tree-lined streets of Roscoe Village will set the scene for artisans, antique vendors and cool merchants in an offbeat shopping atmosphere that is second to none. Roscoe Village’s top restaurants will also serve up much-desired summer treats that will keep the whole family pleased.
After eating some small bites make sure to head over to the family area that offers prime inflatables, delectable crafts, balloon artists, face painting, music, rides and more. Once the kids have their dose of entertainment, put the pedal to the metal with the Antique and Classic Car and Motorcycle Show. Presented by Four Treys Bar, Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the festival weekend.
Admission to Retro on Roscoe is a $15 suggested donation.

Retro on Roscoe
2024-08-11 12:00 - 22:00

Roscoe Village Halloween Block Party - 10/20/24
2024-10-20 12:00 - 18:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Save the date for the Roscoe Village Halloween Block Party! Celebrate the season in a safe, outdoor, family-oriented environment on Roscoe. Wear your costume and join us for Halloween themed activities and more! Look for more details to be released soon.
When: October 20, 2024
Where: On Roscoe Street between Damen and Hoyne.

Roscoe Village Winterfest
2024-12-06 17:00 - 2024-12-08 17:00, 2025-12-07 13:00 - 17:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States

Clean and Green Day 2025
2025-04-26 08:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Let the spring cleaning begin! Our annual Clean and Green Day is coming up on April 26th and we need volunteers. Check in between 8AM and 10:30AM.
Meet us outside of Commonwealth Tavern April 26h between 8AM and 10:30AM to help clean up the neighborhood! All volunteers will be provided with tools, clean-up bags and gloves. Volunteers can choose their own areas of the neighborhood or we can assign one to you. This can also count as community service hours for students who need them. Can’t wait to see you all there!

First Name (required)

Last Name (required)

Email (required)

Number of Adults (required)

Number of Children (required)

×

Roscoe Village Community Garage Sale
2025-06-07 09:00 - 15:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
On Saturday, June 7th, 30+ Roscoe Village households will host garage sales. Bargain hunters can make one trip to Roscoe Village and hit many sales. Come out and get some great deals and meet your neighbors! Deadline to register has passed.

2025 Roscoe Village Garden Walk
2025-07-13 12:00 - 17:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
2025 Roscoe Village Garden Walk Guide

Come see the Village bloom! Hosted by Roscoe Village Neighbors and free to attend, the 2025 Roscoe Village Garden Walk is the perfect opportunity to see the best and most creative gardens the “Village within the City” has to offer.

Retro on Roscoe
2025-09-05 - 2025-09-07 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Ever wish you could go back in time? Well here’s your chance! Referred to by Patch as a “Generation X haven”, Chicagoans looking for a blast from the past don’t need to look further than the 30th Annual Retro on Roscoe festival. Go back in time with music enthusiasts, families, and gearheads for a back in the day weekend.
Three stages will be spread amongst an eminent six-block stretch in Chicago’s favorite Roscoe Village. Live music will play oldies and throwbacks along with popular hits to keep festival goers moving through the hot summer nights! The soundtrack for the annual Retro on Roscoe will be the bomb!
The beautiful tree-lined streets of Roscoe Village will set the scene for artisans, antique vendors and cool merchants in an offbeat shopping atmosphere that is second to none. Roscoe Village’s top restaurants will also serve up much-desired summer treats that will keep the whole family pleased.
After eating some small bites make sure to head over to the family area that offers prime inflatables, delectable crafts, balloon artists, face painting, music, rides and more. Once the kids have their dose of entertainment, put the pedal to the metal with the Antique and Classic Car and Motorcycle Show. Presented by Four Treys Bar, Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the festival weekend.
Admission to Retro on Roscoe is a $15 suggested donation.

Clean and Green Day 2026
2026-04-25 08:00 - 12:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Let the spring cleaning begin! Our annual Clean and Green Day is coming up on April 25th and we need volunteers. Check in between 8AM and 10:30AM.
Meet us outside of Commonwealth Tavern April 25th between 8AM and 10:30AM to help clean up the neighborhood! All volunteers will be provided with tools, clean-up bags and gloves. Volunteers can choose their own areas of the neighborhood or we can assign one to you. This can also count as community service hours for students who need them. Can’t wait to see you all there!
SAVE THE DATE – REGISTRATION COMING SOON!

Roscoe Village Community Garage Sale
2026-06-06 09:00 - 15:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
On Saturday, June 6th, 30+ Roscoe Village households will host garage sales. Bargain hunters can make one trip to Roscoe Village and hit many sales. Come out and get some great deals and meet your neighbors!
Save the Date! Registration coming soon!

2026 Roscoe Village Garden Walk
2026-07-26 12:00 - 17:00
July 26, 2026 – 12-5pm
Come see the Village bloom! Hosted by Roscoe Village Neighbors and free to attend, the 2026 Roscoe Village Garden Walk is the perfect opportunity to see the best and most creative gardens the “Village within the City” has to offer.
Save the Date! Registration coming soon.

Retro on Roscoe
2026-09-18 17:00 - 2026-09-20 20:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Ever wish you could go back in time? Well here’s your chance! Referred to by Patch as a “Generation X haven”, Chicagoans looking for a blast from the past don’t need to look further than the 31st annual Retro on Roscoe festival. Go back in time with music enthusiasts, families, and gearheads for a back in the day weekend.
Three stages will be spread amongst an eminent six-block stretch in Chicago’s favorite Roscoe Village. Live music will play oldies and throwbacks along with popular hits to keep festival goers moving through the hot summer nights! The soundtrack for the annual Retro on Roscoe will be the bomb!
The beautiful tree-lined streets of Roscoe Village will set the scene for artisans, antique vendors and cool merchants in an offbeat shopping atmosphere that is second to none. Roscoe Village’s top restaurants will also serve up much-desired summer treats that will keep the whole family pleased.
After eating some small bites make sure to head over to the family area that offers prime inflatables, delectable crafts, balloon artists, face painting, music, rides and more. Once the kids have their dose of entertainment, put the pedal to the metal with the Antique and Classic Car and Motorcycle Show. Presented by Four Treys Bar, Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the festival weekend.
Admission to Retro on Roscoe is a $15 suggested donation.

Roscoe Village Halloween Block Party
2026-10-18 12:00 - 17:00 | Roscoe Village, Roscoe St. & Damen Ave., Chicago, IL, 60657, United States
Save the date for the Roscoe Village Halloween Block Party! Celebrate the season in a safe, outdoor, family-oriented environment on Roscoe. Wear your costume and join us for Halloween themed activities and more! Look for more details to be released soon.
When: October 18, 2026
Where: On Roscoe Street between Damen and Hoyne.

Roscoe Village Winterfest
2026-12-05 17:30 - 2026-12-06 16:00
