The Annual Old Town Art Fair Benefit takes place on March 6, 2026. We will put on our dancing shoes and head over to the Chicago History Museum for a night of fun, festivities and friendship, all while supporting the Old Town Art Fair and helping ensure another successful year. Expect great auction items, delicious foods and beverages, fun raffle prizes, music and dance, and of course, the chance to see all of your neighbors in one setting!
A new incentive to purchase your tickets early is entry in a special raffle! Only attendees who purchase their ticket(s) on or before January 22, 2026 will be entered to win this item – still to be determined. We can assure you it will be a good one! One raffle entry for each ticket purchased.
Mark your calendars today and don’t forget to purchase your ticket to this fun evening. It’s the kickoff to the Art Fair season and everyone is ready to get this show on the road!
** Be sure to log into your OTTA account before you purchase to receive your member discount. **
Join your friends and neighbors for this fun night of getting reacquainted. The Old Town Triangle Association encourages everyone to come out for the Annual Meeting and Election of Board Members. We’ll provide the food and beverages, you provide the camaraderie. We’ll talk about the past year and look forward to all that is coming our way in 2026.
Are you known for always bringing a certain nibble, appetizer, snack? We’d love to try it. Whether chips and dip or a baked brie or pigs in a blanket, your offering will be greatly appreciated. We’ve got dinner covered.
The fun starts at 6PM on Thursday, January 22, 2026. Please REGISTER HERE so that we can have an accurate plan for the night.
If you still need help getting into the holiday spirit, we have just what you need. Join us on Thursday, December 11th from 5:30 – 7:00 PM for All is Possible : An Evening with Author Rebecca Plotnick. The author of Paris Every Day will join us for a lively discussion and signing of her latest book, which will make the perfect holiday gift for anyone in your life who might love the City of Light or beautiful photography.
She’ll also bring prints of some of her most sought-after photographs of Paris, which will warm your heart with the magic of the most romantic city. With a healthy dose of l’esprit des fêtes françaises, wine and hors d’oeuvres, we’ll look forward to holidays and the coming New Year.
Up your holiday quotient with friends and neighbors in your favorite community space!
The Old Town Triangle’s Community Service Committee highlighted three nonprofit organizations that assist in and near our community who needed assistance. We served as a collection point for donations to Support Over Stigma and She Became; and provided pizzas to our own 18th District Police officers and the officers of the 10th Police District.
We are now collecting food and personal care items for the Food Pantry operated by St. Matthew Church at 1000 North Orleans, just south of Division. The Old Town Merchants & Residents Association is partnering with us to provide these much needed items. St. Matthew Pantry is not a part of the Chicago Food Depository and is depends on smaller scale donations.
We intend to continue to provide items after the holidays but would appreciate your help to insure that they are well stocked for the holiday season. We will update this in the future. Donations can be delivered to the Triangle Center at 1763 N North Park during regular hours (Monday-Friday 10am-5pm; Saturday 10am-1pm). Prefer to order online? We’ve created an Amazon Wishlist with these items and they will be shipped to the Triangle for delivery.
We are happy to shop for you, if that is easier. Make your donation directly to the Old Town Triangle Association and name the organization you would prefer we support in the “Please feel free to share your reason for donating” line. Click this link and select the Amount of Your Choosing.

Our own Art Collective of Norman Baugher, Shel Howard Beugen and Sandra Holubow return to the Leslie Wolfe Gallery for the 2025 LPAN celebration. Join us Thursday, November 6, 5:30-8:30 PM and visit all five art venues, Leslie Wolfe Gallery, DePaul Art Museum, 1871 gallery, Madron Gallery and Art on Sedgwick.
Enjoy the hop-on/hop-off vans that will loop the area all night long. Each venue will offer specials, food, beverage, music or artist lectures and tours.
This annual event is a fun, relaxing way to visit with friends, enjoy a night out, and bring a cultural spin to your conversations. And, everything is free! Registration is appreciated but not required. Click here to register ( https://www.oldtowntriangle.com/calendar-of-events/#!event/2025/11/6/lincoln-park-art-night).
Mark your calendars for the sixth annual Old Town Halloween Celebration and Parade! Featuring pizza, snacks, and drinks, face painting, a costume runway and photo shoot. After a gathering at the Triangle Center, follow our annual Community Halloween Parade, with musical guests.
The Leslie Wolfe Gallery is now accepting applications for exhibitions in 2026/2027. Artists in the Greater Chicagoland area are welcome to submit proposals for a jury to review. The jury is made up of artists, curators, designers, all of whom are residents of the Old Town Triangle area.
For the first time, 3D artists are welcome to apply. The Old Town Art School is now permanently housed in a separate section of the Triangle Center. The Leslie Wolfe Gallery requests a small commission on sales and hosts an opening reception.
You can submit your application and upload images here.
Join us for the OTTA’s annual Oktoberfest celebration! You’ll quickly find out why this is one of the neighborhood’s favorite events as you enjoy our German food and drink, dance to music from a live band, and spend time with your Old Town neighbors while sporting your most stylish lederhosen!*
Tickets are $30 and include food and drink! OTTA member tickets are $20.
This event is sure to sell out! Buy your ticket at the link here: Tickets
*Lederhosen not required though is encouraged!
The class catalog is now live for Fall Quarter at the Old Town Art Center!
We’re excited to announce two 8-week classes with our newest Art Center instructor, Don Yang. Don will lead a Beginner/Intermediate Oil Painting class on Mondays from 10:00 AM to 1:00 PM (August 25th – October 27th) as well as a foundational Drawing and Painting class on Mondays from 1:30 PM to 4:30 PM (August 25th – October 27th).
The Fall catalog also includes classes from Tom Francesconi, Kathleen Newman, and Joe Taylor! The Old Town Art Center has classes for every ability, so whether you’re just starting out or already a seasoned artist, there is a course for you. Browse the full catalog: Click here