• Lincoln Square Ravenswood Apple Fest
  • Apple Fest Entertainment

  • Apple Fest kicks off fall in Chicago with a weekend chock full of fun!  From local bands jamming out at the South Stage, to an array of activities for children at the Mark Mackey State Farm Kids Zone, there is sure to be something for everyone.  And don't forget to bring your four-legged friends for the Pooch Costume Contest, hosted by Urban Pooch at the start of the weekend. 

    Full details on all of the Apple Fest entertainment is below!



  • Apple Fest - Steakhouse Mints
  • Saturday Music Schedule Saturday Music Schedule

    Tunes throughout the day in the parking lot at Lincoln and Sunnyside 

    Saturday, September 30th 2023

    12:00pm - 2:30pm - Bourbon AristocracyBluegrass
    The Bourbon Aristocracy plays 100-proof bottled-in-bond Kentucky bluegrass - authentic traditional music from a simpler time. Repertoire includes classics from artists such as Bill Monroe, Flatt and Scruggs, Del McCoury, and many more. 

    3:30pm - 6:00pm - Tijuana HerculesSwampy Blues
    Tijuana Hercules is a Chicago based hip shakin', swamp blues combo that surveys the landscape with woe eyes on the past and three eyes on the future.  The band has found musical inspiration in boogie, north Mississippi hill country blues, and hard bop.  Tijuana Hercules has released a handful of critically praised recordings.

    Featured Old Town School of Folk Music teaching artists.

    Saturday, September 30th 2023

    12:15pm - 1:00pm - Jackie Jasperson, Jazz/Pop

    1:15pm - 2:00pm Steve Doyle, Fingerstyle Blues & Beyond

    2:15pm - 3:00pm Barb Silverman & Rick Veras, Country-Swing/Folk Gems

    3:15pm - 4:00pm Charles Kim, Magical Transformative Pop

    4:15pm - 5:00pm Colby Maddox, Bluegrass

    *times subject to change


  • Apple Fest Pooch Costume Contest
  • Saturday Activity Details Saturday Activity Details

    The parking lot at Lincoln & Sunnyside

    Saturday, September 30th 2023

    10:00am - 11:15am - 12th Annual Pooch Costume Contest, by Urban Pooch Canine Life Center
    An amazingly fun opportunity to parade your special pooch in front of our special panel of judges in hope of winning great prizes and parading around Lincoln Square. (CLICK HERE TO REGISTER)


    Kids Activities at Lincoln & Leland Avenues

    Hosted by Liz Klassen

    Saturday, September 30th 2023

    10:00am - 10:35am
    Latin Dance Experiencewith Desueno Dance

    10:55am - 11:30am
    Music for Families of All Ageswith Karen & Carl Lubicz

    11:50am - 12:25pm
    Limbo Demo & Party, with Moya Cultural Arts Trio

    12:45pm - 1:20pm
    Old Town School Kids Guitarwith Jessica Martino

    1:40pm - 2:15pm
    Fall-Themed Funny Folkwith Will Fancher

    2:35pm - 3:10pm
    Interactive Family Folk Rockwith Little Miss Ann

    3:30pm - 4:05pm
    Acoustic AfroZep

  • Apple Fest - Jonas Friddle
  • Sunday Music Schedule Sunday Music Schedule


    Tunes throughout the day in the parking lot at Lincoln & Sunnyside

    Sunday, October 1st 2023

    10:00am - 12:00pm - The Friends Band, Variety of Genres
    The Friends Band has something for everyone!  From top 40 current hits to popular jazz classics, you'll come to enjoy this band as one of Chicago's most delightful group of musicians!

    1:00pm - 3:00pm - The Trace Hamilton Band, Rock
    The Trace Hamilton Band has a sound like no other. With a driven sound building from thundering drums, slick rhythmic bass hits, searing guitar, and smooth vocals - come hear for yourself.

    4:00pm - 6:00pm - Los Perros CubanosMusic of Cuba's Golden Age
    Los Perros Cubanos features the music of Cuba's Golden Age of the 1940s and 1950s. The band's music combines the traditional Cuban music styles of Son Cubano, Salsa, Cha Cha, and Charanga with modern instrumental prowess for a captivating sound that moves your feet.

    Featured Old Town School of Folk Music teaching artists.

    Sunday, October 1st 2023

    12:15pm - 1:00pm Dan Fulkerson, Pop/Blues/Rock/Jazz Guitar

    1:15pm - 2:00pm Sean Colledge & Jordan Wankoff, Cajun Tunes

    2:15pm - 3:00pm Abby Lyons, Ukulele Folk/Pop

    3:15pm - 4:00pm Jacob Sweet, Acoustic Rock/Soul/Country

    4:15pm - 5:00pm Heather Riordan, Eclectic World Music on Accordion

    *times subject to change


  • Apple Fest Kids Zone Stage
  • Sunday Activity Details Sunday Activity Details


    Kids Activities at Lincoln & Leland Avenues

    Hosted by Ryan Levin

    Sunday, October 1st 2023

    10:00am - 10:45am
    Chicago's Storytime Chamber Band for All Ages, with The Lucky Trikes

    11:00am - 11:45am
    Get your Sillies Out with Goofy Antics, with Comedy Dance

    12:00pm - 12:45pm
    Original Music and Covers, with Music for New People

    1:00pm - 1:45pm
    Forest Fables: Storytime with Drag Queens, with Candi Forest

    2:00pm - 2:45pm
    Traditional & Modern Irish Music, with The Donnybrooks

    3:00pm - 3:45pm
    Dance-Based Games, with The Headspin Guy


    The 12th Annual Pooch Costume Contest, sponsored by Urban Pooch, takes place at the start of Apple Fest on Saturday, September 30th at 10am.  Join us for a super fun opportunity to showcase your talented pooch in front of our special panel of judges in hope of winning fun and yummy prizes! 

    Prizes will be awarded for the following categories: Scariest, Most Adorable, Most Creative, Best Dog/Parent Combo, and Best Costume Grand Prize.

    2023 REGISTRATION LINK  On-site check in will begin at 9:00 am. Parade follows contest. 


    Lincoln Square will embrace the excitement of autumn leading up to our 36th annual Apple Fest with our first ever Scarecrow Showdown competition. This festive contest seeks to bring together residents, businesses, and organizations to create captivating scarecrows in the celebration of the season.

    Participants have been tasked with creating a unique, impressive, and interactive scarecrow. 50 Streetlight poles along Lincoln Avenue will serve as the perfect canvas for their creations. They've been provided a starter kit and have been encouraged to give their scarecrow a whimsical, spooky, or humorous theme to stand out from the rest. 

    Scarecrows will be going up on Friday, September 22, voting will begin Monday, September 25! Once all the scarecrows are up, the public is invited to vote for their favorite.  We will announce the winner and runners-up in mid-October, with the champion receiving a grand prize.

    2023 DETAILS





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