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10 events found.

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  • October 2025
  • Sun 12
    October 12 @ 12:00 pm - 4:00 pm

    West Chester Chili Cook-Off

    West Gay Street West Gay Street, West Chester, PA, United States

    On Sunday Oct. 12, at this favorite West Chester event, dozens of professional and amaetur cooks will line Gay St. ready to earn attendees' coveted wooden nickels and emerge as top chef. Come out for a day of chili tasting at this West Chester fall classic.

    $10
  • Wed 15
    October 15 @ 5:30 pm - 7:00 pm

    Chilling West Chester: A Dark History Walking Tour 2025

    Chester County History Center 225 North High Street, West Chester, PA From the horrors of the Chester County Prison, to the cold-blooded killers tried at the courthouse, to explosions and other disasters that have wrought havoc in the borough, West Chester’s streets and alleys have witnessed two hundred years of spine-chilling history. The historians and educators […]

    $18
  • Wed 15
    October 15 @ 6:00 pm - 7:30 pm

    The Social’s Haunted Tales Dinner

    The Social Lounge 117 East Gay Street, West Chester, PA Enter at your own risk! On October 7th, 8th, 14th, 15th, 21st, 22nd, 23rd, 28th, 29th, and 30th, The Social Lounge is hosting a Haunted Tales Dinner at 6pm. This 3-course price-fixed meal will be followed by tales of West Chester and The Social’s very own […]

    $48
  • Fri 17
    October 17 @ 6:00 pm - 7:30 pm

    Plagues and Pestilence: A Walking Tour 2025

    Chester County History Center 225 North High Street, West Chester, PA In the early 1800s West Chester billed itself as an elegant and healthful place, but the reality was very different. Words like cholera, typhoid, diphtheria, rabies, and smallpox struck fear into the heart of every West Cestrian, especially those with small children. Treatments were almost […]

    $16
  • Sat 18
    October 18 @ 10:00 am - 10:30 am

    Fall Foliage Express 2025

    West Chester Railroad 230 E Market Street, West Chester, PA October 5, 12, 18, 19 November 2, 9 10AM, 12PM, & 2PM Duration: 90 min Enjoy a brisk fall afternoon as you embark on a scenic journey through the picturesque Chester Creek Valley aboard our heated train. Relax and unwind as we transport you back in […]

    $25
  • Sun 19
    October 19 @ 10:00 am - 10:30 am

    Fall Foliage Express 2025

    West Chester Railroad 230 E Market Street, West Chester, PA October 5, 12, 18, 19 November 2, 9 10AM, 12PM, & 2PM Duration: 90 min Enjoy a brisk fall afternoon as you embark on a scenic journey through the picturesque Chester Creek Valley aboard our heated train. Relax and unwind as we transport you back in […]

    $25
  • Tue 21
    October 21 @ 12:00 pm - 5:30 pm

    44th Annual Chester County Restaurant Festival 2025

    West Chester, PA West Chester, PA

    The Chester County Restaurant Festival is back for its 44th year! This foodie event is full of entertainment, information booths, local artisans, and tons of delicious food from Chester County and beyond. Local & regional food vendors and restaurants take over Downtown West Chester serving up some of their delicious, gourmet, ethnic, and unique restaurant […]

  • Fri 24
    October 24 @ 6:00 pm - 7:30 pm

    Plagues & Pestilence: A Walking Tour

    Explore West Chester's Dark Medical History on this Fascinating Walking Tour In the early 1800s West Chester billed itself as elegant and healthful, but the reality was very different. Cholera, typhoid, diphtheria, rabies, and smallpox struck fear into every West Cestrian's heart. Treatments were almost worse than the diseases–bloodletting, blistering, and mercury were common practices. […]

    $16
  • Sat 25
    October 25 @ 9:00 am - 1:00 pm

    West Chester Growers Market 2025

    West Chester Growers Market: Chester County's Original Producer-Only Market The West Chester Growers Market is Chester County's original producer-only market, where you buy directly from the farmers who grow your food and the artisans who craft your goods. Every vendor you meet is the person who planted, raised, baked, or created what they're selling. With […]

  • Sat 25
    October 25 @ 12:30 pm - 2:00 pm

    Knight of the Living Dead Zombie 5K & Kids Fun Run

    Knight of the Living Dead Zombie 5K and Kids Fun Run Celebrate the Halloween season with a fun (and spooky) community run at Rustin High School! Choose your adventure: dodge zombies in the 5K or let the kids enjoy a zombie-free Fun Run on the football track. 5K Zombie Run: Race through the school campus […]

    $30
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