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  • Pittsboro Street Fair

    Downtown Pittsboro Events
    Pittsboro Pittsboro, NC, United States

    The Pittsboro Street Fair, hosted by the Rotary Club of Pittsboro, returns to downtown Pittsboro on Sat, Oct 25, 10am-6pm. Neighbors gather and the community shines at this family-friendly event featuring over 100 vendors, live music, a Trike Race, and family entertainment.  The Pittsboro Street Fair is the Rotary Club of Pittsboro's largest fundraiser, enabling...

  • Huckleberry Trail Farm Fall Festival

    Huckleberry Trail Farm Events
    Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United States

    Visit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set...

  • Justin Laborde: Scattered Far and Wide

    Events at Fearrington Village
    McIntyre's Books 220 Market Street, Pittsboro, NC, United States

    Join McIntyre's Books for Justin Laborde: Scattered Far and Wide - The Naval Academy Class of ’38 at War on Sat, Oct 25, 11am-12pm. BOOK SUMMARY Scattered Far and Wide follows the U.S....

  • Town of Goldston Trunk or Treat

    Calico Quilt Antiques 434 Bellevue Street, Goldston, NC, United States

    Join the Town of Goldston for a Trunk or Treat event on Sat, Oct 25, 12pm-2pm. Everyone is welcome to participate—bring your decorated trunk and join the fun. There will be prizes for the top 3 trunks! There will also be face painting, inflatables, and lots of candy and fun for the whole family. For more information or...

  • Get Down and Costume Party at The Plant

    Events at The Plant
    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    Come out for a special Halloween-themed Get Down and Costume Party at The Plant on Sat, Oct 25, 12pm-8pm featuring a full day of music! Grab your costume, tell a friend,...

  • Author Event: Kamal Bell

    Chatham Community Library Events
    Chatham Community Library 197 NC Hwy 87 N, Pittsboro, NC, United States

    Join the Chatham Community Library for an Author Event with Kamal Bell on Sat, Oct 25, 2pm-3pm. Meet author Kamal Bell, founder of Sankofa Farms and a food justice, youth education, and sustainable agriculture advocate. He will be reading from his book, "Akeem Keeps Bees", a children's book inspiring young readers to explore agriculture and pollinator conservation. This...

  • Trunk or Treat Fall Festival

    Chatham County Parks and Recreation Events
    Southwest District Park North Carolina 902, Bear Creek, North Carolina, United States

    Join Chatham County Parks, Recreation, and Cultural Resources for their annual Trunk or Treat Fall Festival on Sat, Oct 25, 2pm-5pm. Get ready for an afternoon full of Halloween activities at Southwest District Park. This free, outdoor event will include pumpkin carving and painting, Halloween-themed games and crafts, a photo booth, a craft station, a hay hunt,...

  • Carolina Brewery Fall Music Series

    Carolina Brewery and Grill Events
    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United States

    Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Fall Music Series. Hosted Saturdays, September-October, 5:30pm-8pm. See specific dates and performers listed...

  • Trunk-or-Treat at Silk Hope Farm Heritage Park

    Silk Hope Farm Heritage Park Events
    Silk Hope Farm Heritage Park 4221 Silk Hope Rd, Siler City, NC, United States

    Join Silk Hope Farm Heritage Park for their annual Trunk-or-Treat on Sat, Oct 25, 6pm-7pm. Make sure to wear your costumes for this free, family-friendly event. Anyone is welcome to participate and set up. For more information, contact Missy Thompson at 336.622.5493. See more events at Silk Hope Farm Heritage Park.

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • Live Music: Jason Damico

    MOSAIC at Chatham Park Events
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for Live Music with Jason Damico. Performances take place on the following dates: Sat, Jun 7, 7:30pm-10:30pm. Sat, Aug 23, 7:30pm-10:30pm. Sat, Oct 25, 7:30pm-10:30pm. Sat, Dec 27, 7:30pm-10:30pm. This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged....

  • Huckleberry Trail Farm Fall Festival

    Huckleberry Trail Farm Events
    Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United States

    Visit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set...

  • Songwriter Open Mic at bmc

    Events at The Plant
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States

    On the fourth Sunday of every month, 2pm-5pm, bmc brewing hosts a Songwriter Open Mic Night with Michael J. Brennan. Explore the unique acoustics in the halls of bmc brewing! No drums...

  • Spooky Yoga at Starrlight

    Events at The Plant
    Starrlight Mead 130 Lorax Ln, Pittsboro, NC, United States

    Join Starrlight Mead for Spooky Yoga on Sun, Oct 26, 3pm-4pm. Spend an hour practicing Halloween-themed outdoor yoga with Liz Lahti, then unwind with a glass of mead. The cost is $25 per...

  • Live Music: Bad Penny at The City Tap

    Events at City Tap
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Join The City Tap for Live Music with Bad Penny on Sun, Oct 26, 3pm-5pm. This event takes place on the patio at The City Tap. There is no cover charge for this event, but tipping the musicians is recommended. See all events at City Tap.

  • Chatham Chamber’s 2025 Golf Classic

    Chatham Sports Alliance
    Governors Club Golf Course 11000 Governors Drive, Chapel Hill, NC, United States

    Join fellow leaders and changemakers for the Chatham Chamber's 2025 Golf Classic on Mon, Oct 27, 8:30am-5pm at Governors Club Golf Course. This is your opportunity to deepen relationships, grow your brand, and invest...