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  • 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: Old Play at Havoc

    Events at Havoc Brewing Company
    Havoc Brewing Company 39 West Street, Pittsboro, NC, United States

    Havoc Brewing Company presents Live Music with Old Play on Sat, Oct 11, 6pm-9pm. Harmon's Deutsche Kuche food truck will be onsite at Havoc 5pm-9pm. This event is free and takes place outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome....

  • Mill Town Yarns Storytelling and Live Performances

    Bynum Front Porch Music
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Join Bynum Front Porch for monthly Mill Town Yarns Storytelling and Live Performances,hosted on selected Saturdays, September 2025-August 2026. Experience the magic of storytelling and live performance in this charming former mill village. Each month, top storytellers, singer/songwriters, and other performers share their craft within the historic walls of the Bynum General Store. Enjoy intimate one-of-a-kind...

  • Artists Studio Tour at Fearrington Village

    Events at Fearrington Village
    Fearrington Village 2000 Fearrington Village Center, Pittsboro, NC, United States

    The Artists Studio Tour at Fearrington Village will showcase 20 artists who reside in Fearrington Village. Artists welcome the public into their homes and studios, where you can view and purchase a...

  • 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...

  • Build a Bouquet at FireClay

    Events at FireClay Cellars
    FireClay Cellars 1276 Bowers Store Rd, Siler City, NC, United States

    Join FireClay Cellars for a pop-up Build a Bouquet workshop from Poe Family Farm on Sun, Oct 12, 2pm-4pm. Learn all the tips and tricks needed to create a beautiful, locally grown...

  • Drawing 2 Workshop (Intermediate)

    Chatham County Parks and Recreation Events
    The Arts Center 964 East Street, Suite 105, Pittsboro, NC, United States

    Rapidly improve your drawing skills with quick, mind-expanding drawing exercises. The Drawing 2 Workshop (Intermediate) continues where Drawing 1 left off: covering the remaining "seeing skills" necessary to draw confidently. You'll...

  • Live Music: Mouthsounds

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

    Join The Plant for Live Music with Mouthsounds on Sun, Oct 12, 4pm-5pm. Mouthsounds blends quirky alternative power-pop with flashes of swirling moody rock, dancehall groove, and 80's grit. The lineup...

  • Tap Dancing – Advanced

    Chatham County Parks and Recreation Events
    Chatham Grove Community Center 1301 Andrews Store Road, Pittsboro, United States

    Tap Dancing - Advanced is for experienced tappers who are skilled at named steps and can perform intricate choreography. Tap shoes are recommended but not required. This class occurs every Monday,...

  • Euchre Mondays at bmc

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

    Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. No experience is needed. Monday is also $5 pint night at bmc brewing. This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all...

  • Better Business Decisions – A Business Acumen Simulation

    MOSAIC at Chatham Park Events
    79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United States

    Join 79° West for Better Business Decisions - A Business Acumen Simulation on Tue, Oct 14, 9am-5pm. This is a hands-on, competitive simulation where participants run a company, making strategic and financial decisions that impact performance. This interactive program builds financial confidence and strategic thinking—without requiring a background in finance. Compete with your peers to build the most successful...

  • Quiltmaker Pay-What-You-Can Lunch at Cafe Root Cellar

    Cafe Root Cellar 35 Suttles Road, Pittsboro, NC, United States

    Join Quiltmaker Cafe at Cafe Root Cellar for a Pay-What-You-Can Lunch on Tue, Oct 14, 11:30am-2pm. Chef Sera Cuni is opening her doors—and her heart—to support a beautiful community mission. Enjoy a delicious...

  • Fearrington Farmers Market

    Events at Fearrington Village
    Fearrington Village 2000 Fearrington Village Center, Pittsboro, NC, United States

    The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local vendors. You also might chat with the farmers, see old friends, or meet new ones! It’s a welcoming, inclusive, and friendly atmosphere that encourages healthy,...

  • Yoga at Bynum Front Porch

    Bynum Front Porch Music
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community - bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. Directions. Year-round events, including a Christmas tree sale and...

  • Run Club at House of Hops

    Events at House of Hops

    Join House of Hops every Tuesday, 6pm-8pm for Run Club and 20%-off mixed six pack. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • 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...

  • Music Bingo at Hops and Berry

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

    Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. This event is free and takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.