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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...

  • Music Bingo at Hops and Berry

    Music Bingo at Hops & Berry
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. Instead of numbers, players listen for tracks and mark their cards as they recognize each tune, racing to fill...

  • Pub Trivia at Doherty’s

    Events at Doherty’s
    Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, United States

    Join Doherty's Irish Pub & Restaurant for Pub Trivia every Tuesday, 7pm-9pm, hosted by Patrick W. Trivia. Trivia is free to play, with prizes for first, second, and third place. See...

  • Blues Jam at The MOD

    Events at The MOD
    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United States

    Join The MOD for Blues Jam hosted every Tuesday, 7pm-10pm by Lo Taylor. This open jam is an excellent opportunity for those who share a love for the blues and wish to share...

  • Poetry at The Plant: Taking a Swing at Death

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

      Come out for a special edition of Poetry at The Plant, Taking a Swing at Death on Wed, Oct 29, 6pm-7pm. Join Fair Game Beverage Company in the Wheelhouse as they feature...

  • Mosaic Pumpkins Arts and Crafts Class

    NC Arts Incubator Events
    NC Arts Incubator 223 N Chatham Ave, Siler City, NC, United States

    Join Jessica Rigsbee for a Mosaic Pumpkins Arts and Crafts Class on Wed, Oct 29, 6pm-8:30pm at the NC Arts Incubator. You'll start with a smooth pumpkin base, then spread on colored spackle like frosting before pressing in a mix of shiny gems, tiny charms, mosaic tiles, and other sparkly bits. Go autumn-chic, candy-colored, or totally wild—it’s your...

  • Jazz Nights at The Sycamore

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

    Every Wednesday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Jazz Nights every Wednesday, 6pm-9pm. The series features a rotating list of local musicians. The Sycamore also offers their Lounge...

  • Acoustic Irish Music Seisiún

    Events at Doherty’s
    Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, United States

    Join Doherty's Irish Pub & Restaurant for an Acoustic Irish Music Seisiún on the last Wednesday of every month, 6pm-9pm. Whether you're just beginning your music journey, a seasoned pro, or just...

  • Karaoke at Hops and Berry

    Karaoke at Hops and Berry
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. The taproom's weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line...

  • Annual NC Truck Camper Rally

    Chatham Sports Alliance
    Jordan Lake State Recreation Area - Vista Point Access 2498 North Pea Ridge Road, Pittsboro, NC, United States

    D&H RV & Marine hosts their Annual NC Truck Camper Rally on Thu, Oct 30-Sun, Nov 2, 2025. Whether you're a truck camper owner or enthusiast, come enjoy the weekend at...

  • Ann Lightfoot – Fall 2025 Trunk Show

    Events at Fearrington Village
    Dovecote Home and Garden, Nest, and Sprout 250 Market Street, Pittsboro, NC, United States

    Thu, Oct 30-Sat, Nov 1, 10am-5pm, Dovecote will host designer Ann Lightfoot as part of their Fall 2025 Trunk Show series. One of the highlights of the season for Dovecote is...

  • Fall for Literacy Luncheon

    Chatham County Agriculture & Conference Center Events
    Chatham County Agriculture & Conference Center 1192 US-64 W, Pittsboro, NC, United States

    Join Chatham Literacy for their Fall for Literacy Luncheon on Thu, Oct 30, 11am-2pm at the Chatham County Agriculture and Conference Center (CCACC). National columnist, award-winning journalist, popular TED Talk speaker, and author Steven...

  • StoryWalk® Trick or Treat

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

    Join Chatham Community Library for a StoryWalk® Trick or Treat on Thu, Oct 30, 4pm-5pm. Trick or treat as you walk at your own pace around the library's StoryWalk® and enjoy the...

  • Run Club at Thirsty Skull PBO

    Events at Thirsty Skull PBO
    Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United States

    Join Thirsty Skull Brewing - Pittsboro every Thursday, 5pm-6:30pm for Run Club. See all events at Thirsty Skull Brewing - PBO. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • Halloween Bash at Mystic Mocha

    Mystic Mocha Events
    Mystic Mocha 111 Siler City Crossing, Siler City, United States

    Come out to Mystic Mocha in Siler City for a Halloween Bash on Thu, Oct 30, 5pm-7pm. It's time to dust off those costumes and prepare for a frightfully good night of thrilling...

  • Opinionation Trivia at House of Hops

    Events at House of Hops
    House of Hops 112 Russet Run, Pittsboro, NC, United States

    Join House of Hops every Thursday, 6pm-8pm for Opinionation Trivia. This Family Fued-style trivia game is so much fun! Play at 6pm and again at 7pm for two chances to win $15 or $25 House of Hops...