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  • 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 include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • 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 a line before anyone else. It's a low-key, high-energy way to spend a weeknight, and the format welcomes everyone from casual listeners to die-hard music...

  • 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 more events at Doherty's.

  • 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...

  • Sound Unity – Music Group

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

    In Sound Unity - Music Group, you will experience preferred music and play with styles, instruments, and creativity through fun activities while also building on the group's relational dynamics and personal strengths. Registrants will take home their own Hohner harmonica and Lyons kazoo. This class includes noise. Classes are held every Wednesday, Oct 8-22, 1:45pm-2:45pm. Registration...

  • Beginner Archery Clinic

    Chatham County Parks and Recreation Events
    Northwest District Park 2413 Woody Store Road, Siler City, NC

    In this Beginner Archery Clinic, participants will learn the basics of archery safety, equipment, and form from a USA Archery-certified coach. Personal bows may be used with the instructor's permission. No...

  • 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 Menu in the dining room on Wednesday nights. Reservations are highly recommended. Past and present musicians include the Steve Hobbs Trio, Lauren Meehan, Dave Quick Jazz, and...

  • Sip and Paint: Paint Your Partner at The MOD

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

    Join The MOD for an evening of unadulterated creativity, great cocktails, laughter, and probably a big mess, too, at this Sip and Paint: Paint Your Partner on Wed, Oct 22, 6pm-9pm. Bring your partner, BFF, or some rando (we won’t judge) and let your paintbrush take the wheel in creating a visual masterpiece of the person behind...

  • Intermediate Archery Clinic

    Chatham County Parks and Recreation Events
    Northwest District Park 2413 Woody Store Road, Siler City, NC

    In this Intermediate Archery Clinic, participants will advance their archery skills with instruction from a USA Archery-certified coach. Personal bows may be used with the instructor's permission. All supplies are...

  • 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 up to belt out their favorites—whether that's a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe,...

  • 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.

  • 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 gift cards. Bring the crew, bring food from neighbors Cafe Root Cellar or Mi Cancun, and enjoy! More events at House of Hops. Part of...

  • 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.

  • Chef’s Dinner at West End

    Events at West End
    West End Kitchen and Catering Pittsboro, North Carolina, United States

    Join West End each month for an exceptional Chef's Dinner featuring five courses, including three options (vegetarian, pescatarian, and meat) for the main course, with optional wine pairings (announced before each event) selected by the in-house Sommelier. The first seating is at 6pm, and guests are welcome to arrive between 5:30pm-6pm. West End asks that you be done...

  • Pinea Vineyards Wine Dinner

    Events at Fearrington Village
    Fearrington House Restaurant 230 Market Street, Pittsboro, United States

    Reserve your spot for Fearrington's Pinea Vineyards Wine Dinner on Thu, Oct 23, 6:30pm-9pm. Fearrington is pleased to present to you the wines of Pinea with owner Hugo del Pozzo. Fearrington Wine Director Troy Revell met Hugo earlier this year and, within 10 minutes of tasting through the lineup, had invited Hugo back for an evening event....

  • Thistle & Oak Fall 2025 Trunk Show: DU/ER

    Events at Fearrington Village
    Thistle and Oak 209 Market Street, Pittsboro, United States

    Fri, Oct 24-Sat, Oct 25, 10am-5pm, Thistle and Oak will host designer DU/ER as part of their Fall 2025 Trunk Show series. The “Look Good, Feel Good” Vancouver-based clothing line offers stylish active wear that is professional enough for everyday wear. Combines sustainable fabrics with exceptional comfort and style for everyday adventures. Clothing that enables...