• Events at Chatham Mills

    Live Piano Music at The Sycamore

    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.

  • Chatham Community Library Events

    Halloween Story Time and Trick or Treat

    Pittsboro Center for Active Living 365 Hwy 87 North, Pittsboro, United States

    Join Chatham Community Library at the Pittsboro Center for Active Living for an intergenerational Halloween Story Time and Trick or Treat on Fri, Oct 31, 10am-11:30am. Storytime will be followed by indoor trick-or-treating. Costumes are encouraged, and be sure to bring a container to collect your treats! No registration is required for this event. This free, family-friendly...

  • Events at Fearrington Village

    Ann Lightfoot – Fall 2025 Trunk Show

    Dovecote Home and Garden, Nest, and Sprout 240 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 their trunk show with Ann Lightfoot. Whether you are starting or adding to your collection, it is a joy to be around Ann and her stunning...

  • Events at Fearrington Village

    Thistle & Oak Fall 2025 Trunk Show: Collars and Co

    Thistle and Oak 209 Market Street, Pittsboro, United States

    Fri, Oct 31, 10am-5pm, Thistle and Oak will host designer Collar & Co as part of their Fall 2025 Trunk Show series. The mission at Collars & Co. is to empower men to look and feel their best with effortlessly stylish, elevated casual wear that blends comfort and confidence.  Famously known for the Dress Collar...

  • Wren Memorial Library Events

    Halloween Fest 2025 at Wren Memorial Library

    Wren Memorial Library 500 N Second Avenue, Siler City, United States

    Join Wren Memorial Library for a spooktacular Halloween Fest on Fri, Oct 31, 10:30am-4:30pm. Swing by anytime to collect your sweet treats, and don't miss out on their eerie franken-toy crafting, spooky movie screening, and thrilling games. Family-friendly costumes are encouraged, but not required.

  • Events at Chatham Mills

    Line Dancing Classes at Chatham Mills

    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Build your skills on the dance floor with Line Dancing Classes at Chatham Mills, hosted by Forest Hall at Chatham Mills and the Chatham Social Club every Friday, 11am-12pm. The cost is $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events...

  • Bynum Front Porch Music

    Pumpkins on the Bridge – Halloween at Bynum Front Porch

    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Get ready for Pumpkins on the Bridge - Halloween at Bynum Front Porch on Fri, Oct 31, 3pm-11pm  at the historic Bynum Bridge. As the sky starts to turn that perfect Carolina gold, the real magic begins. Neighbors carry their jack-o’-lanterns to the old Bynum Bridge, closed to cars, wide open to everyone. One by one, candles...

  • Farmers Markets

    Briar Chapel Farmers Market

    Briar Chapel

    Briar Chapel Farmers Market is a recent endeavor, established at the beginning of 2023. Come to the Green of Great Meadow Park every Friday, 4pm-6pm, for healthy, wholesome food and farm products! See the complete list of vendors here. On the last Friday of every month, they host an Artisan Market featuring a diverse range...

  • Events at The Plant

    Halloween at The Plant

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

    Come celebrate Halloween at The Plant on Fri, Oct 31, 4pm-9pm. There will be a Bazaar Night Market featuring local vendors, arts and crafts, a costume parade and contest, trick-or-treating, and live music by Vinnie's Garage from 6pm-9pm. They plan to decorate tables and wagons on the pavers for trick-or-treating. If you are interested in...

  • Vino!! Wine Shop Tastings and Events

    Weekly Free Tastings at Vino!! Wine Shop

    Vino!! Wine Shop 89 Hillsboro St, Suite D, Pittsboro, NC, United States

    Weekly free tastings at Vino!! Wine Shop are hosted every Friday. Experts share their picks of wines with varied pricing and from diverse locations. Tasting details, including which wines will be served, are shared on their Facebook Page and in their newsletters. All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country...

  • Events at Fearrington Village

    Live Music at Galloway’s

    The Belted Goat Market Street, Pittsboro, North Carolina, United States

    Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesday-Saturday, 5pm-7pm. Check out their events calendar to see who's playing. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.  

  • Events at Fearrington Village

    Music at Roost Beer Garden

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

    Visit Roost Beer Garden at Fearrington Village, a seasonal beer garden, for live music on the porch, local beer on tap, wine by the glass, and artisan wood-fired pizza (4pm-7pm). Pull up a chair around the water fountain or under large oaks, and enjoy good weather and good company. Music is typically hosted April-October on...

  • Events at The Plant

    Run and Roam Fridays at The Plant

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

    Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of fun for the family, including games, hula hoops, bubbles, chalk art, and more. This event takes place indoors and outdoors. The Plant is accessible to guests and...

  • Events at Chatham Mills

    Live Piano Music at The Sycamore

    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.

  • Events at The Plant

    Live Music: Vinnie’s Garage

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

    Join The Plant for Live Music with Vinnie's Garage on Fri, Oct 31, 6pm-9pm. Vinnie's Garage is a local good time rock and roll band covering classic rock songs from the '60s and '70s! There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are...

  • Events at Havoc Brewing Company

    Havoc Halloween Party and Live Music: Tone Merchants

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

    Havoc Brewing Company presents a Havoc Halloween Party and Live Music with Tone Merchants on Fri, Oct 31, 6pm-9pm. Saint Vincent food truck will be on-site at Havoc 5pm-9pm. Costumes are encouraged (including for your pets)! This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the...

  • MOSAIC at Chatham Park Events

    Moonlight Movie Series at MOSAIC

    Philip H. Kohl MOSAIC Family Commons 457 Freedom Parkway, Pittsboro, NC, United States

    Roll out the popcorn for the 2025 Moonlight Movie Series at MOSAIC, powered by Brightspeed! Join MOSAIC at Chatham Park for a night of cinematic magic under the stars. Relax with your favorite crew and enjoy classic flicks in an inviting outdoor setting. In the fall, experience their nostalgic Drive-In Movie Nights—where you can sip...

  • Vino!! Wine Shop Tastings and Events

    Halloween Party at Vino!! Wine Shop

    Vino!! Wine Shop 89 Hillsboro St, Suite D, Pittsboro, NC, United States

    Following Vino!!'s FREE weekly wine tasting, stick around for a Halloween Party on Fri, Oct 31, 7pm-10pm. The evening will feature Halloween cocktail specials and a costume contest. All tastings and events at Vino!! Wine Shop. Part of Chatham County's Craft Beverages and Country Inns Trail.

  • Events at City Tap

    Live Music: Mike Edwards and His Only Friends at City Tap

    City Tap 89 Hillsboro Street, Pittsboro, NC, United States

    Join The City Tap for Live Music with Mike Edwards and His Only Friends on the following dates: Fri, Sep 19, 7:30pm-9:30pm. Fri, Oct 31, 7:30pm-9:30pm. 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...

  • Events at The MOD

    The Graveyard Shift at The MOD

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

    Join The MOD for The Graveyard Shift, a monthly dark disco dance party. All are welcome. This event is for ages 21+ and the cover is $5 per person. Upcoming event dates and guest DJs are listed below: Sat, Jun 28, 8pm-12am Mouse the DJ. Fri, Jul 18, 8pm-12am Guest DJ APTIK. Sat, Aug 16, 8pm-12am Guest DJ...