• 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...

  • Line Dancing Classes at Chatham Mills

    Events 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...

  • Weekly Free Tastings at Vino!! Wine Shop

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, 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...

  • Run and Roam Fridays at The Plant

    Events 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 family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country...

  • Fall-O-Ween Trunk R’ Treat

    Siler City Parks and Recreation Events
    Bray Park Sports Complex and Aquatic Facility 700 Alston Bridge Road, Siler City, NC, United States

    Siler City Parks and Recreation treats the community to the Annual Fall-O-Ween Trunk R' Treat on Fri, Oct 24, 6pm-9pm at the Bray Park Sports Complex. This family-friendly event will be sure to get the whole family in the Fall spirit with lots of candy, Trunk r’ Treating, inflatable attractions, music, food, games, and more. Trunk...

  • 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.

  • Witches Brew and Bonfire at Starrlight

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

    Join Starrlight Mead for a Witches Brew and Bonfire on Fri, Oct 24, 6:30pm-8:30pm. Slip into your witchy best and gather under the autumn moonlight at The Plant in Pittsboro for an evening of spooky fun and warm community vibes. Starrlight will be pouring spiced meads and ciders, including their glowing “Witch’s Brew” mead cocktail — a honey‑sweet potion...

  • Live Music with Kyler Sullivan at The MOD

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

    Join The MOD for Live Music with Kyler Sullivan on Fri, Oct 24, 7pm-10pm. This event takes place indoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to weather,...

  • Vortex Paracon

    Devil's Tramping Ground Bear Creek, North Carolina, United States

    Visit the Devil's Tramping Ground in Bear Creek, North Carolina, the oldest haunted site in America, during Vortex Paracon on Oct 25 and Sun, Oct 26. This unforgettable experience brings together...

  • Trick-or-Treating and Halloween Fun at For Garden’s Sake

    Events at For Garden’s Sake
    For Garden's Sake 9197 Hwy 751 S, Durham, NC, United States

    Join For Garden's Sake for Trick-or-Treating and Halloween Fun on Sat, Oct 25, 9am-5pm. Get some extra mileage out of your Halloween costume and enjoy a festive, nature-inspired celebration. Collect candy and clues as you explore the garden center on a nature-and fall-inspired scavenger hunt. Complete the scavenger hunt to win a prize. Keep an eye out for...

  • Celebrate Early Voting — Drag Me To The Polls!

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

    Join Chatham County Pride Alliance at The Plant for Celebrate Early Voting — Drag Me To The Polls! on Sat, Oct 25, 9:45am-3:30pm. During this non-partisan community celebration of civic engagement, you'll enjoy a short program with drag performances, followed by a group trip to the polls (by shuttle, carpool, or drive yourself) for early voting at...

  • Mini Monsters Barre3 Class

    MOSAIC at Chatham Park Events
    Barre3 Chatham Park Mosaic Boulevard, Pittsboro, North Carolina, United States

    Looking for some festive fun for you and your minis this spooky season? Join Barre3 at Chatham Park for a Mini Monsters Barre3 Class on Sat, Oct 25, 10am-11am. This class will feature 30 minutes of movement and spooky music, followed by snacks. Costumes are encouraged, but not required. The cost is $20 per adult + child...

  • Intermediate Home Mead Making

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

    In Intermediate Home Mead Making, you'll learn about metheglins, or, mead with herbs or spices. Does it make a difference if you add the herbs in the primary, secondary, or after fermentation? They'll answer all these questions and more. You'll also taste some examples of different metheglins. This class is $50 per person and $75...

  • 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...