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  • 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...

  • Halloween Fest 2025 at Wren Memorial Library

    Wren Memorial Library Events
    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.

  • 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...

  • Halloween at The Plant

    Events 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,...

  • 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...

  • 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...

  • Live Music: Vinnie’s Garage

    Events at The Plant
    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...

  • Havoc Halloween Party and Live Music: Tone Merchants

    Events at Havoc Brewing Company

    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...

  • Halloween Bash at The MOD

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

    Join The MOD and locals The Radio and DJ Mouse for a Halloween Bash on Fri, Oct 31, 6pm-Sat, Nov 1, 2am, bringing you the spookiest Halloween festivities around! Dress to impress for their Costume Contest and Parade around the circle. The overall winner gets a table for 8 at The Mod's annual New Year's Eve Gala, including...

  • Halloween Party at Vino!! Wine Shop

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

  • The Graveyard Shift at The MOD

    Events 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...

  • Halloween Party at Hops and Berry

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

    Come out to Hops and Berry-Pittsboro for a Halloween Party on Fri, Oct 31, 8pm-Sat, Nov 1, 12am. There will be a costume contest with prizes, as well as Jello shots on special. This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available...

  • Printmaking/Block Printing for Teens (Beginners)

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

    At Printmaking/Block Printing for Teens (Beginners), learn the basics of block printing using easy linocut tools and techniques. You'll sharpen your drawing and sketching skills, carve stamps, and make a fun canvas bag that represents your style. Supplies are included. Instructed by Dolly Sickles. This one-class session takes place Sat, Nov 1, 10am-12pm. Registration opens Mon, Sep...

  • Christmas Magic Holiday Shopping

    Silk Hope Farm Heritage Park Events
    Silk Hope Farm Heritage Park 4221 Silk Hope Rd, Siler City, NC, United States

    Christmas Magic Holiday Shopping on Sat, Nov 1, 10am-3pm at Silk Hope Farm Heritage Park is an annual shopping event designed to showcase a variety of craft vendors and artisans for guests to find special gifts for the holiday season. Make it a road trip for holiday shopping for jewelry, handbags, beauty products, kitchen items, wreaths, handmade...

    Free

  • 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...

  • Death Faire Art Exhibit Opening at Smelt Art Gallery

    Events at The Plant
    Smelt Art Gallery 213 Lorax Lane, Pittsboro, NC, United States

    You're invited to step into a quiet reverie at Smelt Art Gallery for the 10th Annual Death Faire Revival Art Exhibit on Sat, Nov 1, 12pm-1pm and 4pm-6pm. A Revival can mean a reawakening of faith...