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  • 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.

  • Save The Duck – Fall 2025 Trunk Show

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

    Fri, Oct 3-Sat, Oct 4, 10am-5pm, Dovecote will host designer Save The Duck as part of their Fall 2025 Trunk Show series. Seth is back with Save the Duck, and he’ll be bringing along the men’s line as well! Seth received such a warm welcome last time that Dovecote couldn’t resist inviting him back. Speaking of...

  • 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...

  • 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...

  • Scarecrow Shenanigans (All Ages)

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

    Scarecrow Shenanigans (All Ages) is the perfect October workshop for the entire family! Build your scarecrow using a wooden frame, colorful clothing, straw, and a touch of imagination. Get ready to bring your scarecrow to life with quirky personalities and funny faces. The recommended short supply list is available upon registration. Instructed by Leigh Babcock. This...

  • 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.

  • Save The Duck – Fall 2025 Trunk Show

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

    Fri, Oct 3-Sat, Oct 4, 10am-5pm, Dovecote will host designer Save The Duck as part of their Fall 2025 Trunk Show series. Seth is back with Save the Duck, and he’ll be bringing along the men’s line as well! Seth received such a warm welcome last time that Dovecote couldn’t resist inviting him back. Speaking of...

  • Huckleberry Trail Farm Fall Festival

    Huckleberry Trail Farm Events
    Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United States

    Visit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set up the entire season. The family’s mission is to bring all kids back to the outdoors with the goal of making many of the farm...

  • Egyptian Festival

    Egyptian Festival

    Join Archangel Raphael and Blessed St. John Coptic Orthodox Church for their third annual Egyptian Festival on Sat, Oct 4, and Sun, Oct 5, 12pm-6pm. This family-friendly event will feature delicious Egyptian food, artwork, jewelry, and children's activities, including a bouncy house and face painting. This event takes place indoors and outdoors, and is wheelchair accessible. Leashed pets are welcome.

  • Carolina Brewery Fall Music Series

    Carolina Brewery and Grill Events
    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United States

    Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Fall Music Series. Hosted Saturdays, September-October, 5:30pm-8pm. See specific dates and performers listed below. Sat, Sep 6, 5:30pm-8pm Deep Chatham Ramblers. Sat, Sep 13, 5:30pm-8pm ZamBamBoogee. Sat, Sep 20, 5:30pm-8pm Vinnie's Garage Band. Sat, Sep 27, 5:30pm-8pm The 8:59's. Sat, Oct 4,...

  • 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.

  • Live Music: The Ridge Band at Havoc

    Events at Havoc Brewing Company

    Havoc Brewing Company presents Live Music with The Ridge Band on Sat, Oct 4, 6pm-9pm. Johnny Thai food truck will be onsite at Havoc 5pm-9pm. This event is free and takes place outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome....

  • First Sunday Sound Bath

    First Sunday Sound Bath at Starrlight Mead
    Starrlight Mead 130 Lorax Ln, Pittsboro, NC, United States +1 more

    At Starrlight Mead's First Sunday Sound Bath, cathedral-like acoustics in this space bring a sense of reverence and play to these sessions. Think of it like a non-dogmatic sonic church. Events are hosted on the first Sunday of each month from 11:30am-12:30pm. To attend, please RSVP to [email protected]. An admission fee of $20 per person is...

  • The Wanderer’s Market

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

    Join West End for The Wanderer's Market hosted every first Sunday, May-Oct, 12pm-4pm. Markets include a new music guest each month, great food and drink from West End, and shopping at Finders and Seekers Emporium. See more events at West End Kitchen and Catering.

  • First Sunday Pittsboro

    Downtown Pittsboro Events
    Pittsboro Pop-Up Park West Salisbury Street, Pittsboro, North Carolina, United States

    First Sunday Pittsboro takes place the first Sunday, Apr-Dec, 12pm-4pm.  Come out and enjoy a bit of Pittsboro’s downtown charm. This family-friendly event is free to attend. Artisans, non-profits, and local businesses will be out and about as you enjoy some sweet treats, food trucks, and vendors selling art, jewelry, textiles, woodwork, soaps, pottery, and more. Just...

  • Oktoberfest at The Plant

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

    Come celebrate Oktoberfest at The Plant on Sun, Oct 5, 12pm-6pm. The festivities will include local bratwurst and Bavarian Pretzels, live music by Folkknot from 2pm-5pm, a kid's costume contest, a stein holding contest, great beer from bmc brewing, and tons of other activities for everyone. Preliminaries for the Stein Holding Content will take place at bmc brewing from 12pm-4pm,...

  • Egyptian Festival

    Egyptian Festival

    Join Archangel Raphael and Blessed St. John Coptic Orthodox Church for their third annual Egyptian Festival on Sat, Oct 4, and Sun, Oct 5, 12pm-6pm. This family-friendly event will feature delicious Egyptian food, artwork, jewelry, and children's activities, including a bouncy house and face painting. This event takes place indoors and outdoors, and is wheelchair accessible. Leashed pets are welcome.

  • Huckleberry Trail Farm Fall Festival

    Huckleberry Trail Farm Events
    Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United States

    Visit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set up the entire season. The family’s mission is to bring all kids back to the outdoors with the goal of making many of the farm...