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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.

  • 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)...

  • RAEN/Continuum Wine Dinner

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

    Reserve your spot for Fearrington's RAEN/Continuum Wine Dinner on Thu, Sep 25, 6:30pm-9pm. Fearrington invites you to a collaborative dinner focusing on the winemaking family of Tim Mondavi – a generational event. RAEN and Continuum together at one table. Join them for this unique opportunity to explore and taste the legacy of one of California’s most prominent...

  • 8 Week Beginner Cha Cha Series

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

    During this 8 Week Beginner Cha Cha Series, you'll learn a popular Latin dance that is done at weddings and holiday parties, on vacations and cruises, and more. Build your dance...

  • Farylina – Fall 2025 Trunk Show

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

    Fri, Sep 26-Sat, Sep 27, 10am-5pm, Dovecote will host designer Farylina as part of their Fall 2025 Trunk Show series. Dovecote loves this new line! Whimsical yet classic, this charming brand draws inspiration from a vintage block print napkin. Bold and graphic, feminine and flattering, Farylina's creative founder, formerly an interior designer, brings a unique perspective....

  • 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...

  • Monster-Making with Recyclables!

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

    At Monster-Making with Recyclables, your child will learn about art and sustainability with Anayancy Estacio, Education Program Coordinator for Chatham County Solid Waste and Recycling. Your child will build a monster using recycled materials and express their creativity through assembling, gluing, and painting eco-friendly monster companions. Supplies are included. Instructed by Leigh Babcock. This one-class session...

  • Live Music: Electric Oracle

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

    Join The Plant for Live Music with Electric Oracle on Fri, Sep 26, 6pm-8pm. Hailing from the Triangle in North Carolina, Electric Oracle is a no-nonsense classic rock band with a heavy edge and a killer female vocalist. They play the kind of music that’s all about big riffs, raw energy, and getting the crowd moving. There...

  • 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.

  • Paddle Under the Stars with the Morehead Planetarium

    Chatham Sports Alliance
    Farrington Point Boat Ramp 605 Farrington Point Road, Chapel Hill, NC, United States

    Join Frog Hollow Outdoors for Paddle Under the Stars with the Morehead Planetarium. Learn about the night sky on these exceptional evenings. Participants will enjoy a delightful mix of science and mythology about the night sky while relaxing in canoes or kayaks on the water. It's like an IMAX Planetarium, but in real life at Jordan...

  • Movies in the Park with Chatham County Parks and Rec

    Chatham County Parks and Recreation Events
    The Park at Briar Chapel 1015 Andrews Store Rd., Pittsboro, NC, United States

    Join Chatham County Parks, Recreation, and Cultural Resources for Movies in the Park, hosted on select Friday evenings in the fall. The movie will begin at sunset. Bring your chairs, blankets, movie snacks, and friends, and enjoy a FREE movie under the stars! The upcoming movie schedule is below: Fri, Sep 12, 7:30pm-9:30pm The Wild Robot....

  • Farylina – Fall 2025 Trunk Show

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

    Fri, Sep 26-Sat, Sep 27, 10am-5pm, Dovecote will host designer Farylina as part of their Fall 2025 Trunk Show series. Dovecote loves this new line! Whimsical yet classic, this charming brand...

  • 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...

  • Mead Fest

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

    Mead Fest is an annual celebration of all things mead! Savor honey wine and discover how to craft it. Plus, it's a fun excuse for a mini Renaissance faire, featuring...

  • Royal Red Shrimp Boil

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

    Visit Carolina Brewery and Grill for their signature Royal Red Shrimp Boil on Sat, Sep 27, 12pm-8pm. Enjoy Royal Red shrimp, Kilbasa sausage, corn, and redskin potatoes, along with live music on...