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  • Memorial Day Brunch at Carolina Brewery & Grill

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

    Join Carolina Brewery & Grill for a Memorial Day Brunch on the following dates: Sat, May 23, 10am-2:30pm. Sun, May 24, 10am-2:30pm. Mon, May 25, 10am-2:30pm. This annual celebration coincides with the launch of Carolina Brewery's new seasonal menu, with items including: Jalapeño Poppers with house-made pimento cheese, bacon, and cotija. A Slider Sampler Platter featuring cheeseburger,...

  • Chatham County Race Amity Day

    Pittsboro Pop-Up Park West Salisbury Street, Pittsboro, North Carolina, United States +1 more

    Community members from every walk of life are invited to Chatham County's Race Amity Day on Sat, Jun 13, 9:30am-3:30pm. This national observance is dedicated to fostering understanding, respect, and cooperation among all...

  • Pittsboro Wine Fest

    Vino!! Wine Shop Tastings and Events
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    It's that time of year again! Join Vino!! Wine Shop for the Pittsboro Wine Fest on Sun, Jun 14, 2-4pm at Forest Hall at Chatham Mills. This is a fantastic,...

  • Juneteenth Black Arts Festival

    Events with CORE
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    Community Organizing for Racial Equity (CORE) welcomes you to participate in their Annual Juneteenth Black Arts Festival on Sat, Jun 20, 2026, 2pm-6pm at the Chatham County Fairgrounds. Since 2018,...

  • Old-Fashioned Farmers’ Days

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

    Visit the past and marvel at how things were done at the 51st Annual Old-Fashioned Farmers' Days Sat, Aug 29-Sun Aug 30, 9am-6pm, the longest-running event in Chatham County. The...

  • Shakori Hills GrassRoots Festival

    Events at Shakori Hills
    Shakori Hills 1439 Henderson Tanyard Rd, Pittsboro, NC, United States

    Don't miss the 22nd Annual Fall Shakori Hills GrassRoots Festival of Music and Dance on Thu, Oct 1-Sun, Oct 4 in Pittsboro, NC! Four days, four stages, and over 50 bands playing...

  • GreenWood Wrights’Fest

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

    Register now for GreenWood Wrights'Fest hosted Fri, Oct 9 - Sun, Oct 11, 2026, for a relaxing weekend of carving and camaraderie in Pittsboro, NC. GreenWood Wrights'Fest is a semi-annual gathering...