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  • Jazz Nights at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Wednesday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Jazz Nights every Wednesday, 6pm-9pm. The series features a rotating list of local musicians. The Sycamore also offers their Lounge Menu in the dining room on Wednesday nights. Reservations are highly recommended. Past and present musicians include the Steve Hobbs Trio, Lauren Meehan, Dave Quick Jazz, and...

  • Wellness Wednesdays – Indoor Classes at Barre3

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

    Join MOSAIC at Chatham Park for Wellness Wednesdays - Indoor Classes, hosted select Wednesdays, Jul-Oct, 6:30pm-7:30pm. This event, hosted by Barre3 Chatham Park, is FREE and open to the public, but registration is required. See the full schedule below and find your link to register: Wed, Jul 2, 6:30pm-7:30pm Register. Wed, Jul 9, 6:30pm-7:30pm Register. Wed, Jul 16,...

  • Karaoke at Hops and Berry

    Karaoke at Hops and Berry
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. The taproom's weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line up to belt out their favorites—whether that's a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe,...

  • The Big What?

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

    The Big What? is a multi-night outdoor Summer music festival and campout hosted by Big Something and Possum Holler Productions. Now in its 10th year, It has become one of...

  • Behind the Recipes: The Cookbook Club at Fearrington Village

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

    The Local Palate is looking forward to hosting its first in-person Cookbook Club at Fearrington Village, Behind The Recipes, on Fri, Aug 22, 11:30am-2pm. In conversation with chef Melissa M. Martin and food historian Von Diaz, this event will celebrate the flavors of the South from North Carolina to New Orleans. You can look forward to: A VIP Meet-and-Greet from 11:30am-12pm,...

  • Run Club at Thirsty Skull PBO

    Events at Thirsty Skull PBO
    Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United States

    Join Thirsty Skull Brewing - Pittsboro every Thursday, 5pm-6:30pm for Run Club. See all events at Thirsty Skull Brewing - PBO. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • 8 Week Carolina Shag Group Series

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

    If you love listening to Motown and Beach music, then you will love this 8 Week Carolina Shag Group Series hosted by Forest Hall at Chatham Mills and the Chatham Social Club on Thursday nights, Aug 7-Sep 25, 5:30pm-6:30pm. Make your trips to the beach this summer unforgettable by learning our state's social dance. The cost for...

  • Wine Class – The Hills of Austria

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

    Join Fearrington Village for Wine Class – The Hills of Austria on Thu, Aug 21, 6pm-7pm. The hills are alive with the sound of Austrian wine! Despite boasting an ancient wine history dating back 2,000 years, Austria’s current wine scene has undergone recent changes and is finding its way forward with fresh and family-driven selections. You will...

  • 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.

  • 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 skills as a new dancer and learn to dance the rhythm of the Cha Cha. Hosted by Forest Hall at Chatham Mills and the Chatham...

  • Kinross Cashmere – Fall 2025 Trunk Show

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

    Fri, Aug 22-Sat, Aug 23, 10am-5pm, Dovecote will host Anne Broady of Kinross Cashmere to show the entire collection. Be sure to attend this show to place your special orders and browse Dovecote's stock. Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one time with designers and opportunities to...

  • 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...

  • Luxury Aged Sake Tasting in Celebration of Koshu’s First Anniversary

    Events at The Plant
    Koshu Sake 193 Lorax Lane, Unit 5, Pittsboro, NC, United States

    Try some of the world's finest sake and learn what makes it unique at this Luxury Aged Sake Tasting in Celebration of Koshu's First Anniversary. Koshu means aged sake, and that's what Koshu Sake Bar specializes in. Come in at your convenience during their regular hours, and they will guide you through the differences between each...

  • Family-Friendly Back-to-School Bash

    Chatham Community Library 197 NC Hwy 87 N, Pittsboro, NC, United States

    Chatham Pride Alliance is excited to partner with the Chatham Community Library to host a Family-Friendly Back-to-School Bash on Fri, Aug 22, 3pm-5:30pm. Join them for fun, connection, and celebration as they welcome the new school year. Expect a variety of activities, community resources, and a welcoming space for all families. Donations of school supplies for local teachers...

  • 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...

  • 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.

  • 96.1 BBB Summer Jam Music Series at MOSAIC

    MOSAIC at Chatham Park Events
    Philip H. Kohl MOSAIC Family Commons 457 Freedom Parkway, Pittsboro, NC, United States

    Shag the night away at the 96.1 BBB Summer Jam Music Series at MOSAIC, powered by Brightspeed! Join MOSAIC at Chatham Park at the Tommy Edwards Stage for the ultimate beach music bash, courtesy of 96.1 BBB "Your Life. Your Music." So grab your dancing shoes, join the shaggers on the dance floor, and dance...