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  • Cantino Terlano Wine Dinner at 458 West

    458 West Bed and Breakfast 458 West St, Pittsboro, NC, United States

    458 West B&B is excited to announce their Cantino Terlano Wine Dinner on Sat, Oct 18, 6pm-9pm. Cantino Terlano is renowned for its whites, which are textural, age-worthy, and charming, as well as its expressive reds that are ripe yet balanced. The cost is $125 per person, inclusive of tax and gratuity. Consider an overnight stay at 458...

  • Halloween Movie Night at Bottom of the Fox Farm

    Bottom of the Fox Farm 157 Joe Fox Road, Siler City, United States

    Join Bottom of the Fox Farm for a Halloween Movie Night on Sat, Oct 18, 6:30pm-9:30pm. Bring a blanket or chair and enjoy a showing of Hocus Pocus under the stars. Costumes are...

  • Live Music with Neon Nights at The MOD

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

    Join The MOD for Live Music with Neon Nights on Sat, Oct 18, 7pm-10pm. This event takes place indoors at The MOD. Free parking is available on the street and across the road...

  • Live Music: Trash Van Fever

    Events at City Tap
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Join The City Tap for Live Music with Trash Van Fever on Sat, Oct 18, 7:30pm-9:30pm. This event takes place on the patio at The City Tap. There is no cover...

  • Fall Floral and Pumpkin Workshop

    Jordan Lake Farms 2170 Marthas Chapel Rd, Apex, NC, United States

    Join Jordan Lake Farms for a Fall Floral and Pumpkin Workshop on Sat, Oct 19, 2pm-5pm at their scenic farm, where creativity blooms! Participants will wander through vibrant fields to...

  • Pay-What-You-Can Community Feast

    Chatham Oaks Farm 573 Dewitt Smith Road, Pittsboro, United States

    Join Feed-Well Fridges on Sun, Oct 19, 4:30pm-8pm for a Pay-What-You-Can Community Feast at Chatham Oaks Farm in Goldston. Gather under a fall sunset with friends new and old from the Chatham...

  • Euchre Mondays at bmc

    Euchre Mondays at bmc
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 more

    Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. This weekly gathering is built around the classic trick-taking card game. No experience is needed — a fantastic regular euchre group is happy to bring newcomers up to speed, so you can show up solo or with friends and jump right in. Monday...

  • Fearrington Farmers Market

    Fearrington Farmers Market
    Fearrington Farmers Market E Camden, Pittsboro, NC, United States

    The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local...

  • Run Club at House of Hops

    Events at House of Hops

    Join House of Hops every Tuesday, 6pm-8pm for Run Club and 20%-off mixed six pack. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • 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.

  • Music Bingo at Hops and Berry

    Music Bingo at Hops & Berry
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. Instead of numbers, players listen for tracks and mark their cards as they recognize each tune, racing to fill a line before anyone else. It's a low-key, high-energy way to spend a weeknight, and the format welcomes everyone from casual listeners to die-hard music...

  • Pub Trivia at Doherty’s

    Events at Doherty’s
    Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, United States

    Join Doherty's Irish Pub & Restaurant for Pub Trivia every Tuesday, 7pm-9pm, hosted by Patrick W. Trivia. Trivia is free to play, with prizes for first, second, and third place. See...

  • Blues Jam at The MOD

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

    Join The MOD for Blues Jam hosted every Tuesday, 7pm-10pm by Lo Taylor. This open jam is an excellent opportunity for those who share a love for the blues and wish to share their talents. Mr. Taylor and his band of talented musicians will make you feel right at home on our stage. Bring your voice, bring your...

  • 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...

  • Sip and Paint: Paint Your Partner at The MOD

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

    Join The MOD for an evening of unadulterated creativity, great cocktails, laughter, and probably a big mess, too, at this Sip and Paint: Paint Your Partner on Wed, Oct 22, 6pm-9pm. Bring your partner, BFF, or some rando (we won’t judge) and let your paintbrush take the wheel in creating a visual masterpiece of the person behind...

  • 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,...

  • 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.

  • 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...