Music Bingo at House of Hops
2025-10-29 18:00 - 20:00 (America/New_York) | NC
Join House of Hops every Wednesday, 6pm-8pm for Music Bingo hosted by DJ Special K. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

Mosaic Pumpkins Arts and Crafts Class
2025-10-29 18:00 - 20:30 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
Join Jessica Rigsbee for a Mosaic Pumpkins Arts and Crafts Class on Wed, Oct 29, 6pm-8:30pm at the NC Arts Incubator. You’ll start with a smooth pumpkin base, then spread on colored spackle like frosting before pressing in a mix of shiny gems, tiny charms, mosaic tiles, and other sparkly bits. Go autumn-chic, candy-colored, or totally wild—it’s your pumpkin, your rules! There will be trays of treasures for you to dig through, so your creation is 100% your vibe. No experience needed—just come ready to get a little messy, sip something cozy, and make a pumpkin that’s way too cute to leave on the porch.
Jessica provides written, visual, and verbal directions, as well as curated supplies. She will guide you through the basics and then give you space to explore and do your thing. Spanish instruction will be provided at this event. Tickets are pay-what-you-can. This event is for ages 12 and older.
See more events hosted by the NC Arts Incubator.

Jazz Nights at The Sycamore
2025-10-29 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, 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 the Tony Galiani Jazz Quartet. See the upcoming lineup here.

Acoustic Irish Music Seisiún
2025-10-29 18:00 - 21:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for an Acoustic Irish Music Seisiún on the last Wednesday of every month, 6pm-9pm. Whether you’re just beginning your music journey, a seasoned pro, or just love to listen, bring your instruments and passion for Irish music for an evening of lively tunes and great company. Musicians will be upstairs.
See more events at Doherty’s.

Wellness Wednesdays - Indoor Classes at Barre3
2025-10-29 18:30 - 19:30 | Barre3 Chatham Park, Mosaic Boulevard, Pittsboro, North Carolina, 27312, 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, 6:30pm-7:30pm Register.
Wed, Jul 23, 6:30pm-7:30pm Register.
Wed, Jul 30, 6:30pm-7:30pm Register.
Wed, Aug 6, 6:30pm-7:30pm Register.
Wed, Aug 13, 6:30pm-7:30pm Register.
Wed, Aug 20, 6:30pm-7:30pm Register.
Wed, Aug 27, 6:30pm-7:30pm Register.
Wed, Oct 1, 6:30pm-7:30pm Register.
Wed, Oct 8, 6:30pm-7:30pm Register.
Wed, Oct 15, 6:30pm-7:30pm Register.
Wed, Oct 22, 6:30pm-7:30pm Register.
Wed, Oct 29, 6:30pm-7:30pm Register.

Bring a water bottle. A water fountain is located behind the stage. Fitness equipment will be provided. Food and beverages are available for purchase at MOSAIC. This event is held indoors at Barre3 Chatham Park. See more events hosted by MOSAIC at Chatham Park.

Flower Arranging Workshop with Koshu and Fleurish
2025-10-29 18:30 - 20:00 | NC
Celebrate Autumn and Japan’s Chrysantemum Festival (Kiku Matsuri) with this Flower Arranging Workshop with Koshu and Fleurish on Wed, Oct 29, 6:30pm-8pm, led by Carey Taylor of Fleurish Bloom Bar & Boutique. Make a centerpiece featuring fresh chrysanthemums and sip on a floral sake tasting by Koshu Sake Bar featuring two chrysanthemum-inspired sake and two sake brewed with flower blossom yeast (hana kobo). Registration is $75 per person and includes all materials and the sake tasting. RSVP by Sun, Oct 26.
Adults 21+ only, please. Fleurish and Koshu are part of The Plant in Pittsboro. Koshu is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at The Plant.

Our State Book Club: History, Mystery, and Dracula
2025-10-29 19:00 - 20:30 | Fearrington Barn, 500 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for an Our State Book Club: History, Mystery, and Dracula – An Evening with Elizabeth Kostova on Wed, Oct 29, 7pm-8:30pm in the Fearrington Barn. Get ready for a spellbinding evening of conversation with internationally best-selling author Elizabeth Kostova, whose gothic thriller The Historian is Our State’s October Book Club selection. The New York Times best-selling author Wiley Cash will lead a lively discussion and take part in an audience Q&A. Discover the eerie inspirations behind The Historian, explore its chilling ties to folklore and history, and meet Elizabeth for a book signing following the event.
Wine, coffee, and light hors d’oeuvres will be served. Tickets are $50 per person.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Karaoke at Hops and Berry
2025-10-29 19:00 - 22:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, 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, it’s as fun to cheer from a table as it is to step up and perform.
This event is free and takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See more events at Hops & Berry. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Annual NC Truck Camper Rally
2025-10-30 - 2025-11-02 | Jordan Lake State Recreation Area – Vista Point Access, 2498 North Pea Ridge Road, Pittsboro, NC, 27312, United States
D&H RV & Marine hosts their Annual NC Truck Camper Rally on Thu, Oct 30-Sun, Nov 2, 2025. Whether you’re a truck camper owner or enthusiast, come enjoy the weekend at Jordan Lake State Recreation Area – Vista Point Access, play games, and learn from technicians through seminars. Activities include a ladies’ social, time to show off your camper, and the always popular bingo with prizes each evening. Since the rally falls on Halloween this year, they’re also planning special games and events for Friday evening.
Registration cost covers the campsite for 3 nights, meals provided from Friday dinner through Sunday breakfast, and an event t-shirt. Additional Details:

You have the flexibility to arrive either Thursday evening or Friday at any time. Official rally events don’t begin until Friday late afternoon/evening.
Please note that if you wish to camp earlier in the week before the rally, you will need to make your own arrangements through Jordan Lake State Park. Reservation line for Jordan Lake: 877.722.6762.
Children 18 and under may be registered for free and are already included in the couple/family ticket option.
Campsites are first-come, first-served. There are no reserved spots at Vista Point.
The campground features full electric and water hookups at each site, along with a bathhouse and a dump station.
Pets are welcome at the campground. Feel free to bring your furry friend!

Ann Lightfoot - Fall 2025 Trunk Show
2025-10-30 10:00 - 17:00, 2025-10-31 10:00 - 17:00 | Dovecote Home and Garden, Nest, and Sprout, 250 Market Street, Pittsboro, NC, 27312, United States
Thu, Oct 30-Sat, Nov 1, 10am-5pm, Dovecote will host designer Ann Lightfoot as part of their Fall 2025 Trunk Show series. One of the highlights of the season for Dovecote is their trunk show with Ann Lightfoot. Whether you are starting or adding to your collection, it is a joy to be around Ann and her stunning pieces, jewelry that goes with everything, layers beautifully, and items you will treasure for a lifetime. Not only is she a true talent with impeccable taste, but she’s lovely. They will have her for a three-day trunk show event, so whether you swing by to start your own collection, add to it, or just say hello, it will be a fun weekend!
Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one time with designers and opportunities to shop beyond their store offerings. Trunk Shows give you the chance to see an entire collection, not just what they bring in for the store, which means it is the only time that some sizes and colors are available in certain styles. Chatting with a rep or designer – the experts – gives you the best insight into what styles and sizes are perfect for you, so you can be sure you’re getting pieces that you’ll treasure forever. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Fall for Literacy Luncheon
2025-10-30 11:00 - 14:00 | Chatham County Agriculture & Conference Center, 1192 US-64 W, Pittsboro, NC, 27312, United States
Join Chatham Literacy for their Fall for Literacy Luncheon on Thu, Oct 30, 11am-2pm at the Chatham County Agriculture and Conference Center (CCACC). National columnist, award-winning journalist, popular TED Talk speaker, and author Steven Petrow, with conversation partner Jill McCorkle, will discuss his uplifting book, The Joy You Make. Petrow’s book discusses and defines what joy is, including places and experiences where it can be found. “Joy is not only around us, but within us. It inhabits the present, the past, and even the future as we look toward it. We often don’t recognize joy because it’s no one-note wonder.”
Petrow’s conversation partner for this event will be author Jill McCorkle, who spoke about her acclaimed short story collection Old Crimes at Chatham Literacy’s 2024 Fall for Literacy Luncheon. During the luncheon, Petrow, the 2024 North Carolina Piedmont Laureate, will also discuss his advocacy for literacy.
Lunch begins at 12pm. Tickets are $125.00; tables seat 10 people. Contact admin@chathamliteracy.org, 919-742-0578, fill out the form on the bottom of this page, or download the registration form (Word / PDF) and mail it to: 110 Village Lake Road, Siler City Business Park, Siler City, NC 27344. McIntyre’s Books will donate 20% of book sales to Chatham Literacy. Call the bookstore to order your copy today: 919-542-3030.
This event takes place indoors at CCACC. The building is ADA-compliant, with wheelchair accessible parking, entrances, walkways and common areas, restrooms, and seating. Pets are not allowed. See more events at CCACC.

StoryWalk® Trick or Treat
2025-10-30 16:00 - 17:00 | Chatham Community Library, 197 NC Hwy 87 N, Pittsboro, NC, 27312, United States
Join Chatham Community Library for a StoryWalk® Trick or Treat on Thu, Oct 30, 4pm-5pm. Trick or treat as you walk at your own pace around the library’s StoryWalk® and enjoy the story I Got the Spooky Spirit by Connie Schofield-Morrison. Costumes are strongly encouraged; be sure to dress for the weather. Start on the walking trail near the bridge to the Pittsboro Center for Active Living. No registration necessary. Free and open to the public.
The StoryWalk® Project was created by Anne Ferguson and developed in collaboration with the Kellogg-Hubbard Library in Montpelier, Vermont. Storywalk® is a registered service mark owned by the Kellogg-Hubbard Library.
For more information, contact youth.services@chathamlibraries.org or call 919.545.8085. See more Chatham Community Library events.

Run Club at Thirsty Skull PBO
2025-10-30 17:00 - 18:30 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, 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.

Halloween Bash at Mystic Mocha
2025-10-30 17:00 - 19:00 | Mystic Mocha, 111 Siler City Crossing, Siler City, 27344, United States
Come out to Mystic Mocha in Siler City for a Halloween Bash on Thu, Oct 30, 5pm-7pm. It’s time to dust off those costumes and prepare for a frightfully good night of thrilling fun, wicked music, and Halloween-themed drinks.
See more events at Mystic Mocha.

Opinionation Trivia at House of Hops
2025-10-30 18:00 - 20:00 | House of Hops, 112 Russet Run, Pittsboro, NC, 27312, 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 the Chatham County Craft Beverages & Country Inns Trail.

Book Launch: Welcome to Death Faire
2025-10-30 18:00 - 20:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
Book Launch: Welcome to Death Faire – Love, Loss, and Healing in a Small Southern Town is a soulful collection of stories, poems, and images born from a small town’s bold embrace of life, death, and everything in between.
What began as a community gathering transformed by grief has grown into a movement that honors death as part of living fully. This book invites you to face loss with honesty, discover unexpected healing, and celebrate the beauty of it all. Held at Forest Hall at Chatham Mills, the event will feature readings, songs, and thoughts from the contributors. This will be part church service, part book reading, part poetry reading, part community sing-along, and mostly a beautiful night with many beautiful souls. The evening will close with book signings and a sense of community.
You’ll hear from Tami Schwerin (Curator), Lyle Estill, and Gary Phillips, with live music from Arlo Estill and friends. Other storytellers include Karen Howard, Adrian Moreno, Pepe Caudillo, Godi Godar, Jessalyn Kiesa, Frank Phoenix, Matt Zemon, and Cathy Brooksie Edwards. The night will finish with poetry from Paul Jones and Carrboro Poet Laureate Liza Wolff-Francis.
This event takes place Thu, Oct 30, 6pm-8pm. This event is free, but pre-registration is recommended—save your spot here. This space is ADA-compliant. No pets allowed.
This event is part of The Road to Death Faire and make your plans now to attend! More events at Chatham Mills.

Live Piano Music at The Sycamore
2025-10-30 18:00 - 21:00, 2025-10-31 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, 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.

Halloween Story Time and Trick or Treat
2025-10-31 10:00 - 11:30 | NC
Join Chatham Community Library at the Pittsboro Center for Active Living for an intergenerational Halloween Story Time and Trick or Treat on Fri, Oct 31, 10am-11:30am. Storytime will be followed by indoor trick-or-treating. Costumes are encouraged, and be sure to bring a container to collect your treats! No registration is required for this event. This free, family-friendly event is open to the public.
For more information, contact youth.services@chathamlibraries.org or call 919.545.8085. See more Chatham Community Library events.

Halloween Fest 2025 at Wren Memorial Library
2025-10-31 10:30 - 16:30 | Wren Memorial Library, 500 N Second Avenue, Siler City, 27344, United States
Join Wren Memorial Library for a spooktacular Halloween Fest on Fri, Oct 31, 10:30am-4:30pm. Swing by anytime to collect your sweet treats, and don’t miss out on their eerie franken-toy crafting, spooky movie screening, and thrilling games. Family-friendly costumes are encouraged, but not required.

Line Dancing Classes at Chatham Mills
2025-10-31 11:00 - 12:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, 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 at Chatham Mills.

Pumpkins on the Bridge - Halloween at Bynum Front Porch
2025-10-31 15:00 - 23:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Get ready for Pumpkins on the Bridge – Halloween at Bynum Front Porch on Fri, Oct 31, 3pm-11pm at the historic Bynum Bridge. As the sky starts to turn that perfect Carolina gold, the real magic begins. Neighbors carry their jack-o’-lanterns to the old Bynum Bridge, closed to cars, wide open to everyone.
One by one, candles flicker to life, and the bridge begins to glow with hundreds of orange faces—some grinning, some spooky, some just plain silly. The reflections shimmer on the Haw River below, ripples of firelight dancing downstream while the night hums with laughter, music, and crickets.
And don’t worry about supper… Dan’s Dogs will be right there, serving up hot dogs, while Tacos Paraiso fills the air with the smell of the very best burritos in the state of North Carolina. Grab a paper plate, fill your belly, and wander back to the bridge as the pumpkins take over the night. So come on out as the sun sets. Bring your pumpkin, bring your people, and watch the glow spread across the water. And if it warms your heart (it will), toss a few dollars to the Bridge Fairies of Bynum Front Porch, the good souls who keep this tradition glowing year after year.
See more Bynum Front Porch events.

Halloween at The Plant
2025-10-31 16:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Come celebrate Halloween at The Plant on Fri, Oct 31, 4pm-9pm. There will be a Bazaar Night Market featuring local vendors, arts and crafts, a costume parade and contest, trick-or-treating, and live music by Vinnie’s Garage from 6pm-9pm. They plan to decorate tables and wagons on the pavers for trick-or-treating. If you are interested in setting up, please email them at music@theplantnc.com.
This event takes place outdoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Pets are allowed but discouraged. This event is free. See all events at The Plant.

Weekly Free Tastings at Vino!! Wine Shop
2025-10-31 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, 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 Inns Trail.

Run and Roam Fridays at The Plant
2025-10-31 17:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, 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 Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
This free event takes place indoors and outdoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. See all events at The Plant.

Live Music: Vinnie's Garage
2025-10-31 18:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Vinnie’s Garage on Fri, Oct 31, 6pm-9pm. Vinnie’s Garage is a local good time rock and roll band covering classic rock songs from the ’60s and ’70s!
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are in a position of having to cancel, they will try to do so well in advance. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed pets are allowed. This event is free! See all events at The Plant.

Havoc Halloween Party and Live Music: Tone Merchants
2025-10-31 18:00 - 21:00 | NC
Havoc Brewing Company presents a Havoc Halloween Party and Live Music with Tone Merchants on Fri, Oct 31, 6pm-9pm. Saint Vincent food truck will be on-site at Havoc 5pm-9pm. Costumes are encouraged (including for your pets)!
This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Halloween Bash at The MOD
2025-10-31 18:00 - 2025-11-01 02:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join The MOD and locals The Radio and DJ Mouse for a Halloween Bash on Fri, Oct 31, 6pm-Sat, Nov 1, 2am, bringing you the spookiest Halloween festivities around! Dress to impress for their Costume Contest and Parade around the circle. The overall winner gets a table for 8 at The Mod’s annual New Year’s Eve Gala, including a $200 food and drink credit. There will be prizes galore, great music, and good times!
SCHEDULE

7pm-10pm Live Music from The Radio.
8:30pm: Costume Parade during band intermission.
10pm: Costume Contest Winners Announcement.
10pm-12am: Music from DJ Mouse.
12am: Late-night dessert.

This event takes place indoors and outdoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to weather, holidays, or unforeseen circumstances will be posted on their Facebook and Instagram pages. See more events at The MOD.

Halloween Party at Vino!! Wine Shop
2025-10-31 19:00 - 22:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Following Vino!!’s FREE weekly wine tasting, stick around for a Halloween Party on Fri, Oct 31, 7pm-10pm. The evening will feature Halloween cocktail specials and a costume contest.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.
