Pittsboro-Siler City Convention & Visitors Bureau

Flatwoods Festival
2025-09-05 - 2025-09-06 | Bennett, 52-68 W Raleigh Street, Bennett, NC, 27208, United States
The 27th Annual Flatwoods Festival on Fri, Sep 5, 5pm-8pm and Sat, Sep 6, 10am-4pm is hosted by the Tri-County Ruritan Club and celebrates a fun family experience. Festivities include an antique car, truck, tractor, a horse parade, food vendors, craft vendors, inflatable jump houses, and live music. For more information, contact Debby Hussey at husseyfarm@rtmc.net or 919.548.5129. More events in Bennett.

MERSEA - Fall 2025 Trunk Show
2025-09-05 10:00 - 17:00, 2025-09-06 10:00 - 17:00 (America/New_York) | Dovecote Home and Garden, Nest, and Sprout, 250 Market Street, Pittsboro, NC, 27312, United States
Fri, Sep 5-Sat, Sep 6, 10am-5pm, Dovecote will host designer Ashley Stanley from MERSEA, just in time to lighten your holiday shopping load! Come out this weekend and show Ashley some love!
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.
ABOUT THE DESIGNER
MERSEA’s story began in 2013 with a singular passion in mind: travel, and the nostalgic scents that come along with it. Fascinated by the ability of scent to transport the body and soul to places old and new, this led their founders to uncover the creations of artisans found in corners around the world. Now, MERSEA is no longer exclusively a destination for scents and self-care, but a curated collection of travel essentials crafted entirely for your journey—wherever you may go.

Line Dancing Classes at Chatham Mills
2025-09-05 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.

Weekly Free Tastings at Vino!! Wine Shop
2025-09-05 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
2025-09-05 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 Piano Music at The Sycamore
2025-09-05 18:00 - 21:00, 2025-09-06 18:00 - 21:00, 2025-09-09 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.

Central Carolina Kayak Fishing Tournament
2025-09-06 05:30 - 16:30 | North Carolina
The Central Carolina Kayak Fishing Tournament will take place Sat, Sep 6, 5:30am-4:30pm at the Ebenezer Boat Ramp at Jordan Lake State Recreation Area. This will be a single launch ramp event, allowing 30 minutes from launch to lines in to allow time for the crowd to disperse. The Entry fee is $30 and includes Big Bass. Fees are to be paid in cash at the sign-in table the morning of the tournament. The Competition schedule is outlined below:

5:30am-6am: Sign in at Ebenezer Boat Ramps (2879 Beaver Creek Road, Apex, NC 27523).
6:30am: Launch.
7am: Lines in.
3pm: Lines out.
4pm: Weigh in at Ebenezer Boat Ramp.

Sign up here. More about Central Carolina Kayak Fishing Tournaments.

Come Out and Play Sculpture Show
2025-09-06 12:00 - 20:00 | JimGin Farm, 150 Wild Horse Run, Pittsboro, NC, 27312, United States
Dozens of artists, creating in a myriad of media, are represented in this annual Come Out and Play Sculpture Show, now in its 24th year. The event takes place on a 17-acre homestead and is a gift from hosts to guests and artists. Artists do not pay a participation fee and keep all proceeds from their sales (many of the works on display are for sale). There are some out-of-state artists, but most are local to North Carolina. Each reception is filled with fantastic art and local vendors, free food and drink from the artists and hosts, visits with the horses and pigs, and live music from the North Carolina Songwriters Co-op.
The opening reception for 2025 is Sat, Aug 23 and Sun, Aug 24, 12pm until dark. Additional receptions are hosted on the following Saturdays: Aug 30, Sep 6, Sep 13, and Sep 20, 12pm until dark. Events are free. This event is family-friendly and pet-friendly (please keep all dogs on a leash). For more information, contact Debbie Meyer at writetoeloise@gmail.com or 919.357.6142.
DIRECTIONS AND PARKING
Location: JimGin Farm, 150 Wild Horse Run, Pittsboro, NC, 27312.
Find Your Way With #w3w: ///lizard.exhausting.profuse.
Parking Directions: Come down Wild Horse Run to the end. Please do not park on this road. On the right-hand side, go through the wooden gates and park on the right lawn. In the event that the right lawn is full, folds will be there to guide you to parking on the left. There is plenty of parking, so please follow their guidance and do not block any roads going in or out.
ACCESSIBILITY INFORMATION
The farm is not paved but there are gravel and grass areas. Parts of the property can be navigated with care for those with walkers or wheelchairs, including the outdoor area where tents are set up and where the musicians perform. Many individuals with walkers and wheelchairs, including the artists themselves, attend the event every year. Please contact the event organizer for additional accessibility questions.

THE HISTORY BEHIND THE EVENT
The Come Out and Play Sculpture Show began in 2002 to commemorate the first anniversary of 9/11 and has continued since then to promote kindness in the world through art and by connecting people. Debbie Meyer and her husband, Eric Brantley, coordinate and host this amazing show each year; it is truly a rewarding gift!

Football Season Kickoff at House of Hops
2025-09-06 13:00 - 22:00 | House of Hops, 112 Russet Run, Pittsboro, NC, 27312, United States
Football season is right around the corner, and House of Hops is celebrating kickoff day with an all-day celebration. The day starts with House of Hops’ first-ever Chicken Wing Cookoff, hosted Sat, Sep 6, 1pm-3pm. You can cook wings at home or on-site. Prizes go to the top three wings and the best flavor (rub or sauce). Then they will start their Cornhole Tournament at 4pm. Prizes go to the top three finishers here as well. To conclude the evening, they will host a Watch Party for UNC’s first road game of the season at 7pm. Free pizza will be available to accompany their tasty tap list. Plus, they’re expecting a special surprise guest!
If you’re interested in joining the Cookoff, Cornhone, or both, send House of Hops a DM, leave a comment on their Facebook Page, sign up in the shop, or send an email to evan@houseofhopsnc.com. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

Carolina Brewery Fall Music Series
2025-09-06 17:30 - 20:00 | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Fall Music Series. Hosted Saturdays, September-October, 5:30pm-8pm. See specific dates and performers listed below.

Sat, Sep 6, 5:30pm-8pm Deep Chatham Ramblers.
Sat, Sep 13, 5:30pm-8pm ZamBamBoogee.
Sat, Sep 20, 5:30pm-8pm Vinnie’s Garage Band.
Sat, Sep 27, 5:30pm-8pm The 8:59’s.
Sat, Oct 4, 5:30pm-8pm Mondo Guitaro.
Sat, Oct 11, 5:30pm-8pm Big T.
Sat, Oct 18, 5:30pm-8pm Jason Damico.
Sat, Oct 25, 5:30pm-8pm Colby Jack and The High Lifes.

Admission is free. Enjoy burgers, tacos, apps, and of course, their award-winning beer. Their Oktoberfest Menu is available Tue, Sep 16-Tue, Sep 30. Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

Live Music: Cory Luetjen
2025-09-06 19:30 - 22:30 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for Live Music with Cory Luetjen on Sat, Sep 6, 7:30pm-10:30pm.
This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

First Sunday Sound Bath
2025-09-07 11:30 - 12:30 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
At Starrlight Mead’s First Sunday Sound Bath, cathedral-like acoustics in this space bring a sense of reverence and play to these sessions. Think of it like a non-dogmatic sonic church.
Events are hosted on the first Sunday of each month from 11:30am-12:30pm. To attend, please RSVP to liodhruna@gmail.com. An admission fee of $20 per person is recommended for this event. If you are able, please Venmo or PayPal @AncientSongTherapy, or make other arrangements (this exchange is greatly appreciated). Please bring your own yoga mat, cushions, and comfort items. For virtual attendees: Jenn will go live at 11:30am, and you can tune in any time. The event will also be available on demand after the live session for those who could not attend. Any comments or questions will be answered once the offering is done.
Starrlight Mead is part of The Plant. The space is wheelchair accessible, with parking and entry available behind the production facility. Additional free parking is available on-site. Pets are not allowed. See all events at Starrlight Mead. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

The Wanderer's Market
2025-09-07 12:00 - 16:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End for The Wanderer’s Market hosted every first Sunday, May-Oct, 12pm-4pm. Markets include a new music guest each month, great food and drink from West End, and shopping at Finders and Seekers Emporium.
See more events at West End Kitchen and Catering.

Everything You Should Have Learned in High School About the Declaration of Independence
2025-09-07 14:00 - 15:30 | Chatham County Historical Museum, 9 Hillsboro St, Pittsboro, NC, 27312, United States
Join the Chatham County Historical Association for Everything You Should Have Learned in High School About the Declaration of Independence on Sun, Sep 7, 2pm-3:30pm at the Chatham County Historic Courthouse and Museum. Led by Courtney Smith, this talk will teach you everything you should have learned about the Declaration of Independence, but probably didn’t. What you don’t know may surprise you! Engaging and enlightening, this program examines the theories and context behind this historic document and translates it into “plain language” that anyone can understand.
All are welcome to attend this free event. This event takes place indoors. The historic courthouse meets federal ADA requirements. No pets allowed. Please leave your furry friends at home. Free parking is available behind
ABOUT THE INSTRUCTOR
Courtney Smith is an Exhibits and Programs Coordinator for the Orange County Historical Museum. She has a Master’s Degree in Teaching History from UVA and has lectured widely on this foundational document.

Live Music: Colby Jack and The High Lifes
2025-09-07 15:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Colby Jack and The High Lifes on Sun, Sep 7, 3pm-5pm. Colby Jack & the High Lifes are a high-energy Vintage Honky Tonk band from Greensboro, North Carolina. Playing all your country favorites from Hank Williams to Travis Tritt, as well as their timeless originals. Grab a beer and a dance partner!
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.

Pittsboro End-of-Summer Fest
2025-09-07 16:00 - 20:00 | Pittsboro Pop-Up Park, West Salisbury Street, Pittsboro, North Carolina, 27312, United States
After rescheduling their annual summer celebration due to inclement weather, The Pittsboro Business Association proudly presents Pittsboro End-of-Summer Fest on Sun, Sep 7, 4pm-8pm. Enjoy all the usual Summer Fest activities, but in (hopefully) cooler temperatures. Activities typically include a Decorated Bicycle Parade, juggling, giant balloons, hula hooping, balloon animals, a duck pond for prizes, axe throwing, and fun for the whole family. There will also be food trucks and local vendors. Enjoy live music from SouLe and the Super Band and Your Mama’s New Boyfriend.
This celebration takes place at the Pittsboro Pop-Up park between Salisbury and Hanks streets in downtown Pittsboro. This venue is wheelchair accessible. Leashed pets are allowed, but discouraged.
The Chatham County Historical Association wouldn’t miss Pittsboro’s Summerfest, and you shouldn’t either! Stop by their table to say hi, and be sure to bring your own stories about Old Chatham County—they’d love to hear them! Summerfest is sponsored by the Pittsboro Business Association, and the Chatham County History Association is a proud participant.

A Night of Giving: Vidas de Esperanza Fundraiser
2025-09-07 18:30 - 20:30 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for A Night of Giving: Vidas de Esperanza Fundraiser on Sun, Sep 7, 6:30pm-8:30pm.
Many of you may not know, but Vino!! is very dedicated to the non-profit, Vidas de Esperanza (they donate Wine Fest proceeds to the cause). Vidas is dedicated to enhancing the lives of Chatham County residents by increasing access to education, technology, and healthcare. In particular, Vidas runs a free dental and medical clinic on the last Saturday of every month in Siler City. Anna’s father, a physician at UNC for 50 years, works at the clinic and got UNC Hospitals involved – they now send physicians and dentists to work at the clinic monthly. This is an entirely non-profit organization – 100% of any funds received go directly to the mission. No doctors or owners receive any payment.
To generate funds for Vidas, Vino!! is hosting this night of giving. The cost is $150 per person and includes an evening of connection and fun during a wine tasting experience, featuring a curated selection of high-end wines, light bites, and a heartfelt mission. The food and wine lineup is TBA.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Tap Dancing - Advanced
2025-09-08 13:00 - 14:00 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
Tap Dancing – Advanced is for experienced tappers who are skilled at named steps and can perform intricate choreography. Tap shoes are recommended but not required. This class occurs every Monday, Sep 8-Oct 13, 1pm-2pm. Registration opens Wed, Aug 15, and closes Mon, Sep 15.
This event is held indoors at the Chatham Grove Community Center by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $60 per person. Ages 18+ are welcome. See more CCPRCR events.

Euchre Mondays at bmc
2025-09-08 18:00 - 20:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
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 doubles as $5 pint night at bmc brewing, so you can pair your hand of cards with one of the 18 beers bmc brews on site, alongside hard cider, hard seltzer, wine, and non-alcoholic options.
The event is free and takes place indoors. The space is wheelchair accessible, and on-site parking is free. Pets are not permitted indoors at bmc brewing. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

79° West Breakfast Club
2025-09-09 09:00 - 10:30 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Welcome to the 79° West Monthly Breakfast Club – their laid-back take on the traditional morning networking event, hosted on the first Tuesday of every month, 9am-10:30am. This free event features a new guest speaker every month, plus live acoustic music, tasty breakfast treats from 39 West Catering, giveaways, and complimentary coworking until 5pm, local news from Gene Galin of the Chatham Journal, and industry insights from Breakfast Club Sponsors.
In June, they’re featuring Bruce Ham, President and CEO of the YMCA of the Triangle. Bruce’s journey with the Y began in 1985 with a part-time job driving a youth program bus. Over the decades, he has served in a wide range of leadership roles in branch operations, program development, and philanthropy, each deepening his commitment to the Y’s Mission and expanding his impact across the region.
This month, they also have a special giveaway for attendees! They will be giving away four tickets to the Durham Bulls game on Sun, Jun 7, with clubhouse access and a buffet! Please note that the breakfast club will not take place in July, but it will return in August.
This FREE indoor event is open to coworking members and the public. Information regarding accessibility, amenities, and more can be found on their location page. Free parking is available onsite, including EV charging stations. See all events 79° West. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Fearrington Farmers Market
2025-09-09 15:00 - 17:00 | Fearrington Farmers Market, E Camden, Pittsboro, NC, 27312, 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 vendors. You also might chat with the farmers, see old friends, or meet new ones! It’s a welcoming, inclusive, and friendly atmosphere that encourages healthy, happy living.
Fearrington Farmers Market has more than 3 dozen members and is now in its 30th season. Not all vendors are there every week, but some vendors are there every week, year-round. Each market features live music. Vendors include Celebrity Dairy, In Good Heart Farm, and bmc brewing. See their full list of vendors.
Come early if you’d like to review what is being offered; sales begin at the scheduled time, signaled by the bell. Bring along small bills ($20 or lower) to pay for your purchase. Some vendors accept credit and debit cards, and most will accept checks. This event takes place outdoors, rain or shine. Entry is free. Leashed, well-behaved pets are welcome. See more events at Fearrington Village.

Yoga at Bynum Front Porch
2025-09-09 18:00 - 19:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm at the Historic Bynum General Store. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community – bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. Directions.
Year-round events, including a Christmas tree sale and a holiday bazaar. See a feature about geocaching in Bynum, produced by UNC-TV for NC Weekend and sponsored in part by the NC Division of Tourism, Film, and Sports Development. See more events at Bynum General Store.

Run Club at House of Hops
2025-09-09 18:00 - 20:00 | North Carolina
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.

Pesticide Safety - Private V Training
2025-09-09 18:00 - 20:00 | Chatham County Agriculture & Conference Center, 1192 US-64 W, Pittsboro, NC, 27312, United States
Join Chatham County Cooperative Extension for Pesticide Safety – Private V Training. This workshop offers 2 “V” credits and covers the following topics:

Fungicides and their proper use.
Pesticides and drones.
Pesticide safety, environmental stewardship, new technologies, and commodity fumigation
Links between pesticide application and mental health.

Class occurs Tue, Sep 9, 6pm-8pm in the Cooperative Extension wing of the Chatham County Agriculture & Conference Center. Free parking is available at the venue. Please register for either the virtual or in-person training, but not both.
See more events at CCACC.

Music Bingo at Hops and Berry
2025-09-09 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, 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 buffs.
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.

Pub Trivia at Doherty's
2025-09-09 19:00 - 21:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, 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 more events at Doherty’s.

Blues Jam at The MOD
2025-09-09 19:00 - 22:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, 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 instruments, or just bring your ears to partake in this musical delight. The Mod is dedicated to providing space for live music, great food, craft beverages, community, and love. Arrive early for musician sign-up or to grab a table for the evening. 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.
