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X-WR-CALNAME:Pittsboro-Siler City Convention & Visitors Bureau
X-ORIGINAL-URL:https://visitpittsboro.com
X-WR-CALDESC:Events for Pittsboro-Siler City Convention & Visitors Bureau
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T113000
DTEND;TZID=America/New_York:20251014T140000
DTSTAMP:20260614T220330
CREATED:20251009T000955Z
LAST-MODIFIED:20251009T000955Z
UID:10055446-1760441400-1760450400@visitpittsboro.com
SUMMARY:Quiltmaker Pay-What-You-Can Lunch at Cafe Root Cellar
DESCRIPTION:Join Quiltmaker Cafe at Cafe Root Cellar for a Pay-What-You-Can Lunch on Tue\, Oct 14\, 11:30am-2pm. Chef Sera Cuni is opening her doors—and her heart—to support a beautiful community mission. Enjoy a delicious lunch at Cafe Root Cellar and pay what you can. All proceeds will benefit The Quiltmaker Cafe\, a pay-what-you-can restaurant set to open soon in downtown Pittsboro. Dine-in and take-out options will be available from a special menu. Call ahead at 919.542.1062 to order.
URL:https://visitpittsboro.com/event/quiltmaker-pay-what-you-can-lunch-at-cafe-root-cellar/
LOCATION:Cafe Root Cellar\, 35 Suttles Road\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Charity,Community Events,Food and Drink,Fundraisers
GEO:35.75482211;-79.16534197
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Cafe Root Cellar 35 Suttles Road Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=35 Suttles Road:geo:-79.16534197,35.75482211
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T150000
DTEND;TZID=America/New_York:20251014T170000
DTSTAMP:20260614T220330
CREATED:20240605T224748Z
LAST-MODIFIED:20260530T235549Z
UID:10059258-1760454000-1760461200@visitpittsboro.com
SUMMARY:Fearrington Farmers Market
DESCRIPTION: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. \nFearrington 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. \nCome 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.
URL:https://visitpittsboro.com/event/fearrington-farmers-market/2025-10-14/
LOCATION:Fearrington Farmers Market\, E Camden\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Agritourism,Art,Craft Beverages & Country Inns Trail,Farmers' Market,Fearrington,Food and Drink,Green Events,Music,Pet-Friendly,Shopping
GEO:35.8011357;-79.0918854
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Fearrington Farmers Market E Camden Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=E Camden:geo:-79.0918854,35.8011357
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T180000
DTEND;TZID=America/New_York:20251014T200000
DTSTAMP:20260614T220330
CREATED:20241230T220739Z
LAST-MODIFIED:20260207T043229Z
UID:10029282-1760464800-1760472000@visitpittsboro.com
SUMMARY:Run Club at House of Hops
DESCRIPTION: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.
URL:https://visitpittsboro.com/event/run-club-at-house-of-hops/2025-10-14/
LOCATION:NC
CATEGORIES:Food and Drink,Networking & Meet-Ups,Sports,Weekly Nightlife
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T180000
DTEND;TZID=America/New_York:20251014T210000
DTSTAMP:20260614T220330
CREATED:20250216T131723Z
LAST-MODIFIED:20260207T043305Z
UID:10049738-1760464800-1760475600@visitpittsboro.com
SUMMARY:Live Piano Music at The Sycamore
DESCRIPTION: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. \nSee more events at The Sycamore at Chatham Mills.
URL:https://visitpittsboro.com/event/live-piano-music-at-the-sycamore/2025-10-14/
LOCATION:The Sycamore at Chatham Mills\, 480 Hillsboro Street\, Suite 500\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music,Weekly Nightlife
GEO:35.7269236;-79.1749581
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Sycamore at Chatham Mills 480 Hillsboro Street Suite 500 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=480 Hillsboro Street\, Suite 500:geo:-79.1749581,35.7269236
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T190000
DTEND;TZID=America/New_York:20251014T210000
DTSTAMP:20260614T220330
CREATED:20240919T012408Z
LAST-MODIFIED:20260604T205621Z
UID:10021936-1760468400-1760475600@visitpittsboro.com
SUMMARY:Music Bingo at Hops and Berry
DESCRIPTION: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. \nThis 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.
URL:https://visitpittsboro.com/event/music-bingo-at-hops-and-berry/2025-10-14/
LOCATION:Hops & Berry\, 120 Mosaic Blvd\, Suite 100\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Bingo,Craft Beverages & Country Inns Trail,Food and Drink,Weekly Nightlife
GEO:35.7573368;-79.164333
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Hops & Berry 120 Mosaic Blvd Suite 100 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=120 Mosaic Blvd\, Suite 100:geo:-79.164333,35.7573368
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T190000
DTEND;TZID=America/New_York:20251014T210000
DTSTAMP:20260614T220330
CREATED:20250324T205352Z
LAST-MODIFIED:20250324T205453Z
UID:10043793-1760468400-1760475600@visitpittsboro.com
SUMMARY:Pub Trivia at Doherty's
DESCRIPTION: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. \nSee more events at Doherty’s.
URL:https://visitpittsboro.com/event/pub-trivia-at-dohertys/2025-10-14/
LOCATION:Doherty’s Irish Pub and Restaurant\, 56 Sanford Road\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Trivia,Weekly Nightlife
GEO:35.7195024;-79.1782331
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Doherty’s Irish Pub and Restaurant 56 Sanford Road Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=56 Sanford Road:geo:-79.1782331,35.7195024
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251014T190000
DTEND;TZID=America/New_York:20251014T220000
DTSTAMP:20260614T220330
CREATED:20250513T224453Z
LAST-MODIFIED:20251022T010827Z
UID:10048707-1760468400-1760479200@visitpittsboro.com
SUMMARY:Blues Jam at The MOD
DESCRIPTION: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. \nSee more events at The MOD.
URL:https://visitpittsboro.com/event/blues-jam-at-the-mod/2025-10-14/
LOCATION:The Modern Life Deli & Drinks\, 46 Sanford Road\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music
GEO:35.7196068;-79.1781982
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Modern Life Deli & Drinks 46 Sanford Road Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=46 Sanford Road:geo:-79.1781982,35.7196068
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251015T080000
DTEND;TZID=America/New_York:20251015T093000
DTSTAMP:20260614T220330
CREATED:20250216T222904Z
LAST-MODIFIED:20260605T031841Z
UID:10041960-1760515200-1760520600@visitpittsboro.com
SUMMARY:Wake Up Wednesday at Carolina Brewery
DESCRIPTION:Wake Up Wednesdays are hosted at Carolina Brewery & Grill every third Wednesday\, 8am-9:30am. This networking includes breakfast\, coffee\, and new guest speakers each month. The fee to participate is $7 cash or $8 by card. If you do bring cash\, do your best to bring exact change. If you pay by check\, make it out to the Carolina Brewery. Please consider bringing a tip for your server. \nThis event takes place indoors. The bottom floor of the brewery is wheelchair-accessible\, including entrances\, parking\, and restrooms. See more events at Carolina Brewery & Grill.
URL:https://visitpittsboro.com/event/wake-up-wednesday-at-carolina-brewery/2025-10-15/
LOCATION:Carolina Brewery & Grill\, 120 Lowes Dr\, Ste 100\, Pittsboro\, NC 27312\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Networking & Meet-Ups
GEO:35.743611;-79.164712
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Carolina Brewery & Grill 120 Lowes Dr Ste 100 Pittsboro NC 27312 NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=120 Lowes Dr\, Ste 100:geo:-79.164712,35.743611
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251015T180000
DTEND;TZID=America/New_York:20251015T190000
DTSTAMP:20260614T220330
CREATED:20250930T190720Z
LAST-MODIFIED:20250930T190720Z
UID:10054535-1760551200-1760554800@visitpittsboro.com
SUMMARY:Wine Education 101 - The Pacific Northwest
DESCRIPTION:Join Vino’s!! next Wine Education 101 Seminar: The Pacific Northwest on Wed\, Oct 15\, 6pm-7pm. The Pacific Northwest wine region comprises Oregon and Washington. These states are excellent wine-producing regions. What sets them apart from many other New World wine-producing areas is their ability to straddle the stylistic divide between Old and New World. Both states benefit from warm\, stable West Coast weather. It is the warm weather that yields the lively\, ripe fruit of New World wines. However\, their northern longitude gives them the benefit of cool nights\, allowing the grapes to retain that refreshing acidity that Old World wines are known for. The predominant grape varietals in these regions are Chardonnay\, Pinot Gris\, Merlot\, and Cabernet Sauvignon. Over the years\, Oregon has become known as the home to outstanding Pinot Noirs\, ones that rival the top Pinot Noirs from across the world. Washington’s history doesn’t go back as far as that of California\, but it has recently had a tremendous increase in its quality curve and is the second-largest wine-producing state in the United States! \nThis wine seminar will discuss the different AVAs within Oregon and Washington and cover all the predominant grape varietals grown in these areas. There are 42 spaces available for this event. The cost is $40 per person\, which includes admission to the class plus one pre-selected bottle of wine to take home. Discounts will be applied to any other wines purchased. Admission must be paid in advance. If you are interested\, please make reservations by either emailing anna@vinowineshopnc.com or calling 919.542.3922 no later than Fri\, Oct 10. \nWINES \n\n2024 Lemelson White Pinot Noir\, Willamette Valley\, Oregon.\n2023 Barnard Griffin Riesling\, Columbia Valley\, Washington.\n2021 J. Christopher Basalte Pinot Noir\, Willamette Valley\, Oregon.\n2022 Novelty Hill Syrah\, Columbia Valley\, Washington.\n2021 Januik Cabernet Sauvignon\, Red Mountain\, Washington.\n\nAll tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.
URL:https://visitpittsboro.com/event/wine-education-101-the-pacific-northwest/
LOCATION:Vino!! Wine Shop\, 89 Hillsboro Street\, Suite A\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Workshops
GEO:35.721547;-79.1773973
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Vino!! Wine Shop 89 Hillsboro Street Suite A Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=89 Hillsboro Street\, Suite A:geo:-79.1773973,35.721547
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251015T180000
DTEND;TZID=America/New_York:20251015T200000
DTSTAMP:20260614T220330
CREATED:20241230T221013Z
LAST-MODIFIED:20260207T044128Z
UID:10029805-1760551200-1760558400@visitpittsboro.com
SUMMARY:Music Bingo at House of Hops
DESCRIPTION: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.
URL:https://visitpittsboro.com/event/music-bingo-at-house-of-hops/2025-10-15/
LOCATION:NC
CATEGORIES:Bingo,Food and Drink,Weekly Nightlife
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251015T180000
DTEND;TZID=America/New_York:20251015T210000
DTSTAMP:20260614T220330
CREATED:20240717T220549Z
LAST-MODIFIED:20260207T044504Z
UID:10036048-1760551200-1760562000@visitpittsboro.com
SUMMARY:Jazz Nights at The Sycamore
DESCRIPTION: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.
URL:https://visitpittsboro.com/event/jazz-nights-at-the-sycamore/2025-10-15/
LOCATION:The Sycamore at Chatham Mills\, 480 Hillsboro Street\, Suite 500\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music,Weekly Nightlife
GEO:35.7269236;-79.1749581
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Sycamore at Chatham Mills 480 Hillsboro Street Suite 500 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=480 Hillsboro Street\, Suite 500:geo:-79.1749581,35.7269236
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251015T190000
DTEND;TZID=America/New_York:20251015T220000
DTSTAMP:20260614T220330
CREATED:20240919T012822Z
LAST-MODIFIED:20260604T221003Z
UID:10021667-1760554800-1760565600@visitpittsboro.com
SUMMARY:Karaoke at Hops and Berry
DESCRIPTION: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. \nThis 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. \n 
URL:https://visitpittsboro.com/event/karaoke-at-hops-and-berry/2025-10-15/
LOCATION:Hops & Berry\, 120 Mosaic Blvd\, Suite 100\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Karaoke,Weekly Nightlife
GEO:35.7573368;-79.164333
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Hops & Berry 120 Mosaic Blvd Suite 100 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=120 Mosaic Blvd\, Suite 100:geo:-79.164333,35.7573368
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251016T153000
DTEND;TZID=America/New_York:20251016T170000
DTSTAMP:20260614T220330
CREATED:20250423T154541Z
LAST-MODIFIED:20250801T200736Z
UID:10046770-1760628600-1760634000@visitpittsboro.com
SUMMARY:Sauerkraut Workshop
DESCRIPTION:Join Chatham County Cooperative Extension for a Sauerkraut Workshop on Thu\, Oct 16\, 3:30pm-5pm. This educational and hands-on workshop will teach you about fermentation and how to make your own sauerkraut. This workshop is perfect for beginners. Get ready to roll up your sleeves and get your hands messy! Don’t miss out on this opportunity to learn a new skill and enjoy the delicious flavors of homemade sauerkraut. Sign up now! \nAges 12 and older are welcome. This event is held indoors and is $10 per person. Free parking is available on the left side of the entrance to the Cooperative Extension office (red rocking chairs are located outside the entrance). Sorry – no pets allowed. More cooperative extension events.
URL:https://visitpittsboro.com/event/sauerkraut-workshop/
LOCATION:Chatham County Agriculture & Conference Center\, 1192 US-64 W\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Community Events,Food and Drink,Nature,Workshops
GEO:35.722316261427;-79.196978910774
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Chatham County Agriculture & Conference Center 1192 US-64 W Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=1192 US-64 W:geo:-79.196978910774,35.722316261427
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251016T170000
DTEND;TZID=America/New_York:20251016T183000
DTSTAMP:20260614T220330
CREATED:20241214T054504Z
LAST-MODIFIED:20260207T045624Z
UID:10026836-1760634000-1760639400@visitpittsboro.com
SUMMARY:Run Club at Thirsty Skull PBO
DESCRIPTION:Join Thirsty Skull Brewing – Pittsboro every Thursday\, 5pm-6:30pm for Run Club. \nSee all events at Thirsty Skull Brewing – PBO. Part of the Chatham County Craft Beverages & Country Inns Trail.
URL:https://visitpittsboro.com/event/run-club-at-thirsty-skull-pbo/2025-10-16/
LOCATION:Thirsty Skull Brewing – Pittsboro\, 684 West Street\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Networking & Meet-Ups,Sports,Weekly Nightlife
GEO:35.7595731;-79.0192997
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Thirsty Skull Brewing – Pittsboro 684 West Street Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=684 West Street:geo:-79.0192997,35.7595731
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251016T180000
DTEND;TZID=America/New_York:20251016T200000
DTSTAMP:20260614T220330
CREATED:20241230T220212Z
LAST-MODIFIED:20260207T045742Z
UID:10028760-1760637600-1760644800@visitpittsboro.com
SUMMARY:Opinionation Trivia at House of Hops
DESCRIPTION: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! \nMore events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.
URL:https://visitpittsboro.com/event/opinionation-trivia-at-house-of-hops/2025-10-16/
LOCATION:House of Hops\, 112 Russet Run\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Trivia,Weekly Nightlife
GEO:35.7554233;-79.1648113
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=House of Hops 112 Russet Run Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=112 Russet Run:geo:-79.1648113,35.7554233
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251016T180000
DTEND;TZID=America/New_York:20251016T210000
DTSTAMP:20260614T220330
CREATED:20250216T131723Z
LAST-MODIFIED:20260207T043305Z
UID:10036570-1760637600-1760648400@visitpittsboro.com
SUMMARY:Live Piano Music at The Sycamore
DESCRIPTION: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. \nSee more events at The Sycamore at Chatham Mills.
URL:https://visitpittsboro.com/event/live-piano-music-at-the-sycamore/2025-10-16/
LOCATION:The Sycamore at Chatham Mills\, 480 Hillsboro Street\, Suite 500\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music,Weekly Nightlife
GEO:35.7269236;-79.1749581
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Sycamore at Chatham Mills 480 Hillsboro Street Suite 500 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=480 Hillsboro Street\, Suite 500:geo:-79.1749581,35.7269236
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T103000
DTEND;TZID=America/New_York:20251017T113000
DTSTAMP:20260614T220330
CREATED:20251008T214301Z
LAST-MODIFIED:20251008T214301Z
UID:10055421-1760697000-1760700600@visitpittsboro.com
SUMMARY:Autumn Book Club Morning Social with Linda-Marie
DESCRIPTION:Join McIntyre’s Books for an Autumn Book Club Morning Social with Linda-Marie and her book\, Creating a Salon: The Magic of Conversations that Matter\, and McIntyre’s Staff on Fri\, Oct 17\, 10:30am-11:30am. Enjoy coffee\, pastries\, staff recommendations\, and a terrific discussion on how to make your book club meetings more meaningful. Tickets are $10.70 per person. \nBOOK SUMMARY \nA practical and personal exploration of the transformative power of salons – in many cases\, a next-level evolution of a book club — with hosting advice tailored to different goals\, budgets\, and personalities. \nSalons are enjoying a renaissance worldwide. More structured than a hangout or casual dinner party\, and oftentimes an evolution of a successful book club\, salons can spark lively discussions and help develop a joyful\, intentional community. Blending focused and informed advice with heartfelt reflection\, book industry professional Linda-Marie Barrett shares her experience hosting salons at her home—the lessons learned as well as the life-changing connections she discovered—and guides readers through the whats\, whys\, and hows of creating their own salons. \nLearn how to cultivate deep conversations and authentic connections using Barrett’s clear guidelines and real-life examples\, including helpful suggestions for handling even challenging scenarios. Readers will also hear directly from members of Linda-Marie’s Black Swan Salon\, who share their perspectives along with advice for how to build a better salon. As a bonus\, this book includes 14 salon starter kits\, each on a different theme\, to help readers host with confidence. \nFearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
URL:https://visitpittsboro.com/event/autumn-book-club-morning-social-with-linda-marie/
LOCATION:McIntyre’s Books\, 220 Market Street\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Book Clubs,Books and Literature,Craft Beverages & Country Inns Trail,Fearrington,Food and Drink,Meet & Greet,Workshops
GEO:35.8007293;-79.0920841
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=McIntyre’s Books 220 Market Street Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=220 Market Street:geo:-79.0920841,35.8007293
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T150000
DTEND;TZID=America/New_York:20251017T163000
DTSTAMP:20260614T220330
CREATED:20251008T223045Z
LAST-MODIFIED:20251008T223103Z
UID:10055432-1760713200-1760718600@visitpittsboro.com
SUMMARY:Pumpculent Workshop at For Garden's Sake
DESCRIPTION:Join For Garden’s Sake for Pumpculent Workshop on Sat\, Oct 11\, 10am-11:30am and Fri\, Oct 17\, 3pm-4:30pm in The Robin’s Nest. Looking to add something fresh to your fall decor this year? In this brand-new\, fresh materials crafting workshop\, you will assemble a succulent pumpkin perfect for a table centerpiece or unique autumn decor. You will learn some basic design skills while creating a beautiful piece with joy. With different succulent color and size options\, you can really let your creativity shine! \nThe fee is $60 per person and includes all necessary supplies and materials\, as well as light snacks and a beverage (with both alcoholic and non-alcoholic options available). Payment at the time of registration is required to hold your spot. Instructor and FGS Plant Coach Debbi Barrett will lead this class. Free parking is available on-site. See more events at For Garden’s Sake.
URL:https://visitpittsboro.com/event/pumpculent-workshop-at-for-gardens-sake/2025-10-17/
LOCATION:For Garden’s Sake\, 9197 Hwy 751 S\, Durham\, NC\, 27713\, United States
CATEGORIES:Agritourism,Art,Food and Drink,Holiday,Nature,Workshops
GEO:35.8647574;-78.9467239
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=For Garden’s Sake 9197 Hwy 751 S Durham NC 27713 United States;X-APPLE-RADIUS=500;X-TITLE=9197 Hwy 751 S:geo:-78.9467239,35.8647574
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T170000
DTEND;TZID=America/New_York:20251017T190000
DTSTAMP:20260614T220330
CREATED:20240107T095006Z
LAST-MODIFIED:20260212T031045Z
UID:10012808-1760720400-1760727600@visitpittsboro.com
SUMMARY:Weekly Free Tastings at Vino!! Wine Shop
DESCRIPTION: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. \nAll tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail. \n 
URL:https://visitpittsboro.com/event/weekly-free-tastings-at-vino-wine-shop/2025-10-17/
LOCATION:Vino!! Wine Shop\, 89 Hillsboro Street\, Suite A\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Tastings & Tours
GEO:35.721547;-79.1773973
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Vino!! Wine Shop 89 Hillsboro Street Suite A Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=89 Hillsboro Street\, Suite A:geo:-79.1773973,35.721547
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T170000
DTEND;TZID=America/New_York:20251017T200000
DTSTAMP:20260614T220330
CREATED:20230328T224902Z
LAST-MODIFIED:20260207T052822Z
UID:10042412-1760720400-1760731200@visitpittsboro.com
SUMMARY:3rd Friday Artist Receptions
DESCRIPTION:Pittsboro Gallery of Arts is pleased to announce the return of 3rd Friday Artist Receptions. Each month\, they highlight a new artist and offer an opportunity to meet them and ask about their work. Beverages and snacks will accompany. These events are held every third Friday\, 5pm-8pm. Featured artists are announced on their Facebook Page. \nSee more Pittsboro Gallery of Arts events.
URL:https://visitpittsboro.com/event/3rd-friday-artist-receptions/2025-10-17/
LOCATION:Pittsboro Gallery of Arts\, 44 Hillsboro Street\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Art,Food and Drink,History and Culture,Receptions & Exhibits,Shopping,Weekly Nightlife
GEO:35.7208131;-79.1768537
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Pittsboro Gallery of Arts 44 Hillsboro Street Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=44 Hillsboro Street:geo:-79.1768537,35.7208131
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T170000
DTEND;TZID=America/New_York:20251017T200000
DTSTAMP:20260614T220330
CREATED:20251016T185020Z
LAST-MODIFIED:20251016T185020Z
UID:10057859-1760720400-1760731200@visitpittsboro.com
SUMMARY:5 Year Makers Party at Pittsboro Gallery of Arts
DESCRIPTION:Celebrate 5 years with Pittsboro Gallery of Arts at their Makers Party on Fri\, Oct 17\, 5pm-8pm. Mingle with artists and watch live demonstrations of pastel\, gourd\, and oil painting of their mascot sheep\, Mr. Big Man! Enjoy sweet and savory treats while local musicians fill their art space with music! \nThis event is free. Pittsboro Gallery of Arts is ADA-compliant. Parking is available on the street and behind the gallery.
URL:https://visitpittsboro.com/event/5-year-makers-party-at-pittsboro-gallery-of-arts/
LOCATION:Pittsboro Gallery of Arts\, 44 Hillsboro Street\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Art,Food and Drink,Music,Painting,Performing Arts
GEO:35.7208131;-79.1768537
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Pittsboro Gallery of Arts 44 Hillsboro Street Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=44 Hillsboro Street:geo:-79.1768537,35.7208131
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T170000
DTEND;TZID=America/New_York:20251017T210000
DTSTAMP:20260614T220330
CREATED:20250905T111350Z
LAST-MODIFIED:20251216T055636Z
UID:10053413-1760720400-1760734800@visitpittsboro.com
SUMMARY:Run and Roam Fridays at The Plant
DESCRIPTION: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. \nThis 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.
URL:https://visitpittsboro.com/event/run-and-roam-fridays-at-the-plant/2025-10-17/
LOCATION:The Plant\, 220 Lorax Lane\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Art,Craft Beverages & Country Inns Trail,Families,Food and Drink,Weekly Nightlife
GEO:35.710046;-79.156684
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Plant 220 Lorax Lane Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=220 Lorax Lane:geo:-79.156684,35.710046
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T180000
DTEND;TZID=America/New_York:20251017T210000
DTSTAMP:20260614T220330
CREATED:20250216T131723Z
LAST-MODIFIED:20260207T043305Z
UID:10049740-1760724000-1760734800@visitpittsboro.com
SUMMARY:Live Piano Music at The Sycamore
DESCRIPTION: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. \nSee more events at The Sycamore at Chatham Mills.
URL:https://visitpittsboro.com/event/live-piano-music-at-the-sycamore/2025-10-17/
LOCATION:The Sycamore at Chatham Mills\, 480 Hillsboro Street\, Suite 500\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music,Weekly Nightlife
GEO:35.7269236;-79.1749581
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Sycamore at Chatham Mills 480 Hillsboro Street Suite 500 Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=480 Hillsboro Street\, Suite 500:geo:-79.1749581,35.7269236
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T180000
DTEND;TZID=America/New_York:20251017T210000
DTSTAMP:20260614T220330
CREATED:20250512T172634Z
LAST-MODIFIED:20251008T193229Z
UID:10047585-1760724000-1760734800@visitpittsboro.com
SUMMARY:Live Music: Southpaw Soul
DESCRIPTION:Join The Plant for Live Music with Southpaw Soul on Fri\, Oct 17\, 6pm-9pm. Southpaw Soul brings their fresh and unique blend of new\, classic\, and alternative rock to a stage near you. Their distinctive style is characterized by groove-driven rhythms\, rich instrumentation\, and powerful vocal performances. Merging classic influences with innovative musical expressions\, SPS creates something uniquely their own and delivers it with a dynamic and engaging live performance. And with Southpaw Soul\, no two set lists are ever the same. The band’s talent and versatility allow them to cater to a diverse audience\, appealing to fans with many musical tastes. \nThe term “Southpaw” refers to an unconventional or distinctive approach. Paired with “Soul\,” it represents a musical expression that stands out in its expressive and emotional qualities\, but with a twist or a unique perspective. As a 5-piece cover band based in the vibrant music scene of the central Piedmont region of North Carolina\, Southpaw Soul believes in the power of live music to bring people together and make it a special night for everyone. \nThere 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.
URL:https://visitpittsboro.com/event/live-music-southpaw-soul/
LOCATION:The Plant\, 220 Lorax Lane\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Music,Weekly Nightlife
GEO:35.710046;-79.156684
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Plant 220 Lorax Lane Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=220 Lorax Lane:geo:-79.156684,35.710046
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T180000
DTEND;TZID=America/New_York:20251017T210000
DTSTAMP:20260614T220330
CREATED:20251008T163720Z
LAST-MODIFIED:20251008T163720Z
UID:10054552-1760724000-1760734800@visitpittsboro.com
SUMMARY:Live Music: Deep River Revival at Havoc
DESCRIPTION:Havoc Brewing Company presents Live Music with Deep River Revival on Fri\, Oct 17 6pm-9pm. Death by Taco food truck will be onsite at Havoc 5pm-9pm. \nThis event is free and takes place 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.
URL:https://visitpittsboro.com/event/live-music-deep-river-revival-at-havoc/
LOCATION:NC
CATEGORIES:Art,Craft Beverages & Country Inns Trail,Food and Drink,Music,Performing Arts,Weekly Nightlife
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T190000
DTEND;TZID=America/New_York:20251017T210000
DTSTAMP:20260614T220330
CREATED:20241214T053640Z
LAST-MODIFIED:20260207T053010Z
UID:10026683-1760727600-1760734800@visitpittsboro.com
SUMMARY:Karaoke at Thirsty Skull
DESCRIPTION:Join Thirsty Skull Brewing – Siler City on the third Friday of each month\, 7pm-9pm for Karaoke with JV Jams. \nSee all events at Thirsty Skull Brewing. Part of the Chatham County Craft Beverages & Country Inns Trail.
URL:https://visitpittsboro.com/event/karaoke-at-thirsty-skull/2025-10-17/
LOCATION:Thirsty Skull Brewing\, 915 N Second Ave\, Siler City\, NC\, 27344\, United States
CATEGORIES:Craft Beverages & Country Inns Trail,Food and Drink,Karaoke,Weekly Nightlife
GEO:35.7316605;-79.4673782
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Thirsty Skull Brewing 915 N Second Ave Siler City NC 27344 United States;X-APPLE-RADIUS=500;X-TITLE=915 N Second Ave:geo:-79.4673782,35.7316605
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T190000
DTEND;TZID=America/New_York:20251017T220000
DTSTAMP:20260614T220330
CREATED:20251008T165904Z
LAST-MODIFIED:20251008T165904Z
UID:10055378-1760727600-1760738400@visitpittsboro.com
SUMMARY:Live Music with TR Cogburn at The MOD
DESCRIPTION:Join The MOD for Live Music with TR Cogburn on Fri\, Oct 17\, 7pm-10pm. Come see what all the fuss is about for this fun-loving classic rock band! \nThis event takes place indoors 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.
URL:https://visitpittsboro.com/event/live-music-with-tr-cogburn-at-the-mod/
LOCATION:The Modern Life Deli & Drinks\, 46 Sanford Road\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Holiday,Music,Weekly Nightlife
GEO:35.7196068;-79.1781982
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Modern Life Deli & Drinks 46 Sanford Road Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=46 Sanford Road:geo:-79.1781982,35.7196068
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251017T193000
DTEND;TZID=America/New_York:20251017T213000
DTSTAMP:20260614T220330
CREATED:20250919T165253Z
LAST-MODIFIED:20250919T165253Z
UID:10053682-1760729400-1760736600@visitpittsboro.com
SUMMARY:Live Music: Hond at The City Tap
DESCRIPTION:Join The City Tap for Live Music with Hond on Fri\, Oct 17\, 7:30pm-9:30pm. \nThis event takes place on the patio at The City Tap. There is no cover charge for this event\, but tipping the musicians is recommended. See all events at City Tap.
URL:https://visitpittsboro.com/event/live-music-hond-at-the-city-tap/
LOCATION:City Tap\, 89 Hillsboro Street\, Suite B\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Music,Weekly Nightlife
GEO:35.721547;-79.1773973
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=City Tap 89 Hillsboro Street Suite B Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=89 Hillsboro Street\, Suite B:geo:-79.1773973,35.721547
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251018T120000
DTEND;TZID=America/New_York:20251018T160000
DTSTAMP:20260614T220330
CREATED:20250529T165515Z
LAST-MODIFIED:20250805T144759Z
UID:10052239-1760788800-1760803200@visitpittsboro.com
SUMMARY:Petal and Past at Reclamation
DESCRIPTION:Join Reclamation for Petal and Past\, your new favorite summer pop-up series! Reclamation is teaming up with Bradley Blue Vintage and Lion Hearts Homestead to bring you an eclectic\, feel-good shopping experience featuring: \n\nVintage housewares from Reclamation\, your amazing local host!\nMindfully curated clothing and trinkets from Bradley Blue Vintage. \nHerbal sprays\, floral bouquets\, and body products from Lion Hearts Homestead. \nPlus\, rotating guest vendors throughout the season.\n\nEvents take place on the following dates: \n\nSat\, Aug 16\, 12pm-4pm. \nSat\, Sep 20\, 12pm-4pm. \nSat\, Oct 18\, 12pm-4pm. \n\nMark your calendar\, bring a friend\, and come see what’s blooming!
URL:https://visitpittsboro.com/event/petal-and-past-at-reclamation/2025-10-18/
LOCATION:Reclamation\, 102 Hillsboro St\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Food and Drink,Shopping
GEO:35.7217598;-79.1768316
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Reclamation 102 Hillsboro St Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=102 Hillsboro St:geo:-79.1768316,35.7217598
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251018T120000
DTEND;TZID=America/New_York:20251018T190000
DTSTAMP:20260614T220330
CREATED:20250919T175117Z
LAST-MODIFIED:20251001T174532Z
UID:10054222-1760788800-1760814000@visitpittsboro.com
SUMMARY:Annual Fest Yourself at Thirsty Skull PBO
DESCRIPTION:Join Thirsty Skull Brewing – Pittsboro for their Third Annual Fest Yourself on Sat\, Oct 18\, 12pm-7pm. Raise a stein and enjoy the release of their Fest Yourself Marzen\, the first brew they ever made! There will be authentic German food made by and in support of St. Bart’s Community Lunch\, plus a stein-holding contest and live music by The Fuzzy Catfish Blues Band. Come dressed in your best German costume! \nThis event is free to attend. Food and drink are available for purchase. See more events at Thirsty Skull Brewing – Pittsboro. Part of the Chatham County Craft Beverages and Country Inns Trail.
URL:https://visitpittsboro.com/event/annual-fest-yourself-at-thirsty-skull-pbo/
LOCATION:Thirsty Skull Brewing – Pittsboro\, 684 West Street\, Pittsboro\, NC\, 27312\, United States
CATEGORIES:Annual Events,Craft Beverages & Country Inns Trail,Food and Drink,Fundraisers,History and Culture,Music
GEO:35.7595731;-79.0192997
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Thirsty Skull Brewing – Pittsboro 684 West Street Pittsboro NC 27312 United States;X-APPLE-RADIUS=500;X-TITLE=684 West Street:geo:-79.0192997,35.7595731
END:VEVENT
END:VCALENDAR