Pittsboro-Siler City Convention & Visitors Bureau

Pub Trivia at Doherty's
2025-05-13 19:00 - 21:00 (America/New_York) | 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.

Preschool Cook and Books
2025-05-14 14:30 - 15:15, 2025-05-15 10:00 - 10:45 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents Preschool Cook and Books. Please note that you must register your child for each one-month session you are interested in – themes change each month, and registration costs only cover one month of courses. You can see this month’s theme here. Two sessions are available each week for your child – every Wednesday, 2:30pm-3:15pm or every Thursday, 10am-10:45am.
This event takes place at the Chatham Grove Community Center.

Thales Sewing Camp
2025-05-14 15:30 - 16:30 | Checkered Tulip, 35 West Chatham Street, Pittsboro, NC, 27312, United States
At Thales Sewing Camp, hosted by Checkered Tulip, your child will learn to use a sewing machine, and then design and stitch up their own unique creations to include handbags, garments, stuffed animals, and more! This class takes place every Wednesday, Apr 9-May 21, 3:30pm-4:30pm. The cost is $245 per child.
See more events at Checkered Tulip. Events are subject to change based on the number of registrants. Please check here to see if the class is still being offered before planning your visit, and make sure to register in advance to save your spot.

Kindergarten-3rd Grade Weekly Cooking Classes
2025-05-14 16:00 - 17:00, 2025-05-15 16:00 - 17:00 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents Kindergarten-3rd Grade Weekly Cooking Classes. Please note that you must register your child for each one-month session you are interested in – themes change each month, and registration costs only cover one month of courses. You can see this month’s theme here. Two sessions are available for this class – your child can attend either every Thursday, 4pm-5pm, or every Wednesday, 4pm-5pm.
This event takes place at the Chatham Grove Community Center.

Middle and High School Weekly Cooking Classes
2025-05-14 17:30 - 18:30 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents Middle and High School Weekly Cooking Classes every Wednesday, 5:30pm-6:30pm. Please note that you must register your child for each one-month session you are interested in – themes change each month, and registration costs only cover one month of courses. You can see this month’s theme here.
This event takes place at the Chatham Grove Community Center.

Poetry at The Plant
2025-05-14 18:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Come out for Poetry at The Plant on the second Wednesday of every month, 6pm-7pm. Enjoy an hour of original poetry from regional poets in the Fair Game Beverage Company Wheelhouse Tasting Room (and enjoy a drink and meal while you’re at it)!
Local NC beers, wines, ciders, and craft cocktails will be available at the bar. Local dining available at Kingston 99 Kitchen and Ta Contento. This event is free and takes place indoors. The Plant is wheelchair accessible, and additional accommodations are available upon request. Free parking is available on-site. No pets allowed, please. See more events at The Plant. See more events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Music Bingo at House of Hops
2025-05-14 18:00 - 20:00 | 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.

Jazz Nights at The Sycamore
2025-05-14 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.

Karaoke at Hops and Berry
2025-05-14 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.

Spring for Literacy Luncheon
2025-05-15 11:00 - 14:00 | Governors Club Golf Course, 11000 Governors Drive, Chapel Hill, NC, 27517, United States
Join Chatham Literacy for their Spring for Literacy Luncheon on Thu, May 15, 11am-2pm at Governors Club. The guest author is Marjorie Hudson from Chatham County. She will be reading from her latest novel, Indigo Field, a novel about the contemporary South and the weight of centuries of hidden history. General admission registration starts Sat, Mar 1. Tickets are $125 per person and a table seats 10 people.

Homeschool Weekly Cooking Classes
2025-05-15 14:30 - 15:30 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents Homeschool Weekly Cooking Classes every Thursday, 2:30pm-3:30pm. Please note that you must register your child for each one-month session you are interested in – themes change each month, and registration costs only cover one month of courses. You can see this month’s theme here. This event takes place at the Chatham Grove Community Center.

Run Club at Thirsty Skull PBO
2025-05-15 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.

4th-6th Grade Weekly Cooking Classes
2025-05-15 17:30 - 18:30 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents 4th-6th Grade Weekly Cooking Classes every Thursday, 5:30pm-6:30pm. Please note that you must register your child for each one-month session you are interested in – themes change each month, and registration costs only cover one month of courses. You can see this month’s theme here.
This event takes place at the Chatham Grove Community Center.

Wine Class – 6 Ways of Rosé
2025-05-15 18:00 - 19:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join Fearrington Village for a Wine Class – 6 Ways of Rosé on Thu, May 15, 6pm-7pm. We all have an idea of a classic Rosé wine, bright, fresh, crisp, light strawberry notes, perfect for summer sipping, probably from Provence? Well… that is just one style amongst many options! Rosé actually has a vast range of possibilities showcasing different techniques, philosophies, and most importantly, flavors.
You’re invited to join Fearrington Wine Director Troy Revell as he leads you through a kaleidoscope of possibilities, exploring varied selections from around the world, including French selections of Tavel and Tibouren, Spain, Lebanon, and probably something sparkling… all perfect to get everyone in the mood for summer. A few small bites from Chef Gagne are included, and wines tasted will be available for purchase at the end of the event. The class will take place on the Terrace behind The Fearrington House Restaurant.
This $75 all-inclusive wine class is non-refundable. If your plans have changed, please feel free to send a lucky friend in your place! Just send Fearrington an email with their name or have them bring your confirmation email.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Opinionation Trivia at House of Hops
2025-05-15 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.

Live Piano Music at The Sycamore
2025-05-15 18:00 - 21:00, 2025-05-16 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.

Chef's Dinner at West End
2025-05-15 18:00 - 22:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End each month for an exceptional Chef’s Dinner featuring five courses, including three options (vegetarian, pescatarian, and meat) for the main course, with optional wine pairings (announced before each event) selected by the in-house Sommelier. The first seating is at 6pm, and guests are welcome to arrive between 5:30pm-6pm. West End asks that you be done by 7:30pm to accommodate their second seating (guests are welcome to arrive between 8pm and 8:30pm). Upcoming dates are listed below:

Thu, Apr 24, 6pm-10pm April Chef’s Dinner.
Thu, May 15, 6pm-10pm May Chef’s Dinner.
Thu, Jun 19, 6pm-10pm June Chef’s Dinner.
Thu, Jul 24, 6pm-10pm July’s Chef’s Dinner.
Thu, Aug 28, 6pm-10pm August Chef’s Dinner.
Thu, Sep 25, 6pm-10pm September Chef’s Dinner.
Thu, Oct 23, 6pm-10pm October Chef’s Dinner.

See more events at West End Kitchen and Catering.

Spring Our State Book Club
2025-05-15 18:30 - 19:45 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for this Spring Our State Book Club on Thu, May 15, 6:30pm-7:45pm. You asked and they responded! Everyone had so much fun at last fall’s Book Club night that there was clamoring for holding this evening more often. During this fun evening, McIntyre’s staff will present book recommendations for intrepid readers. You don’t have to be in a book club to join them. There is a special 20% discount on staff-selected titles this evening only. Books, wine, swag, and great conversations – what more could you want? Tickets are $10 per person.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Wedding Dance Bootcamp
2025-05-15 19:00 - 20:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
Step onto the dance floor with confidence at this Wedding Dance Bootcamp hosted by Forest Hall at Chatham Mills and the Chatham Social Club Thursday nights, May 1-Jun 19, 7pm-8pm. Learn the three most popular wedding dances:

Rumba: slow, romantic, and full of heart.
Hustle: upbeat, fun, and disco-inspired.
Foxtrot: classic, smooth, and oh-so-elegant.

The cost is $285 per couple and includes 8 hours of group instruction for two. Whether you’re in the wedding party or just love a good celebration, this series will have you dancing in style all summer long. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

National Strawberry Month!
2025-05-16 09:00 - 15:00 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
The Children’s Culinary Institute, led by Chef Arlena, and in partnership with Chatham County Parks & Recreation, presents National Strawberry Month on Fri, May 16, 9am-3pm. Come celebrate strawberry season in so many tasty ways! You can join for one two-hour session or stay all day and create strawberry recipes until you turn pink! The class schedule is as follows:

9am-11am: Strawberry Protein Pancakes and Homemade Strawberry Granola Parfait.
11am-1pm: Strawberry Feta Flatbread and Strawberry Pesto Pasta.
1pm-3pm: Strawberry Fruit Salsa with Shortbread Chips.

This event takes place at the Chatham Grove Community Center.

Chatham Teacher Work Day Sewing
2025-05-16 09:30 - 12:00 | Checkered Tulip, 35 West Chatham Street, Pittsboro, NC, 27312, United States
At Chatham Teacher Work Day Sewing, your child will learn to sew on a real machine, design their own project, and walk away with a project they made themselves! Bring your kids to Checkered Tulip while you shop, eat, and enjoy a libation in lovely downtown Pittsboro. Chatham Teacher Work Day Sewing events are held on the following dates:

Fri, Mar 14, 9:30am-12pm.
Mon, Apr 21, 9:30am-12pm.
Fri, May 16, 9:30am-12pm.

All materials are provided. The cost is $39 per participant. Please check their calendar for the most up-to-date information. See all events at Checkered Tulip.

Line Dancing Classes at Chatham Mills
2025-05-16 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
2025-05-16 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.

3rd Friday Artist Receptions
2025-05-16 17:00 - 20:00 | Pittsboro Gallery of Arts, 44 Hillsboro Street, Pittsboro, NC, 27312, United States
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.
See more Pittsboro Gallery of Arts events.

Live Music: Deep Black River Band
2025-05-16 18:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Deep Black River Band on Fri, May 16, 6pm-9pm. The band will be bringing 90’s and classic rock tunes!
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.

Karaoke at Thirsty Skull
2025-05-16 19:00 - 21:00 | Thirsty Skull Brewing, 915 N Second Ave, Siler City, NC, 27344, United States
Join Thirsty Skull Brewing – Siler City on the third Friday of each month, 7pm-9pm for Karaoke with JV Jams.
See all events at Thirsty Skull Brewing. Part of the Chatham County Craft Beverages & Country Inns Trail.

96.1 BBB Summer Jam Music Series at MOSAIC
2025-05-16 19:00 - 21:00 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Shag the night away at the 96.1 BBB Summer Jam Music Series at MOSAIC, powered by Brightspeed! Join MOSAIC at Chatham Park at the Tommy Edwards Stage for the ultimate beach music bash, courtesy of 96.1 BBB “Your Life. Your Music.” So grab your dancing shoes, join the shaggers on the dance floor, and dance like nobody’s watching! MOSAIC’s new dance floor is sponsored by the Sara Donaldson State Farm Insurance Agency.
The lawn opens at 6pm and the concert begins at 7pm. This event is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Fri, Apr 18, 7pm-9pm Too Much Sylvia, Register.
Fri, May 2, 7pm-9pm The Entertainers, Register.
Fri, May 16, 7pm-9pm Band of Oz, Register.
Fri, May 30, 7pm-9pm Liquid Pleasure, Register.
Fri, Jun 13, 7pm-9pm The Castaways, Register.
Fri, Jun 27, 7pm-9pm The Embers, Register.
Fri, Aug 22, 7pm-9pm Back To School Bash: Chairmen of the Board, Register.

Anticipate bag checks and security screenings upon entry. Food or beverages purchased outside MOSAIC, weapons, and illegal substances are prohibited. Food and beverages will be available onsite for purchase – be prepared to present your receipt to event security. Bring a lawn chair or a blanket. Pets are welcome. This event is held outdoors on the Philip H. Kohl MOSAIC Family Commons. See more events hosted by MOSAIC at Chatham Park.
