Ric’s Leather at the Pittsboro Street Fair

Ric's Leather 575 Chapel Ridge Drive, Pittsboro, NC

If you're looking for that perfect leather gift to give to someone (or yourself), look for Ric's Leather at the Pittsboro Street Fair.

Dansko Trunk Show at New Horizons Downtown

New Horizons Downtown 52 Hillsboro St, Pittsboro, NC, United States

SAVE THE DATE! Join New Horizons Downtown at the Dansko Footwear trunk show on Saturday, October 28! 🎉 ➡️ Enjoy special pricing on all #danskofootwear ➡️ Receive a free gift with purchase ➡️ Enter to win a free pair of Dansko ➡️ Refreshments provided.

Fall Festival at Huckleberry Trail Farm

Huckleberry Trail Farm 143 Pleasant Hill Church Road, Siler City, NC, United States

Are you, your family and your friends ready to make some memories and have some fall fun, Huckleberry style? Fall Festival starts September 30 and runs every Saturday and Sunday through October 30. We are open from 10 to 6 on Saturday and 1 to 6 on Sunday. Our last ticket is sold one hour before closing. One admission price gives you access to all the fun. We sell our pumpkins, fall decorations, refreshments, and merchandise separately to keep our admission prices low. We have a corn maze, a real pumpkin patch (cut your own pumpkin right off the vine while they last!), a cotton patch, and lots of old-timey games and activities including a mini Field of Dreams. We sell pumpkins of all sizes as well as corn stalks, gourds, and hay bales. We are conveniently located on Hwy 64 between Pittsboro and Siler City, just 30 minutes from Cary, Apex, Chapel Hill, Durham, and Greensboro. It’s an easy drive over a shimmering lake and rushing river, through beautiful rolling country and past farmland complete with horses, cows, and red barns. What to Bring Farm-friendly clothes; closed toe shoes suggested Weather appropriate attire A sense of adventure and fun A camera so you capture the prettiest country view ever!

Fall Festival at Huckleberry Trail Farm – Last Chance Weekend

Huckleberry Trail Farm 143 Pleasant Hill Church Road, Siler City, NC, United States

Are you, your family and your friends ready to make some memories and have some fall fun, Huckleberry style? It's your last chance to enjoy the farm this year! Fall Festival starts September 30 and runs every Saturday and Sunday through October 30. We are open from 10 to 6 on Saturday and 1 to 6 on Sunday. Our last ticket is sold one hour before closing. One admission price gives you access to all the fun. We sell our pumpkins, fall decorations, refreshments, and merchandise separately to keep our admission prices low. We have a corn maze, a real pumpkin patch (cut your own pumpkin right off the vine while they last!), a cotton patch, and lots of old-timey games and activities including a mini Field of Dreams. We sell pumpkins of all sizes as well as corn stalks, gourds, and hay bales. We are conveniently located on Hwy 64 between Pittsboro and Siler City, just 30 minutes from Cary, Apex, Chapel Hill, Durham, and Greensboro. It’s an easy drive over a shimmering lake and rushing river, through beautiful rolling country and past farmland complete with horses, cows, and red barns. What to Bring Farm-friendly clothes; closed toe shoes suggested Weather appropriate attire A sense of adventure and fun A camera so you capture the prettiest country view ever! Weekend events schedule

Mead-o-Ween Weekend at Starrlight Mead

Starrlight Mead 130 Lorax Lane, Pittsboro, NC, United States

Our annual Halloween bash! Come in on your way to that great Halloween party and show us your costume! Anyone in costume this weekend will get a FREE MEAD TASTING! $12 value (And, no, that t-shirt that says, "This is my Costume!" does NOT count!)

Spirit Tours of Pittsboro

Historic Chatham County Courthouse 9 Hillsboro St., Pittsboro, NC, United States

What spirits lurk in downtown Pittsboro? Experience an out of the ordinary historical walking tour! Walk in the footsteps of those who came before us to see the town and its buildings and sites in a whole new way. Experience the wonder of our shared history through the exploration of “Spirits of Pittsboro Past.” Participants will be led through a one-mile tour of downtown Pittsboro, visiting historical sites and learning local folklore while encountering “spirits” along the way. We will tour sites such as the Masonic Lodge, St Bartholomew's Church and cemetery, and more. Participants are invited to conclude the tour with light refreshments and a house tour of Pittsboro's oldest surviving structure, the Patrick St. Lawrence, or "Yellow House," as guests of current owners Ray and Janet Carney. Tours will be held on Saturday, October 14 and Saturday, October 28. Tickets are $20. This fundraiser will support educational programs of the Chatham Historical Museum. Tickets are on sale now! Payment by cash or check only.

$20.00

Flashlight Maze at Huckleberry Trail Farm

Huckleberry Trail Farm 143 Pleasant Hill Church Road, Siler City, NC, United States

Are you, your family and your friends ready to make some memories and have some fall fun, Huckleberry style? Huck’s night time events on the farm are a treat, and sometimes a trick, for everyone. This event is perfect for your entire family. No ghosts, no goblins. Nothing scary, except being in the middle of a dark corn field with your friends. Find all 10 stations, win a prize!!! Reservations are required; $12/person. Purchase tickets from the Huckleberry Trail Farms website.

Trunk or Treat at PUMC

Pittsboro United Methdist Church 71 West Street, Pittsboro, NC

Join us Sunday afternoon in our back parking lot for Trunk or Treat from 1:30-3:00pm! It's going to be a beautiful day for fun and fellowship! We have lots of trunks, lots of candy, games, balloon animals from UBI the Clown, and sweet treats from Taste and See Cotten Candy!

Book Fair for Grown-Ups at Dingo Dog: Halloween Edition

Flyleaf Books 752 MLK Jr Blvd, Chapel Hill, NC

This event is sponsored by Flyleaf Books. It's grown-up book fair time again, but this time, it's SPOOKY! Join us at Dingo Dog taproom for a nostalgic trip back to the glory days of the school book fair, and wear a Halloween Costume for maximum fun. Come browse a top notch selection of books and other neat merch, and order a beer or seasonal drink while you do! It’s the book fair of your childhood, but better. See you there!

This week at Havoc Brewing

Check Havoc Brewing Events for more details about specific #HavocHappenings.

This week at BMC Brewing

BMC Brewing 213 Lorax Lane, Pittsboro, NC, United States

Check out the bmc brewing events page for more information about what's happening at BMC Brewing!

Heat-and-serve Thanksgiving meals from The Sycamore

The Sycamore at Chatham Mills 480 Hillsboro Street, Pittsboro, NC, United States

Celebrate Thanksgiving with ease and elegance! Introducing The Sycamore’s “Heat and Serve” Thanksgiving Dinner. Enjoy a delightful feast featuring Brown Sugar Brined Turkey, Chestnut Rye Stuffing, Collard Greens, and more. Complete your meal with a scrumptious Pumpkin Pie or Chocolate Cherry Pecan Pie. Price: $55 per person—- Add a Bottle of Wine for $25 Place your orders by 11/16/23, and pickup your feast on 11/22/23 (Thanksgiving Eve) between 10 am – 3 pm. Your package will include simple heating instructions for a stress-free holiday. No substitutions or modifications, so you can savor the flavors as intended. Reserve your Thanksgiving dinner today!

Live Jazz on Wednesdays at The Sycamore–Dave Quick Trio

The Sycamore at Chatham Mills 480 Hillsboro Street, Pittsboro, NC, United States

Jazz nights are continuing on Wednesdays so don't miss out on the chance to hear some great holiday jazz this month, sprinkled in alongside your classic favorites. Here are our upcoming performers 11/1- Dave Quick Trio 11/8- Lauren Meehan 11/15- Tony Galiani 11/22- Steve Hobbs Trio 11/29- GLK Trio

Yam Jam

Please join the Pittsboro United Methodist Church for the 2023 Society of St. Andrew's Annual Yam Jam- Sweet Potato Gleaning! Wonderful mission opportunity for all ages to help feed the hungry! Saturday, November 4th, 8am to 12pm First Fruit Farm in Louisburg First Fruits Farm . Also, bring a lunch and/or item to share and we will gather for a picnic lunch at the farm after a morning of work in the fields. We look forward to gleaning with you! (This event is for all ages and fun for the whole family) Sweet potatoes will go local to support our local food banks -CORA and others For More Information contact Kevin Rose at [email protected]

Holiday Open House at Gathered Home Decor

Gathered Home Decor 697 Hillsboro Street, Pittsboro, NC

Holiday Re-set in process! Gathered Home Decor will reopen Saturday, November 4, for our holiday open house! Stay tuned for more information on the details of open house!

Pop-up Market at Mosaic

Mosaic Family Commons 60 Mosaic Blvd, Pittsboro, NC

Tis the season for Pop-Up Markets at MOSAIC! This Saturday, November 4th from 1-4PM, join us on the Philip H. Kohl MOSAIC Family Commons for the first Pop-Up Market of the year. Vendors, food, live music + more! We can't wait to see you there

First Sunday, November 2023

Downtown Pittsboro 9 Hillsboro St, Pittsboro, NC, United States

Come out and enjoy a bit of Pittsboro's downtown charm. This family-friendly event is free to attend. Artisans, non-profits, and local businesses will be out and about as we enjoy some sweet treats. Just a few of the downtown businesses that are usually open on First Sunday: Pittsboro Toys French Connections LiquidAmbar Gallery and Gifts Reclamation New Horizons Downtown Pittsboro Gallery of Arts Chatham County Historical Museum Welcome Center Studio 17 Deep River Mercantile The Beagle Circle City Books and Music M2 Graphics Carolina Cravings The Chocolate Cellar Oakmoss Screaming for Vintage Would you like to be a vendor at First Sunday? Please fill out an application.

Ric’s Leather at First Sunday

Ric's Leather 575 Chapel Ridge Drive, Pittsboro, NC

If you're looking for that perfect leather gift to give to someone (or yourself), look for Ric's Leather in downtown Pittsboro in the booth near the circle.

Program at Chatham Historical Museum

Historic Chatham County Courthouse 9 Hillsboro St., Pittsboro, NC, United States

Stop by the Chatham Historical Museum at 2 pm on First Sunday, November 5, to hear Victor Burns speak about the Steadman Family Cemetery. The family graves were recently moved from the site behind The Mod to the Pittsboro United Methodist Church cemetery.

This week at BMC Brewing

BMC Brewing 213 Lorax Lane, Pittsboro, NC, United States

Check out the bmc brewing events page for more information about what's happening at BMC Brewing!