Phoenix Theatre Company in North Carolina

MurderMysteryJan 0009NC’s Phoenix Theatre Company launched in quaint, historic and exciting Pittsboro, the town that is now the western corner of a real big Triangle – Raleigh Durham Chapel Hill Pittsboro.

Run by professional actress Jessica Nunn, who says, “This isn’t my first rodeo!” the Company has gotten off to a great start at the Pittsboro Roadhouse with dinner theater events.

The December Christmas Carol Dinner Show sold out over four nights.

In January, the one time only Murder Mystery WDED: Murder at Eleven, also sold out and delighted the audience even more than the Christmas Carol Show. Having something to solve. Interacting with the actors. Watching all their movements all around the room was exciting. And their humor, they were funny!

The next show is March 3rd – another Murder Mystery.

Following that this versatile Theater Company will produce a CABARET – yes, a Cabaret in Pittsboro, North Carolina.

While details are still being worked out for the Cabaret, you can be sure the Murder Mystery will sell out, so go ahead and RSVP while you’re thinking about it.  (919) 542-2432.

You’ll be glad you did!



Mojo Rising – Tribute to the DOORS

The Sunday Band Series!

DATE – Sunday, March 8
ARTIST  – Mojo Rising – A Tribute To The Doors
GENRE – Classic Rock
COVER – $10

DOORS – 3:00 pm.  SHOW – 4:00 pm


Raleigh NC Doors Tribute Band - Mojo Rising

Mojo Rising Logo

Laine Lipson & Avis Autry – Feb 11, 2016

Enjoy keyboards and singing by this duo, Laine Lipson & Avis Autry, regulars on the Pittsboro music scene, playing on acoustic nights at the Pittsboro Roadhouse and at art openings at the local art galleries.

Laine and Avis will be bringing their Valentine’s Day themed music to The Roadhouse on Thursday February 11th, 2016

Check out our Valentine’s Day Dinner Menu.


Laine and Avis sq-600






The Holiday Band at the Pittsboro Roadhouse

The Holiday Band 2015-01-15 x 950

(Updated January, 2015)

The Pittsboro Roadhouse & General Store and Wilson Entertainment Services are proud to present:

The Holiday Band at the Pittsboro Roadhouse

Sunday January 11, 2015

3:00 Doors Open
4:00 Show Starts

$10.00 Cover
Kids 10 and under are free
Hot Dogs, Hamburgers, Chips and Fries available for purchase
Cash bar

The Holiday Band last played for the Sunday Band Series on June 22, 2014

Some of the previous bands in the Sunday Band Series

The Invaders,  SHE BOP, The CastawaysJim Quick & Coastline



The Familiars, Circle City & Uniontown – Bands from Pittsboro

Tracy LynnThe Familiars, Circle City and Uniontown will be performing in sequence on Saturday January 3rd 2015.

It is a night of “Homespun Swooning, Rock Ballads, and Swamp Anthems Galore” !!!

Tracy Lynn will be celebrating her recent graduation from UNC-CH and we are expecting a crowd.

All bands are homegrown from right here in Pittsboro and write all of their own material with the exception of a few cover tunes.

The Familiars with Elizabeth Haddix and Eddie Holm

The Familiars start out at 7pm in the Lounge for some laid back original tunes that feature songwriters Elizabeth Haddix and Eddie Holm. Elizabeth is formerly of The Bad Mothers, a Pittsboro favorite. Eddie currently plays with Uniontown, who takes the stage at 9pm. This duo pumps out a unique blend of AppaDeltaJazzBursts with wandering melodies about social justice and of course, life.

Circle City with Tracy Lynn, Fred Royal, Shannon Blackwell and Dave Smith

At 8pm, Circle City showcases songwriters Tracy Lynn on vocals and guitar, Fred Royal on drums and vocals, Shannon Blackwell on bass, and Dave Smith on guitar and vocals. The fresh and new band configuration elevates the solid songwriting and clever hooks with tasteful dynamics that aren’t too loud and definitely not wimpy. Lynn previously fronted Pittsboro darlings The Bad Mothers with life partner, Royal, who bangs it out with Uniontown. Blackwell has a laundry list of Chapel Hill based bands including HWYL, Tim Stambaugh, Tony Sullivan and His Burning Sinsations and others. Pittsboro native, Dave Smith, is regarded as one of the area’s finest guitarists by his peers and rotates between the gypsy jazz brilliance of the Onyx Club Boys and numerous side projects.


Uniontown has been writing and performing original swamp anthems since 2010. Chris Long’s true grit storytelling, Ed Holm and Fred Royal’s driving rhythms and great harmonies put Uniontown’s soiled blue collar sound a cut above your average working band sound. Show starts at 9pm.

Want to Play Music at the Pittsboro Roadhouse?

Want to Play Music at the Pittsboro Roadhouse?

Click here.

Community Christmas Party in Pittsboro

Santa Claus

Merry Christmas! Santa Claus with an adorable elf. (Photo used with parents’ permission.)

Every year on the day of the annual Town Christmas Parade we host a community Christmas Party in Pittsboro, right after the Christmas Parade.

We open our doors and give Santa a great comfortable sofa chair to sit in and meet with you. We have crafts for children. Refreshments. Christmas cookies. Christmas Trees. And great holiday cheer to share with all.

Sunday December 7

10:00 Volunteer Lunch Packing

10:30 BRUNCH

Noon. Pittsboro First Sunday

3:00 Town of Pittsboro Christmas Parade

3:30 Pittsboro Roadhouse Community Christmas Party

Santa Claus Visit

This is one of the highlights of our year, both for us and for the community. Make it a part of your annual tradition. Small town celebrations at their best.

December Holiday Events

Holiday Night Time in Pittsboro NC
We’re excited about the December Holiday Events at the Pittsboro Roadhouse. We hope you will be too.
SUNDAY December 7, 2014
Sunday December 7 is a big day with First Sunday Brunch, Pittsboro First Sunday Artisan Fair. It’s also the Pittsboro Christmas Parade, and our Community Christmas Party – free for all.

First Sunday Brunch

Pittsboro First Sunday Artisan Fair

Pittsboro Christmas Parade

Pittsboro Roadhouse Community Christmas Party

A Christmas Carol Dinner Theater – Your Choice of Four Nights

Come celebrate a live, energizing dinner theater event for the holidays.
Includes a 3 course dinner.
RSVP as soon as you know. This is filling up.

One Enchanting Evening – A New Year’s Eve Gala w/ the NC Revelers

You’ll be making memories you’ll savor for years with this night like no other, with the world-class Big Band Orchestra the NC Revelers, a 19 piece orchestra playing the classics of yesterday and today from the Great American Songbook. This is an extraordinary Big Band Orchestra, consummate entertainers, superb sound. You’ll feel like you’re Fred Astaire and Ginger Rogers dancing in Hollywood in an exclusive event for the stars. Included in the entry fee: A night of excellent Big Band Music with an exceptional orchestra. Delicious Hors D’Oeuvres; Champagne Toast. Cash bar.

RSVP at your earliest convenience. We look 919-542-2432


Hand Smocked Children’s Dresses from Pittsboro

It is almost unheard of in this day to find hand-smocked children’s dresses. Right here in Pittsboro, North Carolina we have an expert at making smocked children’s dresses by hand. Madeline Stewart has been making children’s dresses for over three decades. We asked her to show us how she makes these classic children’s clothes. Madeline showed us. We were dumbstruck with how much was involved. Madeline said that it wasn’t hard, just follow one step after another. We took some videos to show the process, see how easy you think it is.

And then come by our store and take a look at these beautiful hand-made dresses – for under $40. These are classic dresses, made by hand. Madeline donates what she makes on the dresses to a couple who are missionaries in the US, to thank them for their good work.


Part 1: Maria Parker-Lewis interviewing Madeline Stewart about How Smocked Dresses are Made

Part 2:

Holiday Happenings South of Chapel Hill

Holiday Happenings South of Chapel Hill

Stay Tuned for 2014 Updates

The holiday festivities begin Saturday November 23rd and continue all through December, culminating in New Year’s Eve Parties!

November -December 

Participate in The Angel Tree at Second Bloom. Pull a tag to choose a family to give Christmas gifts to.

November – December 

Liquidambar starts its Holiday Hours:

Monday -Friday: 10:30am-6:00pm; Saturday: 9:30am-6:00pm; Sunday: Noon-4pm


6:30 Laine Lipson and Avis Autry singing Holiday Songs at the Pittsboro Roadhouse


1:00 – 5:00  5th Annual Holiday Open House at Starrlight Mead

 New Horizons Trading Company

New Horizons Holiday

29 November, Saturday

All Day – Saturday Small Business Saturday

Shop local, shop small, shop hand made, shop to support local artisans, food growers, restaurants, spas and non-profits.

7 December, Sunday

12 – 4 Pittsboro First Sunday

The last First Sunday before Christmas. Come shop Local!

10:30 – 3 Roadhouse Brunch & Lunch

We’ll have live acoustic music at noon. Our gift store is open with beautiful jewelry, amazingly affordable earrings, wonderful pottery, aprons. Many beautiful gifts.

2 – 4 pm Liquidambar’s December Artists Reception 

1 – 3 pm Joyful Jewel Artists Reception

14 December, Sunday

3:00 Pittsboro Christmas Parade

The Pittsboro Christmas Parade is a wonderful community event. Starting from around the Sheriff’s office on 64 Business heading East, past the Roadhouse, past Courthouse Circle, down towards the Food Lion, you’ll see dozens of floats, children, officers, musicians.

3:30 – 5:30 Pittsboro Roadhouse Community Christmas Celebration

Right after the Christmas Parade, the Pittsboro Roadhouse celebrates with an open house Christmas Celebration. Santa. Karaoke. And lot’s of space for Moms and Dads, children, and grandparents. We had a great time last year.

24 December, Tuesday

6:00 pm Holy Trinity Chatham Hosts Christmas Eve Service at Courthouse

What better way to celebrate Christmas than with a Christmas Eve service in the historic but newly renovated courthouse? Holy Trinity Chatham invites Chatham County folks and their families to the courthouse on the traffic circle of downtown Pittsboro on December 24.

The halls of the Chatham County courthouse will be decked out for the season and the service, starting at 6pm, will conclude with candlelight carol singing out on the lawn of the circle. Please join us for a Christmas to remember for all ages. The old has become new again. For more information go to or contact Rev David Hyman at 919-961-7744. Thanks, we hope to see you on Christmas Eve on the circle.


Your Event

Is your holiday event south of Chapel Hill NC not listed? Email with the details and we’ll try to get it listed if it’s a good fit.

Click this link for a list of Holiday Events in the Triangle.

Here’s a list of Holiday Season Local Markets.