Sundays in Hillsborough

Sundays in Hillsborough 2019 poster.

The Hillsborough/Orange County Chamber of Commerce and the Town of Hillsborough Tourism Development Authority are pleased to announce the return of “Sundays in Hillsborough” a free concert series on the Old Courthouse Square in Downtown Hillsborough.  The 2019 series begins Sunday, August 25th and runs weekly through October 27th from 1:00 to 4:00 p.m. A range of genres will be featured including Bluegrass, Jazz, and Country bands.  Here is a full line-up of the 2019 Sundays in Hillsborough bands and the dates they will be playing:


8/25 – Alone Again Or

9/1 – Adam Decker Trio

9/8 – She Bop

9/15 – Hilacasters

9/22 – Mason Lovette Acoustic

9/29 –Tea Cup Gin

10/6 –Hot Rooster

10/13 –Hwy 50

10/20 –Jazztones

10/27 –Shoaldiggers


In addition, shops, restaurants, galleries and historic sites will be open so that visitors can shop, eat and enjoy all we have to offer while listening to the music that fills the Downtown.  On September 9th, the Hillsborough Restaurants & Merchants will hold a Sidewalk Sale to coincide with Sundays in Hillsborough.  On the other Sundays, select merchants and restaurants will feature something special just for Sundays in Hillsborough visitors who stop in to shop & eat including exhibits, discounts & specials, activities, and featured products.  Here is a full list of which Downtown Merchants and Restaurants will be offering something special and on what dates (more details can be found on


8/25 –108 Churton

9/1 – Hillsborough Yarn Shop

9/8 –Merchant Sidewalk Sale!

9/15 –Margaret Lane Gallery

9/22 – Yonder: Southern Cocktails and Brew

9/29 –Hillsborough Gallery of Arts

10/6 –Volume Records & Beer

10/13 – Coldwell Banker/Howard Perry and Walston

10/20 –Purple Crow

10/27 –Carlisle & Linny Vintage Jewelry


Whit’s Frozen Custard will be selling their frozen treats each Sunday August 2nd through October 27th.  This year’s Sundays in Hillsborough will also feature a periodic hayride that will loop between Downtown and West Hillsborough.  Check the website for hayride dates.


“Sundays In Hillsborough” is sponsored by the Hillsborough/Orange County Chamber of Commerce with funding from the Town of Hillsborough Tourism Development Authority. “Our goal in putting together this series was to encourage our neighbors in Central NC to visit Hillsborough, which is no ordinary southern small town. Adding outdoor concerts to our lively arts and culture scene, was designed to make an irresistible appeal to visit our charming town to shop, eat, and enjoy the town for the day - or longer. We have been pleased with the response to previous year’s series and have enjoyed a marked increase in visitors to the town on Sundays, many from towns 1 to 2 hours away,” says Kim Tesoro, CEO.