O.Henry Jazz Series

Select Saturdays in the O.Henry Hotel Social Lobby
6:30 – 9:30 PM
| Never a cover! Arrive early for a seat!

About O.Henry Jazz Series

Cocktails and Jazz at the O.Henry is so much fun that we asked the amazing Victoria and Neill Clegg to curate an expansion of the O.Henry Jazz scene. On select Saturdays you can enjoy vintage craft cocktails and delightful seasonal tapas (see the menu) along with an eclectic array of jazz artists performing in the varied styles of contemporary jazz. Select Saturdays from 6:30-9:30 PM.

This is NOT the same experience as Thursday Night Cocktails & Jazz with Neill Clegg and Dave Fox. You can still enjoy their talents — along with those of a rotating roster of extraordinary Jazz vocalists — as they focus on the great American Songbook and beyond, Thursday nights from 5:30 – 8:30 PM.

O.Henry Jazz Series Schedule


Take advantage of our O.Henry Jazz Series Package, which includes one night’s gracious accommodations, preferred seating at our O.Henry jazz in the social lobby, $30 amenity voucher, a Southern-style breakfast for two and a late checkout.Package available select Saturdays. Some blackout dates apply.

Upcoming Performers

O.Henry Jazz Series- Reggie Buie QuartetO.Henry Jazz Series- Reggie Buie Quartet

November 12 | The Reggie Buie Quartet 

O.Henry Jazz Series featuring The Benjamin Matlack Quartet

November 26 | The Benjamin Matlack Quartet

O.Henry Jazz Series featuring the Nisha DiMeo Quartet

December 17  | The Nisha DiMeo Quartet

O.Henry Jazz Series December 24 Jazz Nomads with Neill Clegg

December 24 | Jazz Nomads with Neill Clegg

About the artists

The Benjamin Matlack Quartet

Boston-born trumpet player Benjamin Matlack fell in love with jazz after hearing the latin-infused style of Dizzy Gillespie. He has been playing and writing music ever since. A recent graduate of the Guilford College Music Department, Matlack has been exploring the jazz scene in Greensboro for several years now. He joins us for the O.Henry Jazz Series as part of a quartet made of musicians he has met along the way

The Reggie Buie Quartet

Reginald Buie comes to North Carolina by way of Chicago, Illinois, and has performed around the Winston-Salem area since 1991. Reggie began his music studies at 8 years of age with private lessons, and later studied piano at the American Conservatory of Music in Chicago. Reggie next attended Florida A & M University where he was a member of the famed “Marching 100” playing the clarinet. While in North Carolina, Reggie has performed with and been mentored by many of Winston Salem’s’ local artist including Joe Robinson, Melva Houston, Janice Price, Cle Thompson, Brenda Morie, Galvin Crisp and is presently a member of the dance band Higher Ground. You can also hear Reggie playing keyboards on Joe Robinson’s second CD “Moving On”. Performing locally with the Joe Robinson Quartet, Reggie has been seen on stages in Greensboro, Charlotte, and Raleigh as the opening act for well-known artists such as Gerald Albright, & Boney James.

The Nisha DiMeo Quartet

With unique vocal stylings and an almost limitless range, Nishah DiMeo has been recording and performing for over two decades, covering genres from alternative to zydeco – though jazz has slowly become her favorite. She was chosen in 2014 as the vocalist for the NC Coltrane All-Star Band, which was featured in the John Coltrane International Jazz and Blues Festival. She has performed in venues across the country, and opened for international artists such as the English Beat, Eek-A-Mouse, Jeff Lorber and Four80East. She currently performs with a network of talented musicians out of the Piedmont Triad, a SC based big band and a wedding band from Atlanta.