Olde Towne Holiday Music Festival

Olde Towne Holiday Music Festival

December 9th @ 11:00 am - 3:00 pm


Olde Towne Portsmouth
Olde Towne
Portsmouth, undefined 23704




The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. This special day of music and friendship takes place on Saturday December 9th, from 11 AM until 3 PM. You’ll find even more music in restaurants, bars, and churches after the festival officially ends. So, spend the day and enjoy the sounds of the holiday season and support the local shops and restaurants.



Portsmouth Public Schools11:00am – 3:00pm
Location – Washington Street, Middle Street Mall Area, Visitor Center (Outside)

Ned Harris & The Appeal • 11:00am – 12:00pm

Tidewater Concert Band • Noon – 12:30pm

Original Rhondels • 12:30pm – 1:30pm

Tidewater Concert Band • 1:30pm – 2:00pm

Peoples Choice Band • 2:00pm – 3:00pm
Location – Showmobile on High and Court Streets

Roving Costumed Characters • Noon – 2:00pm
The Grinch, a Snowman, and a Reindeer
Location – High Street

Strolling Carolers • 11:00am – 3:00pm
The Doorway Singers
Location – High Street

Children’s Activities • 11:00am – 3:00pm
Bounce Houses, Crafts, and Games
Location – Middle Street Area (Beside Visitor Center)

Fire Marshmallow Roasting Stations • 11:00am – 3:00pm
Locations – Areas along High Street

*Additional entertainment will be provided by the Olde Towne Business Association, PortsEvents, and Museums and Tourism inside and outside of businesses, restaurants, and churches along High Street as well as at other locations until 5:00pm. Performances include:


Christmas Project Band – Roger Browns Sports Bar & Restaurant – 1pm-4pm

Southside Concert Band – Monumental Methodist Church – 1pm – 2pm

Mike Caggiano Keyboard – The Coffee Shoppe – 3pm-4pm

Southside Brass Quartet – Griff’s Sports Bar – 3pm-4pm

Karl Werne – Post Secondary Brewing – 3pm-5pm

Chris Cushna on Piano with special guest Tanner Moore on Trombone – Olde Towne Public House – 3pm-5pm

Don Comer Jazz Guitar – Anderson Wright Rooms & Gardens – 3pm-5pm

Elizabeth River Boys – Cancun Fiesta – 3pm-5pm

Pancho Music – Olde Towne Deli (patio weather permitting/inside if not) – 3pm-5pm

Gary Goodrock – Village Thrift – 3 pm – 5pm

Handbell Choir Concert – Monumental United Methodist Church – 3pm-4pm

James Wood – Olde Towne General Store – 4pm-5pm

Mr. Strings – Way Back Yonder Antiques – 4pm-5pm

Strolling Music up and down High Street include Holiday Brass Quintet from 3pm-4:30pm, Tanner Moore from 4pm-5pm, and History Alive Holiday Carolers from 3pm-5pm.

ALSO HAPPENING AT THE FESTIVAL (see separate event listings)

Children’s Christmas Shoppe at Trinity Chuch – 9AM-4PM

Portsmouth Olde Towne Farmer’s Market – Corner of Court and High – 10AM-2PM

The Coleman Collection’s Nativity Scene – Monumental United Methodist Church – 11AM-5PM

Winter Wonderland: The Coleman Collection at the Portsmouth Arts & Cultural Center – 12PM-8PM

Snow Wonders on the Middle Street Mall and the Children’s Museum of Virginia – 6PM-6:30PM


Holiday, Live Music, Olde Towne Portsmouth, special_event