Tag: Live Music

Olde Towne Holiday Music Festival

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

Olde Towne Holiday Market & Tree Lighting

Enjoy a hometown holiday tree lighting complete with decorations, music, the Snow
Queen, Sugar Plum Fairy, Cindy Loo Hoo, the Grinch, Father Christmas, and even a
little snow! Additionally, the Olde Towne shops will be open late and 15 crafters will be
selling their wares. There will also be a free Tidewater Winds Quintet concert, strolling
History Alive carolers, hot cider, prize drawings, and shuttle rides. You can be sure to
get in the holiday spirit right here in Olde Towne!


High Street Corridor 4 – 8 pm
Olde Towne Merchants’ Holiday Open House

Monumental United Methodist Church
Coleman Collection Nativity Scene and hot apple cider 5 – 7 pm

Anderson-Wright Rooms & Gardens
Hot Apple Cider and Ginger Snaps from 5 – 8 pm

Trinity Episcopal Church
Tidewater Winds Woodwind Quintet Free Concert 7:30 pm

Middle Street Mall 4 – 7 pm
Crafters Market with 15 crafters

Children’s Museum Holiday Member Night 5 – 7 pm
Museum Exhibits available. Enjoy a special holiday-themed Make It, Take It art
activity, and a showing of A Charlie Brown Thanksgiving. Reserve your tickets!
Members should reserve tickets under Portsmouth Museum Member. You can reserve
up to the maximum tickets allowed for your membership level

Southside Community Band 5 – 5:45 pm

Holiday Tree Lighting Program 6 – 6:30 pm
The Snow Queen, Sugar Plum Fairy, Father Christmas, the Grinch, Cindy Loo Hoo, the
Olde Towne Arts & Music Children’s Chorus, and even a little snow!
Please bring a new unwrapped toy for Toys for Tots. Located at the corner of 221 High St & Middle St.

Strolling Entertainment 4 – 8 pm
Father Christmas, Rabbi Atschul, and Babu will be sharing songs and stories of
Christmas, Hanukkah, and Kwanzaa. The Snow Queen and Snow Sprite will delight
children with tales of the South Pole and their encounter with the Sugar Plum Fairy. The
History Alive Carolers will fill the business district with songs of the season and holiday
cheer! A strolling violin player will share holiday favorites.
Free rides on the Olde Towne Shuttle so you don’t miss any of the fun!

These Olde Towne shops are open late and decked out for the holidays:

Olde Towne Arts & Music
That Art Store
Children’s Museum Gift Shop
Portsmouth Welcome Center
The Coffee Shoppe
Little Shoppes on High
Market Street & General Store
Sole Right Men’s Fine Footwear
Village Thrift
Made Boutique Portsmouth
Hard Times Skate Shop
Bier Garden Gift Shop
Way Back Yonder Antiques
The Book Club
Anderson-Wright Rooms & Gardens
Love More
Kitchen Koop
Make sure to get a free raffle ticket from each location to be entered in a drawing for one
of our great prizes!

Virginia Handbell Consort Holiday Concert

It’s the 84th Season of the Portsmouth Community Concerts. Tickets are $25 each. Concerts are held inside the beautifully restored auditorium at Churchland High School.
Formed in the fall of 1996, the Virginia Handbell Consort became the first community handbell ensemble in the Hampton Roads area. Their auditioned musicians perform on handbells, hand chimes, and a variety of other percussion instruments. Under the direction of Al Reese, the Virginia Handbell Consort displays a stunning demonstration in the art of English handbell ringing, an art that is beautiful to hear as well as fascinating to watch. Their concert repertoire is a mix of sacred, classic, contemporary, show tunes, and big band swing
designed to showcase their unique instrument. Part of their mission is to demonstrate to audiences that while handbells are a part of the holiday season’s traditions, they are not limited to holiday performances. They are a year-round source of entertainment. Some notable performances include Kennedy Center’s Millennium Stage, Handbell Musicians of America’s 50th Anniversary Showcase Concert, Ferguson Center’s Home for the Holidays, Fort Monroe Holiday Concert with the U.S. Army TRADOC (Training and Doctrine Command), Williamsburg’s First Night, and with the Virginia Symphony Orchestra

Olde Towne Market Day

Olde Towne Market Day is actually 7 markets rolled into one!  Spend the day on High Street and enjoy the shops and restaurants as well as all of these wonderful outdoor markets:


Portsmouth Olde Towne Farmers Market

9 a.m. – 2 p.m. High and Court



Get Colorful and Paint Your Hearts Out

9 a.m. – 2 p.m. High and Green



Gently Viewed Art Sale

The Ida Kay Jordan Collection

9 a.m. – 2 p.m. High and Green



Komi Art Market

9 a.m. – 2 p.m. High and Court



First Saturday Presents

Creative Thunder Bantaba

10 a.m. – 12 p.m. Portsmouth Art & Cultural Center



Olde Towne Antique & Flea Market

10 a.m. – 2 p.m. Middle Street Garage



Olde Towne Spring Market

11 a.m. – 3 p.m. Middle Street Mall



Portsmouth Palooza (all day musical entertainment)

11 a.m. – 4 p.m. Middle Street Mall


Free Admission to the gallery at the Portsmouth Art & Cultural Center and to the Portsmouth Naval Shipyard Museum.  10 a.m. – 4 p.m.