Illustration of felt carolers in red coats holding songbooks and lanterns on church steps among snowy toy trees at dusk (Olde Towne Holiday Music Festival)
Other Christmas Activities

Olde Towne Holiday Music Festival

Visitors can stroll along High Street to enjoy festive entertainment staged throughout the area. Performances take place both indoors and outdoors across local businesses, restaurants, and churches.

Sat, Dec 12, 2026 All ages

Website / Tickets

See more other Christmas activities near Portsmouth

Illustration of a red toy train with small snowmen riders rolling through a snowy miniature village with pine trees (Holidays in Portsmouth) Holidays in Portsmouth Portsmouth · 3 mi Illustration of a lit evergreen tree with red baubles and small figures in scarves near a glowing gazebo in snow (38th Annual Grand Illumination Parade) 38th Annual Grand Illumination Parade Norfolk · 3 mi Illustration of a marching band in red coats leading a night parade of lit floats along a main street (Chesapeake Rotary Christmas Parade) Chesapeake Rotary Christmas Parade Chesapeake · 10 mi Illustration of Santa checking a long list at a desk with an elf while children peek around a door (Hurrah for the Holidays) Hurrah for the Holidays Virginia Beach · 9 mi Illustration of friends with warm drinks at a rooftop terrace party under fairy lights over the city (Norfolk Grand Illumination Holiday Parade Signature Dinner Cruise) Norfolk Grand Illumination Holiday Parade Signature Dinner Cruise Norfolk · 3 mi Illustration of Santa posing with a family on a bench under string lights for a photographer (Port Warwick Holiday Tree Lighting) Port Warwick Holiday Tree Lighting Port Warwick · 19 mi

Plan Your Visit

Hours

11am- 3pm; additional entertainment until 5:00pm.

Neighborhood

Olde Towne

Location

See it and nearby events on the map
High Street · Portsmouth, VA Get Directions

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 ⚪ ⚪ (3/5)

Best For

Live-music fans and olde towne strollers

Vibe

Festive and musical

Energy Level

Moderate

Photo Friendly

Moderate

Weather Sensitivity

Moderate

Tips & Advice

  • Duck into the businesses, restaurants and churches along High Street, because many of the performances happen indoors as well as out on the street.
  • Stay on after the main festival ends, since extra entertainment keeps going at businesses, restaurants, churches and other spots nearby.
  • Add a stop at the Winter Wonderland: Coleman Collection at the Portsmouth Art and Culture Center, which has its own admission for all ages.
  • Dress warmly for a December day, since part of the entertainment is staged outdoors along High Street.

Special Events & Promotions

  • Winter Wonderland: Coleman Collection at the Portsmouth Art and Culture Center, with its own admission for all ages.

Links & Contact

Run by City of Portsmouth Parks and Recreation

Website / Tickets Contact

Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.

Frequently Asked Questions

What kind of entertainment is there?

Holiday performances are staged along High Street, both inside and outside businesses, restaurants and churches.

Who puts on the extra performances?

The Olde Towne Business Association, PortsEvents, and Museums and Tourism add more entertainment along High Street and at other spots nearby.

Does anything keep going after the main festival?

Yes. The extra entertainment at businesses, restaurants, churches and other spots carries on after the main festival on High Street ends.

Is there anything else to see while I'm there?

Stop by the Winter Wonderland: Coleman Collection at the Portsmouth Art and Culture Center. It has its own admission and is open to all ages.

Browse Christmas in Portsmouth

Illustration of knitted snowman friends in red sweaters and hats holding mugs of cocoa near a fireplace and small tree Parties8 events Illustration of a small red house and a snowman in a red scarf among snowy trees with glowing warm string lights at dusk Lights17 events Illustration of a Christmas market stall with ornaments, wooden toys and a smiling vendor Markets14 events Illustration of felt figures in red winter outfits and snowmen on a small holiday stage with curtains and a fireplace Shows13 events Illustration of families strolling past a decorated bandstand on a snowy town green Unique & Unusual35 events MapNearby

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.

✏️ Suggest a correction to this listing

Contributors & Updates

Event details verified: