The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. In 2025, this special day of music and friendship takes place on Saturday, December 13, from 11 am until 5 pm. Schedule: Middle Street Mall Area and Portsmouth Welcome Center (Outside) Portsmouth Public Schools …
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Olde Towne Holiday Music Festival – December 13
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Olde Towne Holiday Lights November 21
A Progressive Illumination of High Street from the Tree Lighting to the Arrival of St. Nick! Friday, November 21, 2025, from 5 – 9 pm Enjoy a hometown holiday tree lighting complete with decorations, music, live entertainment, and even a little snow, followed by Santa arriving by fire truck! The kids can enjoy special crafts, …
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Olde Towne Holiday Music Festival – December 9
The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. In 2023, this special day of music and friendship takes place on Saturday, December 9, from 11 am until 5 pm. Schedule: High & Washington Street, Middle Street Mall Area, Portsmouth Welcome Center …
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Olde Towne Holiday Open House & Tree Lighting Friday, November 17
Enjoy a hometown holiday tree lighting complete with decorations, music, the Snow Queen, Sugar Plum Fairy, Father Christmas, The Grinch, Cindy Loo Hoo, 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 Woodwind Quintet …
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Olde Towne Holiday Music Festival & Holiday Homes Tour – December 10
The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. In 2022, this special day of music and friendship takes place on Saturday, December 10th, from 11 am until 5 pm. You can also experience the spirit of old-world charm with festively decorated homes …
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Olde Towne Holiday Open House & Tree Lighting Friday, November 18
Enjoy a hometown holiday tree lighting complete with decorations, music, the Snow Queen, Father Christmas, and even a little snow! Additionally, the Olde Towne shops will be open late and 20 crafters & authors will be selling their wares. There will also be a free Tidewater Winds Quartet concert, strolling colonial carolers, hot cider, prize …
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Olde Towne Portsmouth is for Kids!
This is the perfect season for family outings in the fresh air and sunshine! Olde Towne Portsmouth offers a number of opportunities, many of which are free and only a short stroll from each other. Join Portsmouth’s own Colonial Kids as they spend a day in Virginia’s Historic Seaport. Park on High Street or in …
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Olde Towne Merchants’ Holiday Open House
Join the Olde Towne merchants Friday, November 17th from 5 – 8 pm for a holiday kick-off event featuring our unique shops and chef – owned restaurants decked out for the holidays. Enjoy live music, holiday lights and treats while finding the perfect gift for that special person on your holiday shopping list. Events: 4:30 – …
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