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Santa Claus Shuffle 5k and 1-mile Fun Run

Atlantic Union Bank Pavilion 16 Crawford Cir, Portsmouth, VA

  Sponsored by Tidewater Youth Services Foundation. Put on your antlers, elf hat, or full Santa regalia and take a run down the Portsmouth Seawall for a good cause.  Gather at the Atlantic Union Bank Pavilion starting at 7:30 AM.  Register in advance now.     $45 - 5k in person $30- 1 mile in […]

$45.00
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Olde Towne Holiday Homes Tour

Olde Towne Portsmouth Olde Towne, Portsmouth, VA

Experience the spirit of olde world charm of festively decorated homes in the heart of Portsmouth’s historic district during the Holiday Homes Tour Friday December 13, 2024  from 6pm-9pm and Saturday December 14, 2024 from 12pm-5pm. Two opportunities to see these beautiful homes. $20 for both days and $15 for just Saturdays. Friday night will […]

$15
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The Living Nativity at the DC Church West Portsmouth

DC Church West Portsmouth Campus 4710 High Street, Portsmouth, VA

It’s Christmas season and that means it’s time for the Living Nativity at the DC Church West Portsmouth Campus. The Living Nativity is a FREE Christmas tradition that is not to be missed. We encourage you to bring your family and friends to witness this stunning representation of the events that surrounded the birth of […]

Breakfast with Santa in Cradock

Church of the Holy Angels 34 Afton Parkway, Portsmouth, VA

Free breakfast.  Photos with your camera or phone with Santa Claus. Sponsored by the Lions Club.

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Children’s Christmas Shoppe

Trinity Episcopal Church 500 Court Street, Portsmouth, VA

Trinity Episcopal’s Christmas Shoppe will be celebrating it’s 30th year on Saturday, December 14.  The shoppe will be open from 9 am to 3:30 p.m. by appointment.  Children between the ages of 3 and 12 years may sign up on our website beginning November 11th. Each child with the help of an elf may purchase […]

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Bare Tree Walk at Hoffler Creek Wildlife Preserve

Hoffler Creek Wildlife Preserve 4510 Twin Pines Road, Portsmouth, VA

When the leaves are gone and it's the dead of winter, the forest life is quite different.  This tour is guided by a local expert. Non-members pay $10 for the tour with all proceeds going to sustain Hoffler Creek Wildlife Preserve.

$15.00
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Brunch With Santa at Cure Coffeehouse

Cure Coffeehouse 725 High Street, Portsmouth, VA

Stop by Cure Coffeehouse and let Santa know what's on your wishlist.  Have a coffee and some breakfast too.  Kick off the Olde Towne Holiday Music Festival on a full stomach! Photos with Santa from 10-12 and brunch is available until 2.

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Christmas Market at MoMac Brewing

Momac Brewing Company 3228 Academy Ave, Portsmouth, VA

Join us for a Christmas Market! We will have a coffee truck with lots of yummy holiday treats! Get ready for the holidays by shopping local from over 30 different […]

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Olde Towne Holiday Music Festival

Olde Towne Portsmouth Olde Towne, Portsmouth, VA

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 […]

Free

Speaker Series – Secrets of the City of Portsmouth Virginia

Portsmouth Welcome Center 206 High Street, Portsmouth, VA

Think you know Portsmouth? A city with such a long and fascinating history is sure to have secrets, and our 2024 Speaker Series – code name “Secrets of Portsmouth” – is set to reveal a few of them! Off the record, of course. All events in this series are free, and open to the public. Speaker […]

Annual Customer Christmas Party at Twisted Pig

Twisted Pig Ale and Smokehouse 722 Mt. Vernon Ave, Portsmouth, VA

Hi-Ho-Ho! It's that time of year when we celebrate the Season and Also we Celebrate You! It's a Night of Delicious Food and Good Cheer! Enjoy a Complimentary Spread from 7-9PM and Holiday Music and Karaoke by Kane. Drink Cocktail Specials too! Let's Party