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End of Prohibition Party at Still

Still Worldly Eclectic Tapas 450 Court St, Portsmouth, VA

Join us for a night of revelry as we toast to the end of Prohibition and the return of freedom, fun, and fine spirits! On December 5th, 1933, the 21st […]

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Grooveline 757 Live at Sound Bar

Sound Bar at Rivers Casino 3630 Victory Blvd., Portsmouth, VA

Portsmouth local!  Party / dance band.  Grooveline 757 plays a wide variety of music genres from classic hits to today's hits.

Winter Wonderland Mixer at Brickhouse Boxing & Fitness

Brikhouse Boxing & Fitness 670 Lincoln St, Portsmouth, VA

Experience several hours of fun and networking with this holiday themed mixer! Enjoy drinks, finger foods, raffle baskets, and dancing with great music.

N2N Band Live at Sound Bar

Sound Bar at Rivers Casino 3630 Victory Blvd., Portsmouth, VA

Party Band.

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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 […]

$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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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 […]

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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 vendors!