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Classic Cars and Coffee

Portsmouth Art & Cultural Center Annex 420 High Street, Portsmouth, VA

At the Olde Towne Farmers Market.  Join us for informal Classic Cars & Coffee at the historic Olde Towne Farmers Market. Classic cars get FREE up-front, car-show-style parking and FREE gourmet coffee for the drivers. Great spot to bring the spouse and family, 50+ vendors with fresh produce, grilled items, baked goods, sweets, juices, confections, […]

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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
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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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Winter Wonderland (The Coleman Nursery Collection)

Portsmouth Art & Cultural Center 400 High Street, Portsmouth, Virginia

Winter Wonderland: The Coleman Nursery Collection offers a nostalgic, holiday-themed visual treat for young and old alike. Come visit the animated scenes of Christmas trees and lights, ice skaters, children sledding, little people, children from around the world, a Victorian chalet, caroling villagers and more. The display opens on Friday, November 30th, HOURS OF OPERATION […]

$3
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Coleman Collection Nativity Scene

Monumental United Methodist Church 450 Dinwiddie St, Portsmouth, VA

Winter Wonderland: The Coleman Collection is a popular holiday tradition in Portsmouth. However, a centerpiece of the collection resides just around the corner at Monumental Methodist Church. The Nativity Scene, because of it’s religious significance, was best housed outside a public building and separate from the rest of the collection. However, it remains a very […]

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 […]

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Holiday Nights at City Park

Portsmouth City Park Cpl J M Williams Ave, Portsmouth, VA

New this year! Take a train ride aboard the Pokey Smokey to see the holiday lights!  Food vendors, an illuminated playground, and holiday activities are also available. Check out some of the Coleman Collection pieces not displayed at the Winter Wonderland exhibit. 3 and over pay $2 for the train ride. Open Fridays and Saturdays […]

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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 […]

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Moana 2 at the Commodore Theatre

Commodore Theatre 421 High Street, Portsmouth, VA

Moana journeys to the far seas of Oceania after receiving an unexpected call from her wayfinding ancestors. Release date: November 27, 2024 (USA) Directors: Dana Ledoux Miller, Jason Hand, David Derrick Jr. Distributed by: Walt Disney Studios Motion Pictures Music by: Mark Mancina (score and songs); Opetaia Foaʻi (score and songs); Abigail Barlow (songs); Emily Bear (songs) Produced by: : Christina Chen; Yvett Merino;

$12.00

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