City of Portsmouth

It’s Happening in Portsmouth

From cultural and historical attractions to dining, entertainment and nightlife to fun stuff for kids and families, there’s always something to do in Portsmouth!

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Sock Skating

Children's Museum of Virginia 221 High Street, Portsmouth, VA

Sock Skating returns to the Children's Museum of Virginia! Head upstairs to the second floor and enjoy the sock skating “ice" rink, open for a limited time only. Free with admission.

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Winter Wonderland

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

The Coleman Nursery Collection at the Portsmouth Art and Cultural Center 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. Thursdays 10am – 4pm Fridays […]

Recurring

Holiday Nights at the Park

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

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. The lights will run November 29th- December […]

First Friday’s Open House: Merry and Mingle

Market Street & General Store Olde Towne 304 High St, Portsmouth, VA

The Market Street and General Store is proud to be hosting our First Friday Open House: Merry and Mingle!Before the holiday rush begins our hope is to bring the community together for some good old fashioned fun and connection. We will have board games for all ages. You can bring the whole family, battle your […]

Free
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Wicked for Good at the Commodore Theatre

Commodore Theatre 421 High Street, Portsmouth, VA

Wicked: For Good is the 2025 sequel to the 2024 film Wicked, directed by Jon M. Chu and starring Cynthia Erivo as Elphaba and Ariana Grande as Glinda. The film adapts the second act of the Broadway musical and concludes the story of the two witches, with a theatrical release on November 21, 2025.   […]

$12.00
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Volunteer Service Day at Paradise Creek Nature Park

Paradise Creek Nature Park 1141 Victory Blvd, Portsmouth, VA

Volunteers will work with Elizabeth River Project staff on seasonal tasks such as weeding, planting, cleaning, pruning, and light maintenance. Dress for working outdoors, and bring your work gloves and reusable water bottle. Target age: 16 and above

Free

Olde Towne Wreath Laying Tradition

Olde Towne Portsmouth Olde Towne, Portsmouth, VA

It's one of our favorite Olde Towne holiday traditions! Join us to prep and hang holiday wreaths throughout the neighborhood and hang lights in Greenwich and Westminster parks. This is a family-friendly event. Refreshments provided.

Donuts with Santa

Portsmouth, VA

Bring your family for a delightful morning filled with joy and wonder. Join us for Donuts with Santa Claus, where children can share their holiday wishes, enjoy donuts, a hot cocoa bar, crafts, and revel in the magic of the season. *Make plans to stay for the day and play! Ticket price includes admission to […]

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First Saturday Art Market in Olde Towne Portsmouth

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

Are you an art aficionado in southeast VA? Come see up to 35 local artists for a sidewalk art show on the first Saturday of the month in walkable Olde Towne Portsmouth VA's Cultural Arts District, conveniently located between the Portsmouth Olde Towne Farmers Market and the Antique & Flea Market. A great chance to […]

Recurring

Olde Towne Farmer’s Market

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

Every Saturday at 10 AM.  Extended hours starting at 9 AM in spring summer. The Olde Towne Farmers Market offers fresh regional and local produce, meats, holiday floral arrangements, baked goods, one-of-a-kind gift items by local artisans, and more!.

Free
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Olde Towne Antique & Flea Market

Olde Towne Portsmouth Olde Towne, Portsmouth, VA

Visit the Olde Towne Antique & Flea Market on the first Saturday of each month, rain or shine, and enjoy the eclectic collection of unique and antique wares. With more than 70 vendors, you will discover a great selection of antique and flea market items of all types – priced to sell! Shop for estate […]

Recurring

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, […]