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Winter Wonderland

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

The Coleman Collection continues to offer a visual treat for all ages young alike who come to visit the animated scenes of ice skaters and children sledding and more.

$3
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Snow Wonders

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

On Fridays and Saturdays beginning November 26 – December 18, snow will fall from the sky, music will fill the air, and we hope that it brings nostalgic memories of the past. Enjoy this magical holiday experience.

Free
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Coleman Collection Nativity Scene

Monumental United Methodist Church 450 Dinwiddie St, Portsmouth, VA

The Coleman Collection of animated displays curated for this holiday favorite depicting the Nativity.

Free
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Olde Towne Farmers Market

Corner of High & Court Streets High St & Court Street, Portsmouth, VA

 Seasonal fresh produce; artisan breads, pies, cakes, scones, savory biscuits, brownies, cookies and other baked goods; beef, poultry, eggs, and seafood; jams and jellies, salsas and sauces; plants and flowers; hand-crafted soaps and more.

Free

Trinity Santa Shop

Trinity Episcopal Church 500 Court Street, Portsmouth, VA

By Appointment Only Each year, Trinity Church provides a Children's Christmas Shoppe in the fellowship hall. This is an opportunity for children ages 3-12 to shop for their families and friends assisted by one of Trinity's Elves. (NO PARENTS ALLOWED) All gifts are only $4 and are wrapped to keep the surprise a secret. The […]

Olde Towne Holiday Music Festival

High Street Corridor 206 High Street, Portsmouth, VA

Live entertainment, strolling carolers, roving costumed characters, marshmallow roasting stations, children’s activities and more during this city holiday tradition.

Free

Holiday Public Tea

Enjoy a wonderful assortment of desserts, scones and sandwiches as you savor a cup of our famous Hill House blend tea. The museum will be decorated for the holidays and is assured to uplift mind, body and spirit.

Santa Shuffle

Festival Park at Atlantic Union Bank Pavilion 16 Crawford Circle, Portsmouth, Virginia

A one-mile fun run and 5-K fun run/walk. With 24+ years under our belt, the Santa Claus Shuffle is a well-planned, fun and festive event for the entire family!  Get your December off to a great start by joining the crowds of costumed runners through the beautiful historic streets of Olde Towne Portsmouth, Virginia and along […]

Trinity Santa Shop

Trinity Episcopal Church 500 Court Street, Portsmouth, VA

By Appointment Only Each year, Trinity Church provides a Children's Christmas Shoppe in the fellowship hall. This is an opportunity for children ages 3-12 to shop for their families and friends assisted by one of Trinity's Elves. (NO PARENTS ALLOWED) All gifts are only $4 and are wrapped to keep the surprise a secret. The […]

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Santa’s Workshop

Kids six and up will enjoy Santa’s Workshop where we will celebrate the holiday season through games and creating holiday décor.

Holiday Festival Hodgepodge

An assortment of games, crafts, treats and more for ages six to 17 years of age.