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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

Olde Towne Market Day

High Street Corridor 206 High Street, Portsmouth, VA

Olde Towne Market Day is actually 7 markets rolled into one!  Spend the day on High Street and enjoy the shops and restaurants as well as all of these wonderful outdoor markets:   Portsmouth Olde Towne Farmers Market 9 a.m. - 2 p.m. High and Court     Get Colorful and Paint Your Hearts Out […]

Steeple to Steeple Historic Tour

High Street Corridor 206 High Street, Portsmouth, VA

A tour of eight historic churches and one synagogue in Olde Towne Portsmouth. Explore the architecture , stained glass, and memorabilia of these historic structures. You'll hear stories of the Yellow Fever epidemic, the Underground Railroad, the Irish immigrants who built a masterpiece, the Jewish community who began settling in Portsmouth as early as 1916, […]

$22

Annual Memorial Day Parade

High Street Corridor 206 High Street, Portsmouth, VA

What is known to be one of the longest running Memorial Day parades in the country, the City of Portsmouth’s 139th Annual Memorial Day Parade, will be held Monday, May 29 from 10am-12pm. Since 1884, Portsmouth has recognized and honored the sacrifices of the brave men and women in the United States Armed Forces. Enjoy […]