Events

In Olde Towne

See what’s happening in Olde Towne! Plan your trip, your weekend, or your evening and check out the calendar below for what’s coming up.

october, 2019

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1oct7:00 pm- 9:30 pmThe Portsmouth Jazz Experience at the Renaissance Hotel

2oct9:30 pm- 12:30 amKaraoke with DJ Brandon Klewer at Olde Towne Public House

3oct9:30 pm- 12:00 amBrian Sewell at Baron's Pub

4oct5:00 pm- 8:00 pmFirst Friday Concerts in the Courtyard Series: Brackish Water Jamboree

4oct9:00 pm- 12:00 amThe Detonators at Roger Brown's Restaurant & Sports Bar

5oct9:00 am- 10:00 amYoga in the Courtyard at the Portsmouth Art & Cultural Center

5oct9:00 am- 1:00 pmOlde Towne Portsmouth Farmer's Market

5oct10:00 am- 2:00 pmOlde Towne Antique & Flea Market

5oct12:00 pm- 9:00 pmOktoberfest at the Bier Garden

6oct10:00 pm- 1:00 amDJ Flick at Baron's Pub

7oct6:00 pm- 9:00 pmJohn Hamlett & Don Bland at Baron's Pub

9oct6:00 pm- 10:00 pmCaleb Folks in the Foggy Point Bar & Grill

9oct9:30 pm- 12:30 amKaraoke with DJ Brandon Klewer at Olde Towne Public House

10oct9:30 pm- 12:00 amBrian Sewell at Baron's Pub

11oct9:00 pm- 12:00 pmChampagne Band at Roger Brown's Restaurant & Sports Bar

11oct9:30 pm- 12:30 amJeff Lewis at Baron's Pub

11oct10:00 pm- 1:00 amDJ Crooked Styles at Olde Towne Public House

12oct8:00 am- 10:00 amFall Migration Bird Walks at Paradise Creek Nature Park

12oct9:00 am- 10:00 amYoga in the Courtyard at the Portsmouth Art & Cultural Center

12oct9:00 am- 1:00 pmOlde Towne Portsmouth Farmer's Market

12oct10:00 am- 4:00 pmSecond Saturday ~ Monumental ArtFest

12oct10:30 am- 12:00 pmSecond Saturday in Olde Towne ~ Bike the Arts District

12oct11:00 am- 3:00 pmSt. John's Community Fall Festival

12oct1:00 pm- 4:00 pmSecond Saturday ~ Cedar Grove Cemetery Tour

12oct4:00 pm- 5:00 pmSecond Saturday in Olde Towne ~ Walk the Arts

12oct8:00 pm- 12:00 amTommy 2 Guns at Olde Towne Public House

12oct9:30 pm- 12:30 amChris Ride at Baron's Pub

13oct10:00 pm- 1:00 amDJ Flick at Baron's Pub

14oct6:00 pm- 9:00 pmJohn Hamlett & Don Bland at Baron's Pub

15oct7:00 pm- 9:00 pmRobbie Bradshaw at Stellar Wine

16oct6:00 pm- 10:00 pmMiles Mulkey in the Foggy Point Bar & Grill

16oct9:30 pm- 12:30 amKaraoke with DJ Brandon Klewer at Olde Towne Public House

17oct9:30 pm- 12:00 amBrian Sewell at Baron's Pub

18oct7:30 pm- 9:00 pmPortsmouth Community Concerts Presents: Sons of Serendip

18oct8:00 pm- 9:00 pmCore Theater presents The Yellow Wallpaper at the Portsmouth Art & Cultural Center

18oct8:00 pm- 10:00 amThe Remainders "Mississippi Morning" Release Party at Olde Towne Public House

18oct9:30 pm- 12:30 amTre Smith at Baron's Pub

18oct10:00 pm- 1:00 amDJ Mista Nice at Olde Towne Public House

19oct9:00 am- 10:00 amYoga in the Courtyard at the Portsmouth Art & Cultural Center

19oct9:00 am- 1:00 pmOlde Towne Portsmouth Farmer's Market

19oct10:00 am- 5:00 pmHalloweekend at the Portsmouth Museums

19oct2:00 pm- 3:00 pmQueen Victoria Tea at the Historic Hill House Museum

19oct5:00 pm- 9:00 pmStraynger Things Pub Crawl

19oct6:00 pm- 9:00 pmHalloweekend at the Portsmouth Museums Fright Flight

19oct9:00 pm- 12:00 amFixity at Baron's Pub

20oct10:00 am- 5:00 pmHalloweekend at the Portsmouth Museums

20oct7:00 pm- 9:00 pmJazz at the Gosport Tavern

20oct10:00 pm- 1:00 amDJ Flick at Baron's Pub

21oct6:00 pm- 9:00 pmJohn Hamlett & Don Bland at Baron's Pub

22oct7:00 pm- 9:00 pmAllen Hudson at Stellar Wine

23oct6:00 pm- 10:00 pmSmoove Steel in the Foggy Point Bar & Grill

23oct9:30 pm- 12:30 amKaraoke with DJ Brandon Klewer at Olde Towne Public House

24oct9:30 pm- 12:00 amBrian Sewell at Baron's Pub

25oct9:00 am- 4:00 pmTrinity Church Fall Fest

25oct7:00 pm- 10:00 pmSoul Intent at Roger Brown's

25oct7:00 pm- 10:00 pmNight time tour of the Historic Hill House Museum

25oct7:00 pm- 10:00 pm39th Annual Olde Towne Portsmouth Ghost Walk

25oct9:30 pm- 12:30 amKevin Brinson at Baron's Pub

25oct10:00 pm- 1:00 amDJ Crooked Styles at Olde Towne Public House

26oct8:00 am- 10:00 amFall Migration Bird Walks at Paradise Creek Nature Park

26oct9:00 am- 10:00 amYoga in the Courtyard at the Portsmouth Art & Cultural Center

26oct9:00 am- 1:00 pmOlde Towne Portsmouth Farmer's Market

26oct9:00 am- 3:00 pmTrinity Church Fall Fest

26oct12:00 pm- 1:00 pmFamily Nature Walk at Paradise Creek Park

26oct2:00 pm- 6:00 pmOlde Towne Cruise-In

26oct3:00 pm- 7:00 pmTrunk or Treat

26oct8:00 pm- 11:00 amTrevor Daniel at Olde Towne Public House

27oct7:00 pm- 9:00 pmJazz at the Gosport Tavern

27oct10:00 pm- 1:00 amDJ Flick at Baron's Pub

28oct12:00 pm- 1:00 pmMonumental United Methodist Church Presents Noonday Concert Series Featuring Scott Crissman

28oct6:00 pm- 9:00 pmJohn Hamlett & Don Bland at Baron's Pub

30oct9:30 pm- 12:30 amKaraoke with DJ Brandon Klewer at Olde Towne Public House

31oct9:30 pm- 12:00 amBrian Sewell at Baron's Pub

Signature Events

Olde Towne has exciting things to do all year, and every season offers its own special events. From the Umoja Festival and the Memorial Day Parade in the spring, the Virginia Craft Beer & Wine Festival and the Ghost Walk in the fall, to Winter Wonderland and the Holiday Music Festival in the winter. When you plan your visit you don’t want to miss these signature events.

Recurring Weekends

Spring/ Summer

UMOJA
FESTIVAL

MEMORIAL DAY
PARADE

SEAWALL MUSIC
FESTIVAL

Fall/ Winter

THE GREAT CHESAPEAKE
BAY SCHOONER RACE

OLDE TOWNE
GHOST WALK

WINTER
WONDERLAND

HOLIDAY
MUSIC FESTIVAL

SCOTTISH
WALK