Come relax and enjoy great music, food and beverages, while watching the stunning sunset overlooking the Elizabeth River at this free concert series! There will be no rain dates, if the event is canceled due to inclement weather, it will not be rescheduled. For more information please call 757-393-5111.

Free admission to the museum will be enhanced with light refreshments and a live concert by local favorite Lewis McGehee.

The Concert in the Courtyard series is sponsored by Towne Bank, Portsmouth Economic Development, PortsEvents, and The Portsmouth Partnership.

Parking is free after 6:00 p.m.

The city of Portsmouth in conjunction with Road Rage events is holding the 5th Annual Cutter 10K and Coast Guard 5K. The race is a unique opportunity to honor and pay tribute to the local Coast Guard community and recognize the City of Portsmouth as the only official Coast Guard City in Hampton Roads. All 10K & 5K & participants will receive event Tee Shirts, and finisher medals. Combo Challenge Participants will receive both finisher medals & the combo challenge medal. Run Division awards will recognize the top 3 overall winners along with the top three in each group. For more information or to register online please visit www.roadrageevents.com.

Visit the Olde Towne Antique & Flea Market the first Saturday of each month 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 furniture, architectural salvage, china, silverware, art, sports gear, musical instruments, books and ephemera, hand-made crafts and toys, as well as decorative accessories and one-of-a-kind items. A favorite of local and visitors alike, it is a treasure hunter’s dream come true!

The Olde Towne Antique & Flea Market is conveniently located in the County Street Garage and is held year round, rain or shine on the first Saturday of each month.

Always Free Admission & Free Parking!

Call 757-405-3500 for additional information and vendor space rentals.

Come enjoy a fun evening in the park celebrating the Olde Towne community and the civil servants that keep us safe!

Police & Fire
Food & Drinks
Live Music
Yard Games

I love Portsmouth presents:

Caribbean Tuesdays with Bigga Demus! Come enjoy some great music, great food, great vibes all with the goal of “Bringing Unity to the Community”.

Great food and great music with Dr. Jon.  Relax, unwind and start your weekend…

Join Roaming Yoga for a yoga class for all levels and ages. No experience is required.  Please bring your own yoga mat to the courtyard and any other props you would like. We practice on the bricks so if you want to double up your mat for more protection or a blanket feel free to do so.  If it is raining, class will not take place. This class is a suggested donation of $5+. No registration is required, just come, stretch and have fun. For more information please call 757-393-8543.

With 30 local vendors, the Olde Towne Portsmouth Farmer’s Market has something for everyone! Come shop for 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. Several farmers specialize in heirloom produce and free-range poultry and eggs, and most products are locally grown/raised without the use of chemicals or hormones. Portsmouth’s Master Gardeners sell potted herbs and are available for free consultation about gardening in the region and special programs and workshops.

Celebrate the Dog Days of Summer with music all day and an art opening!

Music Lineup:

Children’s Chorus
Big Sarge
Summer Jones
AA Batteries
Plumber Permit
Elvis Buckman
Friday Night Jam

Art Opening: Summer on the Slip

Photos from Africa & Portsmouth by Diana Chappell

Please join Support Portsmouth Public Art for the dedication of the Ricky Price Mural in the Courtyard of the Art Annex at the Portsmouth Art & Cultural Center. The mural shows Ricky portraying his favorite Portsmouth figure, Col. William Crawford. It was painted by Linwood Pettaway and Leon Johnson.

Bike the Arts District

Guided Community Bicycle Ride through the Portsmouth Cultural Arts District

10:30 am High Street Landing

Celebrate art and culture in Olde Towne Portsmouth on a 3 mile guided bicycle tour visiting new and historic art landmarks, points of interest, and murals along the way. Free (ages 12 and up). Bring your own bicycle and helmet. Please call 757 405-3500 or visit Ecocycling to register.

Sponsored by the Olde Towne Business Association, Ecocycling, and the Portsmouth Museums.

Discover the wonders of Paradise Creek Nature Park. Take a leisurely walk and learn about the history of the park, its native plants, and wildlife. Bring a picnic lunch and enjoy the new eco-friendly Towne Bank River Playground!

Date(s):  Saturdays,  August 10, August 31, September 7

Time:  12:00 p.m. – 1:00 p.m.

Targeted Ages:  All ages; children must be accompanied by an adult.

Cost: FREE – Registration Required

Click here to register for this event

Walk the Arts

Guided Art Walk (1.25 miles)

4-5 pm Middle Street Mall

Enjoy strolling through the new Portsmouth Cultural Arts District to view more than a dozen examples of public art that are scattered throughout Olde Towne. On this free guided walking tour, you will see whimsical murals like a two-story tall speckled trout as well as unique art that honors historic Portsmouth citizens and events.

Please call 757 405-3500 for more information.

Sponsored by the Olde Towne Business Association, the Portsmouth Museum and Fine Arts Commission, and the Portsmouth Museums.

Come out and have some great food and enjoy the smooth, easy listening sounds of Calden & Company.

Enjoy some great food and live music with local favorite Kevin Brinson!

End the weekend with some great live jazz music, delicious food and tasty cocktails.

I love Portsmouth presents:

Caribbean Tuesdays with Stuck on a Name! Come enjoy some great music, great food, great vibes all with the goal of “Bringing Unity to the Community”.

Great live music from local favorite Derek Smith who at eight years old with a John Lennon cassette in his walkman,  first understood how a song could influence a life. Enjoy his pop, rock, folk and acoustic sounds to get you through the week!

Join us for an evening of wine and music!

Great food & great music with local favorite Tre Smith!

Join Roaming Yoga for a yoga class for all levels and ages. No experience is required.  Please bring your own yoga mat to the courtyard and any other props you would like. We practice on the bricks so if you want to double up your mat for more protection or a blanket feel free to do so.  If it is raining, class will not take place. This class is a suggested donation of $5+. No registration is required, just come, stretch and have fun. For more information please call 757-393-8543.

With 30 local vendors, the Olde Towne Portsmouth Farmer’s Market has something for everyone! Come shop for 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. Several farmers specialize in heirloom produce and free-range poultry and eggs, and most products are locally grown/raised without the use of chemicals or hormones. Portsmouth’s Master Gardeners sell potted herbs and are available for free consultation about gardening in the region and special programs and workshops.

Great live music from local favorite NRVS System along with a delicious Baron’s burger will make your weekend memorable!

End the weekend with some great live jazz music, delicious food and tasty cocktails.

I love Portsmouth presents:

Caribbean Tuesdays with The AmbassadorZz! Come enjoy some great music, great food, great vibes all with the goal of “Bringing Unity to the Community”.

Robynne Redmon has graced the world’s greatest stages for over 30 years of professional opera singing with performances in opera houses from The Metropolitan Opera, La Scala, Bavarian State Opera, San Francisco Opera, Lyric Opera of Chicago and many others. 
She will be accompanied by Charles Woodward, Artistic Director of the Virginia Chorale. Mr. Woodward is the Music Director of Ohef Sholom Temple where, in 2012, he celebrated his thirtieth anniversary, and of Saint Paul’s Episcopal Church, Norfolk. Tickets are $20 in advance and $25 at the door.  Students and military with ID are $10 per concert.  For more information please visit http://jewishmuseumportsmouth.org or call 757-391-9266.

Great live music from local favorite Derek Smith who at eight years old with a John Lennon cassette in his walkman,  first understood how a song could influence a life. Enjoy his pop, rock, folk and acoustic sounds to get you through the week!

Experience living history right here in Olde Towne Portsmouth with an hour-long walking tour filled with stories, songs, and the beautiful homes in the historic district. You will enjoy learning about life through the eyes of Mary Veale, housekeeper to Portsmouth’s founder, Col. William Crawford and her companion Andrew Sproule, the founder of the Gosport Shipyard.

Fees collected at the start of the walk: Adults $10 & Ages 10-16 $5

Experience living history right here in Olde Towne Portsmouth with an hour-long walking tour filled with stories, songs, and the beautiful homes in the historic district. You will enjoy learning about life through the eyes of Mary Veale, housekeeper to Portsmouth’s founder, Col. William Crawford and her companion Andrew Sproule, the founder of the Gosport Shipyard.

Fees collected at the start of the walk: Adults $10 & Ages 10-16 $5

Join us for an evening of wine and music!

Get your weekend started with great music from local favorite Fixity! With delicious burgers, fries and more, Baron’s is the place to be!

Join Roaming Yoga for a yoga class for all levels and ages. No experience is required.  Please bring your own yoga mat to the courtyard and any other props you would like. We practice on the bricks so if you want to double up your mat for more protection or a blanket feel free to do so.  If it is raining, class will not take place. This class is a suggested donation of $5+. No registration is required, just come, stretch and have fun. For more information please call 757-393-8543.

With 30 local vendors, the Olde Towne Portsmouth Farmer’s Market has something for everyone! Come shop for 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. Several farmers specialize in heirloom produce and free-range poultry and eggs, and most products are locally grown/raised without the use of chemicals or hormones. Portsmouth’s Master Gardeners sell potted herbs and are available for free consultation about gardening in the region and special programs and workshops.

 If you want to find that one-of-a-kind gift for someone special, then the Seawall Art Show is the place to be!  With about 75 juried artists, expect to find a little of everything, from wood carving to oil paintings, handwoven clothing to art glass, fine jewelry, pottery, and more.

Enjoy great live entertainment at the Middle Street Mall:

Top Hat Orchestra 10:00 – 11:30

Admission to the show is free, as is the street parking on the weekend.

The show is run by volunteers and is supported by the Portsmouth Museum and Fine Arts Commission.

Experience living history right here in Olde Towne Portsmouth with an hour-long walking tour filled with stories, songs, and the beautiful homes in the historic district. You will enjoy learning about life through the eyes of Mary Veale, housekeeper to Portsmouth’s founder, Col. William Crawford and her companion Andrew Sproule, the founder of the Gosport Shipyard.

Fees collected at the start of the walk: Adults $10 & Ages 10-16 $5

The Ocean Breeze Band is all about having fun and bringing a good time wherever they go! If you love to dance and enjoy your favorite oldies and beach music they are the band for you!

Tre Smith will amaze you with old hits, new hits, and original music from alternative to reggae and country to pop!

Add that to the crowd-pleasing fare from stone fired pizza to crabcakes & filet mignon. Enjoy a selection of classic American appetizers, entrees, and southern platters inspired by coastal cuisines from New Orleans to Hampton Roads. Twenty taps, a curated craft beer list, and a wall of premium whiskey and spirits. Not into our collection of top-shelf whiskey and bourbon? Don’t worry, they’ve got Fireball and a PBR with your name on it.

Make the weekend special at Baron’s Pub! Enjoy great food and great music by local favorite Tommy 2 Guns!