Experience the best of the best with this Top 8 list of things to do and see in Portsmouth.
Walk through history and see Olde Towne’s origins and it’s continued evolution.
Plan for your visit and explore Portsmouth with the Visitor Directory.
This October’s festivities are spectacular in Virginia’s Historic Seaport. Portsmouth, Virginia. The fun begins on Saturday, October 2nd, 2021 with great Saturday traditions like the weekly Olde Towne Farmer’s Market, Yoga in the Courtyard, and the Komi Art Market. The First Saturday of the month features the Olde Towne Antiques and Flea Market with over 70 venders. But, this first Saturday also features one-of-a-kind special events including the Oktoberfest Celebration, the Create Portsmouth Now’s Fall for Portsmouth, St. John’s annual Fall Flower and Pumpkin Sale, the Public Library’s Fall Book Sale, and the Everclear Summerland concert at the Atlantic Union Bank Pavilion.
Olde Towne Portsmouth will be crawling with people from nine in the morning until late Saturday night. High Street is closed for the Oktoberfest street party between Court and Dinwiddie. Washington Street is closed between London and Glasgow for the Plant and Pumpkin Sale. Court Street is closed between High and Queen for the Farmer’s Market and Komi Art Market. Locally owned restaurants and shops welcome guests throughout the day. Parking is free. The Elizabeth River Ferry brings guests from Norfolk every thirty minutes. On October 2nd, there is no better place to be than Olde Towne Portsmouth.
St. John’s Church Women’s Ministry (AWE) invites you to a plant and pumpkin sale taking place on Washington Street in front of the historic St. John’s Episcopal Church. Guests enjoy a beautiful display of fall and winter plants, an assortment of pumpkins and gourds in various colors, sizes and textures. Donuts and coffee for sale in the morning and barbecue for lunch. To make things even more special, the St. John’s Little Free Library will be unveiled that day in front of the Memorial Garden wall at 11am
The Olde Towne Portsmouth Farmer’s Market has something for everyone! 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. Products are locally grown/raised without the use of chemicals or hormones
A recent addition to Saturday mornings, the Komi Art Market is located directly across the street from the Olde Towne Portsmouth Farmer’s Market and sponsored by Support Portsmouth Public Art. Local and regional artists showcase a variety of work offered for sale, from small to large, all hand crafted.
Bring your mat and join us for Yoga in the Courtyard every Saturday (Rain or Shine) through October from 9 to 10 am.
Enjoy an eclectic collection of unique and antique wares from over 70 vendors and priced to sell. Estate furniture, architectural salvage, Chinaware, silverware, art, sports gear, musical instruments, books and collectables make for a treasure hunter’s dream come true! The market is housed on the first floor of the Middle Street Garage, rain, or shine, you’re covered while you shop!
Great selection of books, movies and more – you never know what you will find! Enter in the side entrance of the Main Library. Benefits the Friends of the Library.
Come out at “First Saturday” at the Portsmouth Naval Shipyard Museum. Enjoy free admission and explore the fascinating history of one of America’s most historic cities and one of its largest and oldest naval shipyards at the Portsmouth Naval Shipyard Museum, located on the waterfront in Portsmouth, Virginia. You will find beautiful ship models, uniforms, military artifacts and exhibits interpreting 18th, 19th, and 20th century life in Portsmouth.
The Hill House was built around 1825. It has been furnished entirely with family belongings from the 19th and 20th centuries, collected and left by generations of Hill Family members in their original places for you to see. It’s like the family left for the day and never returned.
A quaint celebration based on the lore of the world’s original Oktoberfest in Munich, this annual event has become famous for its traditions, old-world ambiance, and good times. A “volksfest” like no other! This phenomenal event gives everyone the chance to experience the atmosphere and quality of German food, beers, wines, and live entertainment that will make you think you are in Bavaria. Tickets are just $10 and should be purchased in advance online.
Art, Music, Food and Beer. Featuring Portsmouth-based entertainers, artists and small businesses with the intent to bring awareness to creativity, talent and entrepreneurship in our own backyard.
The Summerland Tour featuring Everclear, Living Colour, and Wheatus! Tickets on sale at the Atlantic Union Bank Pavilion box office or www.ticketmaster.com. For more information or to show your support for any of these events, check out their Websites or Visit our page at www.facebook.com/Visitportsva
Enjoy the smooth sound of Jazz at Stellar Wine at 8pm, in a relaxing, warm, and sophisticated space. While you’re sipping on a red, white or rosé; why not try their small plates of delicious meats, cheeses, olives, and breads from around the world. Peep the DJ spins classic soul.