Discover the Charm of Portsmouth Olde Town Historic District
Experience the rich history and vibrant culture of Portsmouth Olde Town Historic District, a charming destination filled with shops, eateries, and stunning architecture.
Step back in time at the Portsmouth Olde Town Historic District, where cobblestone streets and centuries-old architecture offer a glimpse into Virginia’s rich history. Explore charming shops, quaint cafes, and vibrant art galleries that line the historic streets, creating a perfect blend of culture and heritage for tourists. This picturesque area invites you to wander leisurely, soaking in the ambiance of a bygone era while enjoying modern amenities.
A brief summary to Portsmouth Olde Town Historic District
- 321 Court St, Portsmouth, Olde Towne, Virginia, 23704, US
- Visit website
Local tips
- Visit during the weekend for lively street performances and local art shows.
- Don't miss the local cafes; they serve some of the best coffee in town.
- Take a guided walking tour to learn hidden stories about the district's history.
- Check out the waterfront parks for beautiful views and picnic spots.
- Explore the art galleries for unique local artwork and crafts.
Getting There
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Car
If you're driving to Portsmouth Olde Town Historic District, start by navigating to Interstate 264 (I-264) from your current location in Tidewater. Take Exit 7 for High St toward US-58 W/Portsmouth. Continue on High St for about 2 miles, then turn left onto Court St. The destination will be on your left at 321 Court St, Portsmouth, VA 23704. Parking may be available on the street or in nearby parking lots, which can vary in cost.
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Public Transportation - Bus
To reach Portsmouth Olde Town Historic District via public transportation, check the Hampton Roads Transit (HRT) bus schedule. Take Bus Route 1 from your nearest bus stop heading toward Portsmouth. Stay on the bus for approximately 30-45 minutes, depending on traffic. Get off at the 'Court St & High St' stop. Walk one block south on Court St for about 5 minutes to reach the historic district at 321 Court St, Portsmouth, VA 23704. The bus fare is typically around $2.00.
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Public Transportation - Ferry
If you're near Norfolk, consider taking the Elizabeth River Ferry to Portsmouth. Board the ferry at the Waterside District in Norfolk. The ferry ride lasts about 15 minutes and offers beautiful views of the river. Upon arrival at the Portsmouth ferry terminal, walk north on Water St and turn left on Court St. The historic district is about a 10-minute walk from the terminal. The ferry fare is approximately $2.00 each way.
Discover more about Portsmouth Olde Town Historic District
Iconic landmarks you can’t miss
Portsmouth Olde Town Historic District
0.0 km
Explore the historic charm of Portsmouth Olde Town, where captivating architecture meets scenic waterfront views and vibrant local culture.
Hog Island Lens Display
0.7 km
Explore the Hog Island Lens Display, a historic landmark in Portsmouth, Virginia, showcasing the artistry of lighthouse lenses and maritime history.
The Lone Sailor Statue
1.2 km
Explore the Lone Sailor Statue in Norfolk, a heartfelt tribute to the U.S. Navy, set against the backdrop of the beautiful Elizabeth River.
Norfolk City Historic Marker
1.3 km
Explore the Norfolk City Historic Marker, a key landmark showcasing the rich history and cultural heritage of Norfolk, Virginia.
MacArthur Memorial Museum Jean MacArthur Research Center
1.4 km
Discover the history and legacy of General Douglas MacArthur at the MacArthur Memorial Museum in Norfolk, Virginia.
Selden House
1.5 km
Explore the historic Selden House in Norfolk, Virginia, a charming landmark that showcases 18th-century architecture and rich local history.
The Allmand-Archer House
1.5 km
Discover the historical allure of The Allmand-Archer House, a charming landmark in Downtown Norfolk, rich in architectural beauty and local heritage.
Birthplace of Mary Pinckney Hardy - MacArthur
1.8 km
Explore the historical significance of the Birthplace of Mary Pinckney Hardy in Norfolk, Virginia - a landmark full of American heritage.
Fort Norfolk
2.0 km
Discover Fort Norfolk, an iconic historical landmark in Virginia, showcasing military heritage and picturesque views of the Elizabeth River.
West Point Monument
2.8 km
Explore the West Point Monument in Norfolk, VA, a majestic tribute to military history surrounded by beautiful landscapes, perfect for reflection and photography.
South Norfolk Jordan Bridge
3.6 km
Experience breathtaking views and outdoor adventures at the South Norfolk Jordan Bridge, a stunning architectural marvel in Chesapeake, Virginia.
Elizabeth River Park
3.6 km
Experience the natural beauty and recreational charm of Elizabeth River Park in Chesapeake, Virginia, a perfect family-friendly destination for outdoor enthusiasts.
La Hacienda Street Food & Tequila
7.2 km
Experience authentic Mexican street food and a vibrant tequila selection in Chesapeake, VA - a culinary journey awaits at La Hacienda.
Hermitage Museum & Gardens
8.0 km
Explore the Hermitage Museum & Gardens: a fusion of art, history, and nature in Norfolk, Virginia, perfect for every culture enthusiast.
The BBQ Shack
8.6 km
Discover the rich flavors of southern barbecue at The BBQ Shack in Chesapeake, where warmth and taste unite for an unforgettable dining experience.
Unmissable attractions to see
Portsmouth Art & Cultural Center
0.4 km
Explore the vibrant art scene and cultural heritage at the Portsmouth Art & Cultural Center in Olde Towne, Virginia, a true gem for art lovers.
Lightship Portsmouth Museum
0.5 km
Visit the Lightship Portsmouth Museum to explore maritime history aboard a historic lightship in Virginia's charming Olde Towne.
Children's Museum of Virginia
0.5 km
Discover the joy of learning and play at the Children's Museum of Virginia, where imagination and education come together in a delightful experience for families.
Portsmouth Naval Shipyard Museum
0.5 km
Discover the rich naval history of Portsmouth at the Portsmouth Naval Shipyard Museum, where maritime heritage comes alive in fascinating exhibits.
Jewish Museum & Cultural Center
0.8 km
Explore the Jewish Museum & Cultural Center in Portsmouth, VA—an enriching destination showcasing local Jewish heritage and cultural history.
American Rover Sailing Cruises
0.9 km
Discover the enchanting waters of Norfolk with American Rover Sailing Cruises, where unforgettable sailing adventures await on the Elizabeth River.
Victory Rover Naval Base Cruises
0.9 km
Discover the heart of Norfolk's maritime history aboard the Victory Rover Naval Base Cruises, an unforgettable sightseeing adventure on the water.
Town Point Park
0.9 km
Experience the tranquility of Town Point Park in Norfolk, Virginia - a scenic waterfront escape perfect for relaxation and cultural events.
City Cruises Norfolk
0.9 km
Discover the beauty of Norfolk's waterways with City Cruises - your gateway to unforgettable boat tours and breathtaking event venues.
Railroad Museum of Virginia
1.0 km
Discover the rich history of railroads at the Railroad Museum of Virginia, showcasing interactive exhibits and vintage locomotives in Portsmouth.
Waterside District
1.0 km
Experience the vibrant atmosphere of Waterside District in Norfolk, where dining, live music, and scenic river views come together for an unforgettable visit.
Nauticus
1.1 km
Explore maritime history and marine life at Nauticus, Norfolk's premier museum and tourist attraction, home to interactive exhibits and the USS Wisconsin.
Hampton Roads Naval Museum
1.1 km
Explore the fascinating maritime history of the U.S. Navy at the Hampton Roads Naval Museum in Norfolk, Virginia, a must-visit for history enthusiasts.
USS Wisconsin BB-64
1.1 km
Discover the USS Wisconsin BB-64, a historic battleship turned museum in Norfolk, Virginia, showcasing naval history and maritime heritage.
VisitNorfolk
1.2 km
Discover Norfolk's vibrant culture and local treasures at VisitNorfolk, your ultimate visitor center and gift shop in downtown Virginia.
Essential places to dine
A-mayes-N Soul Food
6.3 km
Experience the heartwarming flavors of Southern soul food at A-mayes-N Soul Food in Chesapeake, VA - where every dish tells a story.
Levels Lounge
6.5 km
Discover a vibrant dining experience at Levels Lounge in Chesapeake - where local flavors meet global culinary artistry.
Irwin's Fountain
7.0 km
Discover Irwin's Fountain in Chesapeake: A must-visit breakfast haven serving delicious comfort food with local flair.
Luminous Restaurant and Lounge
8.1 km
Experience exquisite dining at Luminous Restaurant and Lounge in Chesapeake—where culinary excellence meets inviting ambiance.
Texas Roadhouse
8.5 km
Discover mouthwatering steaks and vibrant Texan hospitality at Texas Roadhouse in Chesapeake, Virginia - where every meal feels like a celebration!
The Bistro - Eat. Drink. Connect.®
8.6 km
Discover The Bistro in Chesapeake - A cozy bistro offering delightful American cuisine perfect for every meal occasion.
Zino's Italian American Restaurant
8.7 km
Discover Zino's Italian American Restaurant in Chesapeake: A perfect blend of flavors from Italy and America awaits you.
The Whale Tale
9.1 km
Experience the best of Chesapeake's culinary delights at The Whale Tale - where fresh seafood meets warm hospitality.
Waffle House
9.1 km
Experience classic American dining at Waffle House in Chesapeake - where delicious breakfasts are served all day long!
The Cutting Edge Cafe
9.2 km
Discover comfort and flavor at The Cutting Edge Cafe in Chesapeake – your go-to spot for quality coffee and light meals.
Pop's Diner Co.
9.2 km
Discover the charm of classic American comfort food at Pop's Diner Co., your go-to spot for breakfast and brunch delights in Chesapeake.
The Twisted Crab - Greenbrier Mall
9.2 km
Experience authentic Cajun flavors at The Twisted Crab in Greenbrier Mall - a seafood lover's paradise in Chesapeake.
Rancho Grande
9.3 km
Discover authentic Mexican flavors at Rancho Grande in Chesapeake – where delicious food meets vibrant culture.
HotPot 757 Chesapeake
9.4 km
Experience the art of hot pot dining at HotPot 757 Chesapeake – where delicious flavors meet interactive cooking!
Cutlass Grille
9.4 km
Discover authentic Jamaican cuisine and flavorful barbecue at Cutlass Grille in Chesapeake - where every dish tells a story of Caribbean heritage.
Markets, malls and hidden boutiques
Little Shoppes on High, LLC
0.4 km
Explore a treasure trove of unique gifts, toys, and jewelry at Little Shoppes on High, a charming shop in Portsmouth, VA.
Selden Market
1.2 km
Explore the vibrant Selden Market in Norfolk, VA, where shopping, culture, and culinary delights come together in a unique boutique experience.
Edible Arrangements
3.5 km
Explore Edible Arrangements in Norfolk for exquisite fruit bouquets and gourmet gifts, perfect for any occasion or sweet indulgence.
L'Abeille
3.6 km
Discover L'Abeille in Ghent: A charming gift shop brimming with antiques and unique decor, perfect for unforgettable souvenirs in Norfolk.
The DownTown Patty-Home Decor, Gifts, THRIFT & More
5.6 km
Discover unique gifts and home decor treasures at The DownTown Patty, Chesapeake's premier antique, thrift, and craft shop.
Candles, Incense & More
6.4 km
Explore the enchanting world of Candles, Incense & More in Chesapeake, Virginia, where spirituality meets aromatic bliss.
Good Value Thrift & Bargains
7.2 km
Explore the eclectic finds and hidden treasures at Good Value Thrift & Bargains, where every item tells a story and every visit is an adventure.
Chesapeake Crossing Shopping Center
7.2 km
Explore the Chesapeake Crossing Shopping Center for a delightful blend of shopping and dining in the heart of Chesapeake, Virginia.
Oldskool Video Games & More
7.3 km
Discover a nostalgic paradise for gamers at Oldskool Video Games & More in Portsmouth, offering a vast selection of vintage games and collectibles.
Southern States - Chesapeake Association Inc.
7.4 km
Discover Southern States - Chesapeake Association Inc., your go-to destination for farm equipment, animal feed, and gardening supplies in Chesapeake, Virginia.
Five Below
8.0 km
Explore Five Below in Chesapeake, Virginia for an amazing selection of affordable toys, candy, and trendy accessories all priced at $5 or less!
HomeGoods
8.1 km
Explore HomeGoods in Chesapeake for stylish home furnishings and décor at prices that won’t break the bank.
Ivory Ivy Boutique
8.3 km
Explore the unique offerings of Ivory Ivy Boutique in Chesapeake, VA, where fashion meets local charm and personalized service.
At Home
8.9 km
Explore At Home in Chesapeake for a diverse range of furniture and decor that suits every style and budget for your home.
CUTE&COVERED BOO-TIQUE
9.2 km
Explore the unique styles at CUTE&COVERED BOO-TIQUE, a charming women's clothing store in Chesapeake, VA, where fashion meets individuality.
Essential bars & hidden hideouts
Foggy Point Bar & Grill
0.4 km
Experience delightful American cuisine with stunning waterfront views at Foggy Point Bar & Grill in Portsmouth, Virginia.
Baron's Pub & Restaurant
0.5 km
Discover the charm of Baron's Pub & Restaurant in Olde Towne Portsmouth, where cozy vibes meet delicious food and drinks.
Gosport Tavern
0.6 km
Discover the vibrant atmosphere and delicious American cuisine at Gosport Tavern, a premier gastropub in historic Portsmouth, VA.
London Lounge
0.9 km
Experience the vibrant nightlife at London Lounge, Portsmouth's premier bar, nightclub, and lounge offering great drinks, entertainment, and atmosphere.
Island Bar & Grille
3.6 km
Discover the vibrant flavors and welcoming ambiance at Island Bar & Grille in Portsmouth, VA – a must-visit culinary destination for any traveler.
SKY HOOKAH LOUNGE
3.9 km
Discover the cozy vibes and diverse flavors at Sky Hookah Lounge in Portsmouth, VA, where relaxation meets cultural experience.
Riff House Pub
4.3 km
Experience the vibrant atmosphere of Riff House Pub, known for its delicious burgers, live music, and friendly service in Chesapeake, VA.
33rd Precinct
4.5 km
Experience the perfect blend of delicious grilled cuisine and a relaxing lounge atmosphere at the 33rd Precinct in Chesapeake, VA.
The Corner Bar and Lounge
5.0 km
Experience Portsmouth's vibrant nightlife at The Corner Bar and Lounge, where delicious food and great drinks meet a lively atmosphere.
Premiere Hookah Lounge
5.1 km
Unwind at Premiere Hookah Lounge in Portsmouth, VA – a perfect blend of relaxation, socialization, and flavorful hookah experiences for tourists.
Victory River Burger Bistro Wine and Whiskey (VRBB)
5.5 km
Experience gourmet burgers, fine wines, and a relaxed lounge atmosphere at Victory River Burger Bistro in Portsmouth, Virginia.
Jerry's Restaurant & Lounge
6.9 km
Experience the vibrant atmosphere and delicious menu at Jerry's Restaurant & Lounge, a Chesapeake dining gem perfect for any occasion.
T J Cullys Local Grille
7.3 km
Discover the vibrant atmosphere and delicious offerings at T J Cullys Local Grille in Portsmouth, VA, where locals and tourists gather for good food and fun.
Hank's Pub
7.5 km
Discover Hank's Pub in Chesapeake - a lively spot for delicious food, refreshing drinks, and local charm, perfect for unwinding after your adventures.
King's Restaurant and Hookah Bar
7.5 km
Experience the vibrant fusion of flavorful cuisine and a relaxed hookah atmosphere at King's Restaurant and Hookah Bar in Chesapeake.
