Craving a waterfront escape that mixes history with heart? Let me point you to Portsmouth, Virginia! I first stumbled into Portsmouth on a whim—and I’ve been back more than once. You’ll love how the past feels alive here. I wandered the cobblestone streets of Olde Towne with a coffee in hand, ducking into galleries and little bookshops, and it felt like stepping into another era. But don’t worry—it’s not stuck in time. You’ll also find craft brews, live music, and that unmistakable coastal vibe that makes you slow down and breathe a little deeper.
Best Time to Visit
If you’re anything like me, you want to explore without breaking a sweat or freezing your toes. That’s why I always aim for spring or fall—specifically April to June or September to October. You’ll catch the best weather for strolling along the harbor or joining a walking tour. One time, I hopped on a harbor cruise in late May, and the breeze off the water was just perfect. The city feels festive, relaxed, and alive during these months.
How to Get There
- By car: I’ve taken I-264 straight into Portsmouth more than once. It’s an easy drive, and the Downtown Tunnel makes getting in from Norfolk a breeze. From Richmond, I usually make it in under 1.5 hours.
- Flying in? Norfolk International Airport (ORF) is your best bet. I’ve flown in and rented a car—it’s only about 25 minutes to Portsmouth, and the drive is easy.
- Want a scenic option? I highly recommend the Elizabeth River Ferry. I’ve used it to get between Portsmouth and downtown Norfolk, and honestly, it’s a mini adventure on its own. You’ll love the views.
Where to Stay
- Renaissance Portsmouth-Norfolk Waterfront Hotel – I stayed here on my first visit. The harbor views made mornings magical, and you can walk straight into Olde Towne or catch the ferry—it doesn’t get more convenient.
- The Glencoe Inn – If you love history and a personal touch, this bed-and-breakfast is for you. I felt like I was staying with a distant cousin who actually liked hosting. It's cozy and beautifully restored.
- Budget Inn Portsmouth – If you’re looking to save, this place is reliable and close to everything. I’ve recommended it to road-tripping friends who needed a comfy place without frills—and they were happy.
Best Things to Do in Portsmouth, Virginia
First: Climb Aboard Maritime History at the Lightship Portsmouth Museum
Second: Browse Coastal-Inspired Art at Skipjack Marine Gallery
Third: Explore Naval Heritage at the Portsmouth Naval Shipyard Museum
Fourth: Hike, Paddle, and Birdwatch at Hoffler Creek Wildlife Preserve
Fifth: Step into 19th-Century Life at The Hill House Museum
Sixth: Learn Local Heritage at the Jewish Museum and Cultural Center
Seventh: Feast on Classic Catch at Lobscouser Seafood Restaurant
Eight: Spark Imagination at the Children's Museum of Virginia
Ninth: Grab a Bite and Unwind at Longboards
Must-see if you are a first-time visitor:
- Olde Towne Historic District – Walk charming brick streets lined with 18th- and 19th-century homes and shops.
- Commodore Theatre – Catch a movie with dinner and drinks in this restored 1945 Art Deco cinema.
- Self-guided walking tour – Stroll past landmarks and monuments spanning over 300 years.
More Places to Eat
- Café Europa – Elegant European-inspired cuisine in a cozy Olde Towne setting.
- Humboldt Steel Corporation – Great spot for craft beer, burgers, and live music in a trendy industrial-style space.
- Stella’s – Neighborhood favorite for brunch, gourmet sandwiches, and relaxed dining vibes.
If you are interested in local events:
- Seawall Art Show (August) – Annual juried art show along the Portsmouth waterfront featuring local artists and live music.
- First Fridays (May–October) – Monthly block party in Olde Towne with food trucks, vendors, and live performances.
- Ghost Walk (October) – Historic walking tour of Portsmouth’s haunted spots and local legends.
If you are looking for unique day trips within 30 Minutes of Portsmouth, Virginia:
- Norfolk (5–10 min) – Visit the Virginia Zoo, Chrysler Museum of Art, or catch a show at the Scope Arena.
- Virginia Beach (30 min) – Enjoy the beach, boardwalk, and oceanfront dining just a short drive away.
- Chesapeake (15–20 min) – Paddle the Dismal Swamp Canal or hike scenic nature trails.
- Suffolk (25–30 min) – Explore Great Dismal Swamp National Wildlife Refuge or sample local peanuts and brews.
- Hampton (25–30 min) – Tour Fort Monroe or visit the Virginia Air & Space Science Center.
- Smithfield (30 min) – Discover small-town charm, antique shops, and Smithfield’s famous hams.
Frequently Asked Questions:
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What makes Portsmouth a unique destination?
- Portsmouth is a historic town steeped in culture and art.
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What attractions can visitors explore in Portsmouth?
- Visitors love exploring the 300-year-old landmark neighborhoods, antique and boutique shops, art galleries, and some of the best restaurants on the Southeast coast.
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Is Portsmouth pedestrian and bike-friendly?
- Portsmouth is a pedestrian and bike-friendly town with most attractions being within walking distance of each other.
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How far is Portsmouth from Virginia Beach?
- The quaint town is only 25 minutes from Virginia Beach (20.1 miles via I-264 E).
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How far is Portsmouth from Williamsburg?
- It’s about one hour from the colonial settlement of Williamsburg (50.8 miles via I-64 W).
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How close is Portsmouth to downtown Norfolk?
- Portsmouth is a 7-minute drive (3.0 miles via I-264 E) to downtown Norfolk.
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Is there a ferry service between Portsmouth and Norfolk?
- Alternatively, visitors can take a scenic ferry, which takes about one hour.
Portsmouth, Virginia is 1 hr 35 min (97.1 miles via I-64 E) from Richmond.
Plan Your Trip