Start by using reputable trail resources such as AllTrails, Hiking Project, and the City of Virginia Beach Parks & Recreation website, which allow you to filter by difficulty, distance, and elevation gain. Pay attention to user reviews and recent trail conditions, as these can highlight issues like flooding, overgrown sections, or closures. For beginners, look for flat, well-marked loop trails in First Landing State Park or the Virginia Beach municipal parks. Intermediate hikers can focus on longer multi-mile routes and mixed terrain. Always compare the posted trail difficulty with your recent hiking experience, and when in doubt, choose a shorter route first and build up to longer or more technical trails as you gain confidence.

First Landing State Park is the most popular hiking destination in Virginia Beach, known for its network of trails through maritime forests, cypress swamps, and sand dunes. The Cape Henry Trail, Cape Henry Loop, and Bald Cypress Trail are especially well-known. Pleasure House Point Natural Area offers shorter, scenic walks along marshes and waterways with good birdwatching opportunities. The Back Bay National Wildlife Refuge, just south of the main resort area, features flat coastal trails and access to False Cape State Park for more remote, longer hikes. Various city parks, including Red Wing Park, Stumpy Lake Natural Area, and the Elizabeth River Trail system nearby, provide additional options for short nature walks and family-friendly outings.

The best seasons for hiking in Virginia Beach are spring and fall, when temperatures are mild and humidity is lower. From March through May, you can expect blooming vegetation, active wildlife, and comfortable daytime temperatures, though some trails may be muddy after rains. September through early November offers cooler, drier weather and fewer insects, with some fall color in the maritime forests. Summer can be very hot and humid, so early morning or late afternoon hikes are advisable, along with extra water and sun protection. Winter remains generally hikeable, but you should check for occasional icy or wet conditions and dress in layers to adapt to changing coastal weather. Always review current forecasts and any park advisories before setting out.

To determine if a trail is family-friendly, look for routes that are relatively short, mostly flat, and well-marked, with clear descriptions on official park websites or trusted hiking apps. In Virginia Beach, many trails within First Landing State Park and city parks are suitable for children and beginners, especially loops under three miles with minimal elevation changes. Read recent user reviews for comments about rooty sections, muddy areas, or boardwalks that might be challenging for strollers or very young children. Check whether restrooms, picnic areas, and parking are available near the trailhead, which can make family outings more comfortable. Finally, review any wildlife or environmental advisories, such as high mosquito activity or sensitive dune areas, so you can prepare appropriately and keep children safe and engaged.

Safety on Virginia Beach trails begins with checking official park or refuge websites for hours, fees, and any closures or restricted areas, especially in places like Back Bay National Wildlife Refuge and False Cape State Park. Stay on marked trails to protect fragile dune and wetland ecosystems and to avoid getting lost in dense maritime forest. Bring adequate water, sun protection, and insect repellent, as coastal conditions can be hot, sunny, and buggy, particularly near wetlands. Many areas require dogs to be leashed or prohibit pets entirely, so verify pet policies before you go. Be aware of seasonal hunting in some nearby natural areas and obey posted signage. Carry a map or offline trail app, let someone know your plans, and pack basic essentials such as a small first-aid kit and a charged phone so you are prepared for minor emergencies.