Chesapeake Travel Guide

Set in the heart of Coastal Virginia, Chesapeake blends waterways, trails, and suburban charm with a warm, easygoing spirit. Covering more than 350 square miles, it offers a variety of outdoor spaces, family attractions, and dining experiences that make it a delightful destination to explore.

Explore the Great Outdoors

Chesapeake is a paradise for nature lovers. Visit the Great Dismal Swamp National Wildlife Refuge to experience serene forests, scenic boardwalks, and abundant wildlife. The historic Dismal Swamp Canal, one of America’s oldest operating man-made waterways, is perfect for a paddle or boat ride. For a peaceful walk surrounded by greenery, the Chesapeake Arboretum offers well-kept trails and gardens that showcase the region’s natural beauty.

Water Fun and Scenic Sights

Chesapeake features more miles of deep-water canals than any other city in the country, giving visitors endless opportunities for adventure on the water. Sail, kayak, or cast a line for a relaxing afternoon outdoors. The city’s many waterways provide a scenic backdrop for spotting wildlife or simply enjoying a calm sunset along the banks.

Food, History, and Local Vibes

Sample the city’s rich flavors with Chesapeake’s mix of seafood and Southern-style comfort dishes. Restaurants throughout the city serve local favorites, from fresh catches to hearty home-cooked meals. History buffs can explore sites tied to the region’s colonial and Native American past, while shoppers and walkers will enjoy charming districts filled with local markets and boutiques.

Festivals and Local Fun

Chesapeake’s community spirit shines during its many annual events. The Chesapeake Jubilee features live music, rides, and local food vendors, while the Wine Festival and Outdoor Expo draw visitors from across the region. Seasonal farmers markets offer locally grown produce, baked goods, and handmade crafts, creating a lively atmosphere perfect for mingling with locals. Each season brings something new, giving travelers a reason to return again and again.

Moving to Chesapeake?

If you find yourself enchanted by Chesapeake and decide to make it home, use a local Public Storage facility to simplify your move and keep your belongings organized while you settle in.