Information About Chesapeake

With 22 miles of waterway & lots of scenic trails, there are many adventures to be had in Chesapeake Virginia.   Nestled along the Intracoastal Waterway, Chesapeake is rich in both natural beauty & history.The outdoor enthusiast will love navigating the many waterways. The infamous Dismal Canal is where the poem “The Raven” by Edgar Allan Poe reportedly was written. Go for a hike through the trails of the Great Dismal Swamp National Wildlife Refuge or in the Northwest River Park & Campground.  

Learn about the intricate heritage of Chesapeake Virginia while visiting one of many historical sites. The Virginia Civil War Trails are Civil War battle sites that were also used as part of the Underground Railroad. There are many African American historic sites scattered throughout the region including the Emancipation Oak, Casemate Museum, Hampton University & Museum, and the Newsome House.

There are many family friendly festivals and events throughout the year to enjoy & reconnect with loved ones. Enjoy shopping for one of a kind homemade items at one of the holiday craft shows or visit venders for at a festival. There’s an Eggstravaganza every April and a fun Celebrate Freedom event every July that shouldn’t be missed.

If water events are more your speed then take part in the Paddle for the Border along the Dismal Swamp Canal Trail or register for the unique KayaXpedition where you can canoe, kayak, or do standup paddle boarding.

Diverse restaurants can be found throughout Chesapeake. With everything from the exotic & unique to savory comfort food. The array of regional cuisine makes this area a paradise for any foodie. For one of the best hot dogs you’ve ever had you must visit Famous Uncle Al’s Hot Dogs. A desert shop that should never be missed is the renowned Carolina Cupcakery. 

Chesapeake Properties