Welcome to Hampton Roads! You have a few options for road biking here.
First, The Great Dismal Swamp Canal Trail is probably the closest to you. This is a 16 mile out and back paved trail that is completely protected from vehicles. While we don’t have many hills to climb, that headwind on the way back to the start will get your heart pumping! There is a good amount of history here as well to check out.
Another great riding spot is in Norfolk on the Elizabeth River Trail(ERT). This is a 10 mile trail that weaves along the River through all the urban communities in downtown Norfolk. This is a more casual riding trail with a lot of pedestrians, you aren’t going to be able to get up to full speed for very long. However, there are many great restaurants and parks along this trail to stop and enjoy. If you are feeling brave to hit the road and get a hill, you can connect to the Jordan bridge and ride over to Portsmouth then ride the ferry back to Norfolk. Or just go over it twice to get some hill repeats in!
Finally, if you have some more time to drive across the river into Jamestown/Williamsburg you can get on the Virginia Capitol Trail(Cap Trail). By far, the best road riding spot. It is completely paved and protected from vehicles for 51 miles. It stretches from the Jamestown settlement to downtown Richmond. It’s definitely worth the drive!
If you are interested in meeting other road riders there are a some groups that lead social and group rides, where you could learn the areas that are a bit safer on the road. In Virginia Beach, Contes and Fat Frogs lead group rides with varying levels and distances. In Norfolk, social cycling Norfolk and Bike Norfolk each have very active Facebook groups.
Have fun and hope we can see you in the Virginia Beach store!