Rick, I haven't been to Assateague since 1989 and then it was only car camping, but I thought there was some backcountry camping. Here is a website that has a few details.
It was a great place, I'm sure it will be fantastic in the winter. Enjoy!
Info from Site:
2 oceanside & 4 bayside
Tingles Island & Pine Tree (up to 5 groups and/or 25 people), Little levels, Green Run (up to 4 groups and/or 20 people), Pope Bay (up to 2 groups and/or 10 people) and State Line
- The distance from the Ranger Station in Maryland to backcountry sites range from 2 ½ to 13 miles.
- The nearest backcountry campsites from the Toms Cove Visitor Center in Virginia are State Line and Pope Bay (each about 12.5 miles).
$5 backcountry permit is required.
Permits are issued on a first-come, first-served basis on the day of departure. Due to sudden changes in weather, advance reservations are not accepted.
- No fresh water is available at any backcountry site.