The Tred Avon River contains a high percentage of the most popular anchorages on the Choptank River.
The two primary marks for the entrance to Tred Avon are the Choptank River Light which is a spider located about 2 nm south of the river entrance and the Tred Avon River #1 light on Benoni Pt. Off Oxford there is an open anchorage in the Tred Avon between the #2 buoy and the entrance to Town Creek. This is acceptable for a late night arrival, but I would never want to stay here during the day. The constant power boat traffic on the river makes this a Rock & Roll anchorage.
Town Creek, the Oxford town harbor, is also a popular anchorage. For years we always anchored off Crockett's Boatyard in Town Creek. It afforded a short dinghy ride (normally rowing) to get ashore. However the holding ground in the harbor is both poor and debris-strewn. It seemed we always dragged anchor in a thunderstorm or found our anchor fouled by debris on the bottom (once it was a carpet roll). Finally we gave in and no longer anchor overnight in Town Creek.
Immediately across the river, and due north of the Town Creek entrance is Plaindealing Creek with 10' of depth. Further up the river is Trippe Creek which offers a large, but well protected anchorage.