Herrington South is approx. 9 miles from Dunkirk, on route 4. Dunkirk has all the strip mall conveniences including a HUGE Safeway, restaurants etc. Prince Frederick is 18 miles away and has the Walmart and the shopping malls. I'm not surprised a transient wouldn't know about it, they wouldn't have a way to get there. As far as restaurants, there are many in both Chesapeake Beach and Deale which are both close by. In addition, if you like to play the slots, you can do that at the Rod and Reel in Chesapeake Beach which also has the small grocery store mentioned above; believe me when I tell you its bigger than a 7-11. And the kicker is, Herrington Harbour is bringing back the trolley which will take you between the two marinas, Deale and Chesapeake Beach for free. I have had my boat at Herrington South for the past 6 years, so I guess I'm sort of partial to the area, but the people are more friendly and accommodating than most of those found in Annapolis and you don't have to jump through hoops dodging all the boat traffic (including all the sail boats)to take your boat out on the bay. As far as centrally located, your about an hour and a half, two hours in your Carver from Annapolis, its pretty much a wash but if you want to go to Solomons Island or the Choptank River, you're closer. And, if you want a taste of the big city in Annapolis, you just run up there in your boat, pull into ego alley, and get a slip (under construction for a new bulkhead but should be done by the time you get here) at the city dock. You can walk right off your boat and be in the heart of Annapolis; none of the marinas around there are as close.