I spent 5 days 4 nights on the shore of Assateague. As an equestrian this was a once in a lifetime adventure. Feral chincoteague ponies everywhere you look! Both towns of chincoteague and assatesgue lean into the horse craze, they have equestrian stores, riding barns, and horse museums just about everywhere you look. During the summer there is an annual “pony swim” where the wild ponies are rounded up and swam from one island to another so they can be sold. I cannot speak from experience but from what I learned from locals this event brings in over 50,000 people. You will need to plan around this if you wish to avoid crowds, although this location seems to be heavily populated all year round, don’t let that discourage you.

Side note- the crabbing is amazing among the local marshes!