Free Beach Vacation: Pony Penning 2026 Raffle
Have you ever dreamed of attending Chincoteague’s famous Pony Penning? Here’s your chance!! Chris and Dana Conklin have generously donated a five night stay for up to 4 people at the Sea Shell Motel for Pony Penning 2026 (or date of your choice).






Pony Penning is not the only attraction in Chincoteague. They have some of the best seafood you have ever tasted, fishing, an awesome beach, birdwatching, beautiful sunsets, wildlife tours, and a NASA museum.
What is the Pony Penning?
Pony Penning is an annual event held in Chincoteague, Virginia on the last consecutive Wednesday and Thursday in July.
The ponies swim across the channel during slack tide, when the water has minimal tidal movement. Once on Chincoteague Island, the Saltwater Cowboys herd the ponies to pens on the Chincoteague Carnival Grounds where some of the foals are auctioned off on Thursday.
How to Purchase Tickets
Tickets are $20 (there are only 500 tickets total). The drawing will be held at the 2025 Dylan Moore Days Celebration! You don’t have to be present to win.
To purchase your Pony Penning tickets online, please use the following. Your payment will be processed securely via PayPal and you can use a PayPal account or a credit/debit card.