Silo Ridge Masters & Highlands Cup

October 1 - 12, 2025Highlands Horse Show, 217 Depot Hill Road, Amenia, NY 12501

The Highlands Horse Show is an all-encompasing luxury event over two October weekends. The first weekend, October 3-5 is the Silo Ridge Masters and the following, the newest addition to the horse show, is the Highlands Cup with concerts by LeAnn Rimes, Brothers Osborne, Third Eye Blind and Dinosaur Jr.

For more information about the event and tickets, visit here.

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Silo Ridge Masters & Highlands Cup

For more information about the event and tickets, visit here.

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