Whether you’re planning to watch the ponies in person at the 78th Iroquis Steeplechase on May 11, or looking to don a trendy topper for an at-home Triple Crown viewing spree, these chic chapeaus will earn you win, place and show this race season.

Lindsey Grace Whiddon
1. Giovannio hat in Black and White $59 (Stacey Rhodes Boutique; staceyrhodesboutique.com)
2. SunBody Palm Leaf Hat, $95 (Imogene + Willie; imogeneandwillie.com)
3. Toucan Collection hat in Black and White, $59 (Stacey Rhodes Boutique; staceyrhodesboutique.com)
4. Lack of Color Hat in Natural, $115 (e.Allen; eallenboutique.com)
5. Wallaroo Kristy Hat in Natural White, $44 (orvis.com)
6. Carol Carr Palm Beach hat in Tan, $319 (Stacey Rhodes Boutique; staceyrhodesboutique.com)