
There is something so wonderfully basic about a good riding-inspired ensemble. Classic, preppy and perfectly polished with lots of leather, slim pants, and chic structured blazers: the equestrian look is a uniform as well as a fashion statement. It’s refreshing to be able to take on such a classic set of style laws, while still being able to break a few rules of your own, of course. What’s not to love?
In this style guide: You’ll find essentials for creating the classic equestrian look, as well as options for making the trend your very own and corresponding shopping lists with plenty of items at a variety of price points. You’ll also find the “extras,” cute riding-inspired goodies that are optional, but never hurt to throw on if you’re feeling up to the challenge.

Essential #1: Riding Boots
Good leather riding boots (whether authentic or not) are imperative for pulling the equestrian look together — without them, you might as well forget channelling the equestrian style altogether. While a great pair of leather boots can truly be an investment, there are less expensive options out there (both real and faux leather) to help you complete your look. Just make sure your boots are a classic shape and color and have a taller shaft (but not over-the-knee).
- Bandolino, $90-$130.
- Clarks, $130.
- Chooka, $90.
- Frye, $348.
- Lauren by Ralph Lauren, $135.

Essential #2: The Structured Blazer
A blazer, like good boots, is one of the most critical parts to the equestrian style. While navy (with gold buttons!) is the classic color for this look, feel free to experiment with different styles, like gray tweed with elbow patches, velvet, or even a more relaxed blazer in a striped pattern. The possibilities for chic blazers are endless, although there are some tried-and-true classics that provide the perfect base for mastering the look.
- J. Crew, $188.
- Urban Outfitters, $48.
- Ralph Lauren Rugby, $200.
- Anthropologie, $98.
- J. Crew, $198.
- BDG, $78.

Essential #3: Riding Pants
Riding pants — perhaps the comfiest pants you will ever own that are still, well, pants — can be worn regardless of whether or not you intend to emulate the equestrian look. (Read: important investment for your wardrobe.) Look for them in a classic tan or olive color, or go black for an ultra-slimming and streamlined silhouette. You don’t even need all-out stretchy pants — there are versions of fitted cargos that can work just as well for this look.
- Milly, $188.
- J. Crew, $88.
- Gap, $60.
- Lauren by Ralph Lauren, $63.
- Daughters of the Liberation, $88.
- Joe’s, $158.
- Free People, $88.
- J. Crew, $75.

Essential #4: The Collared Shirt
No riding-inspired ensemble is complete without a crisp, collared shirt. For a more classic and polished look, opt for a freshly pressed version in a structured cut in white or light blue. For a more relaxed spin on the equestrian trend, try out stripes and plaids, fun colors, and looser fits.
- J. Crew, $70.
- Burberry Brit, $95.
- Ralph Lauren Rugby, $25.
- Vineyard Vines, $88.
- J. Crew, $70.
- Tory Burch, $95.

Extras!
Complete your equestrian look, or simply just add a little riding twist to a regular outfit, with these inspired extras. Be on the lookout especially for classic leather gloves and belts.
- J. Crew Camp Socks, $12.
- Ralph Lauren Rugby Plaid Tote, $110.
- Vineyard Vines Skinny Belt, $38.
- J. Crew Cashmere-lined Leather Gloves, $70-$98.
- Urban Outfitters Bow Tie Necklace, $28.
- J. Crew Classic Leather Belt, $32.
- Jill Stuart Plaid Belted Coat, $134.
- UGG Australia Equestrian Leather Hobo, $298.
- Ralph Lauren Rugby Gloves, $30.
- Anthropologie Bangle, $38.
- Vineyard Vines Hooded Toggle Sweater, $165.
Hope you’re feeling inspired to try out the equestrian trend! Let me know what you think of this style guide.
{Sources: Images via piperlime.com, jcrew.com, urbanoutfitters.com, rugby.com, anthropologie.com, gap.com, bloomingdales.com, freepeople.com, vineyardvines.com. All equestrian photography by me – please ask before using.}
