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Chestnut Bay Show Shirts, SkyCool Sun Shirts & Riding Apparel

Cool, UPF 50 riding shirts and show shirts with a print hidden in the collar and cuffs, plus tights, cozy layers and barn bags, for women and girls. Premium Brands for Less, with new deals every day.

Updated October 2026 · By the Tack of the Day Product Team

Chestnut Bay makes technical riding apparel for women and girls, built around its trademarked SkyCool fabric: the SkyCool Liberty show shirt, the Performance Rider sun shirt, the Annie-O western show shirt, tights, fleece-lined layers, rain gear and barn bags. Riders tell us it washes well, stays comfortable through summer and feels like more than they paid for, and the Liberty is the Chestnut Bay show shirt our customers come back for most.

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The Chestnut Bay Edit

Cool in the Saddle, Polished in the Ring, Cozy at the Barn

A rider in a blush Chestnut Bay SkyCool Liberty show shirt with paisley collar and cuffs sitting on a stone wall

Show Shirts

Chestnut Bay show shirts: the SkyCool Liberty and its hidden print

The SkyCool Liberty is our best-selling Chestnut Bay show shirt: what Chestnut Bay calls its lightest-weight 4-way stretch fabric, with UPF 50, mesh panels for cooling, and a pull-over bib designed so it doesn't gape. A print on the collar and cuffs shows when you open the collar after your class.

It comes in long and short sleeve for women, and in girls' sizes too.

Show Shirts ›Competition Apparel Guide ›

Shop Chestnut Bay Show Shirts

Cool under your coat, with a print that shows when the collar opens

A smiling rider in a coral Chestnut Bay SkyCool long sleeve riding shirt

SkyCool Sun Shirts

Chestnut Bay SkyCool sun shirts for hot, humid rides

The Performance Rider SkyCool shirt is our best-selling Chestnut Bay sun shirt: lightweight 4-way stretch with mesh panels placed to wick moisture, in long and short sleeve.

There are matching girls' sizes for ages 6 to 10, and the Freestyle and Elements tees for days off the horse.

Sun Shirts ›Riding Tops ›

Shop Chestnut Bay SkyCool Shirts

Sun protection and cooling for every summer ride

A rider in a gray Chestnut Bay V neck jersey, breeches and tall boots leaning in a tack room doorway

Sweaters, Pullovers & Tights

Chestnut Bay pullovers, sweaters and tights for cool days

The Trailblazer Pullover has a soft fleece interior and a hi-low hem so it stays put in the saddle. The Rider Lounge turtleneck has a brushed, heathered hand and suede elbow patches, with a cardigan and hoodie in the same line.

Underneath, the SkyCool Bootcut Tights have suede inseam grip and a bootcut leg that works after the ride, too.

Sweaters & Pullovers ›Tights ›

Shop Chestnut Bay Layers & Tights

Soft layers that go from the barn to dinner

A western rider in a lavender Chestnut Bay Annie-O show shirt and cowboy hat leading her chestnut horse

Western Show Shirts

Chestnut Bay western show shirts: the Annie-O and Riverton

The Annie-O is made of a lightweight 2-way stretch cotton blend, with Liberty prints on the inside of the collar band and cuffs.

The Riverton shares the western collar and yoke, with Liberty print details inside the collar band and cuffs.

Annie-O ›Riverton ›Show Shirts ›

A rider in a black Chestnut Bay Heritage quilted vest carrying a bag outside the barn

Rain Gear, Vests & Barn Bags

Chestnut Bay rain jackets, vests and barn bags

The Waterproof Rainy Day Jacket is waterproof and breathable, with matching pants and a half-zip pullover. The Heritage Quilted Vest is light and packable for three seasons.

For show weekends, the Essential A/P Duffel has separate compartments for tall boots and a helmet, with garment, bridle and boot bags to match.

Jackets & Vests ›Barn Bags ›

Shop Chestnut Bay Rain Gear

Stay dry ringside and at the barn

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Pack it all for the show weekend

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Chestnut Bay makes riding apparel for women and girls: Performance Rider SkyCool sun shirts, SkyCool Liberty and Annie-O show shirts, SkyCool tights, Trailblazer and Rider Lounge layers, waterproof rain gear and barn bags. Premium brands for less, with new deals every day.

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Chestnut Bay show shirts

Show shirts with a print in the collar and cuffs, in long and short sleeve. See what to wear in each ring in our Competition Apparel Guide.

Chestnut Bay layers and rain gear

Fleece-lined pullovers, cozy sweaters and waterproof jackets for cooler days. See more on our Beat the Cold page.

Three Chestnut Bay pieces we'd start with:

  • Chestnut Bay Women's Performance Rider SkyCool Long Sleeve Shirt - Blush (2023)

    Chestnut Bay Performance Rider SkyCool Long Sleeve Shirt

    Our best-selling Chestnut Bay sun shirt: UPF 50, 4-way stretch and mesh panels.

    Shop it ›

  • Chestnut Bay Women's SkyCool Liberty Long Sleeve Show Shirt - Lavender (2023)

    Chestnut Bay SkyCool Liberty Show Shirt

    A pull-over bib that doesn't gape, with a print on the collar and cuffs.

    Shop it ›

  • Chestnut Bay Women's Trailblazer Pullover - Stonewash

    Chestnut Bay Trailblazer Pullover

    A fleece-lined quarter zip with a hi-low hem for cool-weather riding.

    Shop it ›

What is Chestnut Bay SkyCool?

Chestnut Bay's trademarked cooling fabric. Chestnut Bay says it is proven to help the body manage its core temperature, keeping you cool and dry in warm, humid weather. SkyCool shirts are UPF 50.

Does Chestnut Bay make show shirts?

Yes. The SkyCool Liberty comes in long and short sleeve for women and girls, and the Annie-O and Riverton are western show shirts.

Does Chestnut Bay make kids' clothes?

Yes. The Performance Rider SkyCool shirt comes in girls' sizes for ages 6 to 10, and the SkyCool Liberty show shirt comes in girls' sizes in long and short sleeve.

Will the Chestnut Bay rain jacket fit over a helmet?

The Waterproof Rainy Day Jacket has an adjustable snap-down hood sized to fit over a helmet.

What tights does Chestnut Bay make?

The SkyCool Bootcut Tights have suede inseam grip and a bootcut leg, and the SkyCool Tights are pull-on tights with silicone grip knee patches.

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About the Brand

Who Chestnut Bay is for: riding apparel from street to stable

Chestnut Bay makes technical riding apparel for women and girls, built around its trademarked SkyCool fabric and a "street to stable" idea: clothes you can ride in and still wear out afterward.

The range runs from Performance Rider sun shirts and Liberty show shirts to western show shirts, tights, cozy layers, rain gear and barn bags.

The detail riders notice first is the hidden print: the Liberty and Annie-O show shirts carry Liberty fabric prints inside the collar band and cuffs, so a plain white shirt in the ring shows a flash of pattern once the collar opens after the class. Our customers reach for Chestnut Bay most in summer, when the SkyCool sun shirts and show shirts earn their keep.