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Chestnut Bay Women's Rider Lounge Jogger - Dark Truffle
$90.00
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Sun Shirts · Show Shirts · Tights · Barn Bags
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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In the Spotlight
The Chestnut Bay pieces our customers reach for most
Best-Selling Chestnut Bay
The sun shirts and show shirts riders come back to Chestnut Bay for
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Chestnut Bay Women's Trailblazer Pullover - Stonewash
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Chestnut Bay Women's SkyCool Liberty Sport Short Sleeve Show Shirt - White 160
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Chestnut Bay Women's Rider Lounge Turtleneck - Almost Black Artful Dodger
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Chestnut Bay Women's Annie-O Western Show Shirt - Lavender
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Chestnut Bay Women's Rider Lounge Cardigan - Dark Truffle
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Chestnut Bay Kids' Performance Rider SkyCool Long Sleeve Shirt - Forest
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Chestnut Bay Women's SkyCool Performance Boot Socks - Turquoise
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Chestnut Bay Kids' SkyCool Liberty Sport Short Sleeve Show Shirt - White 160
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Chestnut Bay Kids' SkyCool Liberty Long Sleeve Show Shirt - White 120
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Chestnut Bay Women's Rider Lounge Jogger - Dark Truffle
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Chestnut Bay Women's SkyCool Freestyle Show Shirt - Fall White
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Chestnut Bay Women's Waterproof Bucket Hat - Black
The Chestnut Bay Edit
Cool in the Saddle, Polished in the Ring, Cozy at the Barn
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.
Shop Chestnut Bay Show Shirts
Cool under your coat, with a print that shows when the collar opens
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Chestnut Bay Women's SkyCool Liberty Long Sleeve Show Shirt - Turquoise
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Chestnut Bay Women's Caliente Show Shirt - Turquoise
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Chestnut Bay Women's Caliente Liberty Show Sport Shirt - White
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Chestnut Bay Women's SkyCool Long Sleeve Show Shirt - Nightshade
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Chestnut Bay Women's SkyCool Short Sleeve Show Shirt - Skyblue
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.
Shop Chestnut Bay SkyCool Shirts
Sun protection and cooling for every summer ride
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Chestnut Bay Women's Performance Rider SkyCool Long Sleeve Shirt - Mirage
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Chestnut Bay Women's Performance Rider SkyCool Sport Short Sleeve Shirt - Lavender (2023)
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Chestnut Bay Women's SkyCool Freestyle Long Sleeve - Turquoise
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Chestnut Bay Women's SkyCool Long Sleeve Elements Tee - Skyblue
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Chestnut Bay Women's SkyCool Short Sleeve Elements Tee - Skyblue
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.
Shop Chestnut Bay Layers & Tights
Soft layers that go from the barn to dinner
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Chestnut Bay Women's Rider Lounge Hoodie - Dark Truffle Artful Dodger
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Chestnut Bay Women's Heritage Gridwork Hoodie - Sweatshirt Taupe
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Chestnut Bay Women's Caliente Liberty Short Sleeve Schooling Shirt - White
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Chestnut Bay Women's Caliente Sun Shirt - White
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Chestnut Bay Women's Caliente Liberty Long Sleeve Schooling Shirt - White
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Chestnut Bay Women's Riverton Pop-Over Shirt - Wren
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Chestnut Bay Women's S2S Convertible Polo - Street Green
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Chestnut Bay Women's S2S Hoodie - Street Green
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Chestnut Bay Women's S2S V Neck Jersey - Street Green
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Chestnut Bay Women's Waterproof Rainy Day Pant - Steel Gray
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.
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.
Shop Chestnut Bay Rain Gear
Stay dry ringside and at the barn
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Chestnut Bay Women's Waterproof Rainy Day Jacket - Storm
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Chestnut Bay Women's Waterproof Riding Jacket - Black
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Chestnut Bay Women's Heritage Quilted Vest - Obsidian
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Chestnut Bay Men's Heritage Quilted Barn Jacket - Obsidian
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Chestnut Bay Women's Heritage Quilted Jacket - Obsidian
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Chestnut Bay Women's Waterproof 1/2 Zip Pullover - Storm
Shop Chestnut Bay Barn & Show Bags
Pack it all for the show weekend
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Chestnut Bay Essential A/P Duffel - Cabernet
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Chestnut Bay 3" Gusset Garment Bag - Cabernet
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Chestnut Bay Quilted Lined Bridle Bag - Cabernet
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Chestnut Bay Quilted Lined Boot Bag - Cabernet
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Chestnut Bay Quilted Lined Boots Helmet Carry All - Navy
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Chestnut Bay Clam Shell Saddle Bag - Cabernet
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Chestnut Bay Travel Tote - Cabernet
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Chestnut Bay Quilted Lined Helmet Bag - Cabernet
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Chestnut Bay Quilted Lined 2 in 1 Bridle Bag - Cabernet
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Chestnut Bay Ringside Backpack - Black
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.
Read more
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 Performance Rider SkyCool Long Sleeve Shirt
Our best-selling Chestnut Bay sun shirt: UPF 50, 4-way stretch and mesh panels.
Chestnut Bay SkyCool Liberty Show Shirt
A pull-over bib that doesn't gape, with a print on the collar and cuffs.
Chestnut Bay Trailblazer Pullover
A fleece-lined quarter zip with a hi-low hem for cool-weather riding.
Chestnut Bay Women's SkyCool Bootcut Tights
★★★★★
I've ridden in these a few times already and laundered them and they did great in both areas! light and very comfortable for summer
Verified buyer · KY Chestnut Bay Women's Performance Rider SkyCool Sport Short Sleeve Shirt
★★★★★
Amazing to get such a high quality garment for this price.
Verified buyer · KY Chestnut Bay Women's Annie-O Western Show Shirt
★★★★★
Love these Chestnut Bay show shirts
Verified buyer · TX Chestnut Bay Women's Rider Lounge Turtleneck
★★★★★
Beautiful garment at an astonishing price.
Verified buyer · KY Chestnut Bay Women's Trailblazer Pullover
★★★★★
Great for cool weather. Fits great too.
Verified buyer · MD Chestnut Bay Women's Rider Lounge Hoodie
★★★★★
Love chestnut bay merchandise. Never disappoints!
Verified buyer · CA
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.
Feature Pages
Guides
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.