Sunday Afternoons Glissade Ponytail Beanie

When the leaves turn and crisp autumn adventures call for toasty warm hats, the Signal Reflective Beanie brings cozy style to new heights. Made from double-layer, ultrasoft acrylic knit with reflective thread integrated into the cuff and pom, this midheight beanie is ideal for predawn and after-hours fun. Pack it away with no worries, this fun beanie is super travel friendly.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

This women's knit hat stays cozy in a snuggly cable-knit design. A ribbed cuff and oversize pompom in complementary colors give it a look that's a little bit…

by Outdoor Gear Exchange · Burlington, VT

🚚 Free shipping on orders over $99 · Ships from Vermont

Thanks to the innovative design of our Active Fleece Ponytail Beanie, a ponytail exit allows you to stay comfortable as you move, while a contoured drop-ear…

by Gearhead Outfitters · Jonesboro, AR

🚚 Ships from Arkansas

Cool weather calls for extra layers, and the Kids’ Guidepost Reflective Beanie makes bundling up even more fun! Kids will love the ultrasoft, double-layer acrylic knit. There’s also reflective thread integrated into the cuff and pom, so parents can relax when the fun lasts after dark. This midheight beanie is crushable and travel friendly, so you can stash it just about anywhere.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

The Coco Beanie is your daily dose of cool-weather elegance, with a classic cable-knit pattern and a faux-fur pom up top. Every time you pull it on, your ears…

by Outdoor Gear Exchange · Burlington, VT

🚚 Free shipping on orders over $99 · Ships from Vermont

Stay warm while spinning tales old and new around the campfire in our Storyteller Beanie. With our ultra soft acrylic knit and an insulating double-layer earband, this mid-weight beanie is rated UPF 50+ for sun protection. We’ve added a little height and an on-trend small pom on top for a playful look, while motif inspiration from the indigenous tribes of the Pacific Northwest gives it an ancestral feel. Features & Specs Ultra soft acrylic knit Mid-height crown Insulating double-layer earband Decorative yarn pom UPF 50+ sun rating Weight: 2.2 oz / 62.4…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Humanely-raised, non-mulesed sheep are the source of the super insulative Everwool™ 100% extra fine merino wool used in our Snowmelt Merino Beanie. Cable knit with a cute ribbed cuff, the fitted crown and super-soft microfleece earband add extra warmth and comfort to this mid-weight winter hat. Warm, comfy, sustainable, and stylish. You’re going to love this beanie.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Inspired by vibrant works of modern art, the Matisse brings a cheerful pop of color to your winter ensembles. Knit of a super-soft and stretchy viscose-blend yarn, this women's fine gauge beanie is finished with a cuff and playful pompom.

by Pistil · Portland, Oregon

🚚 Ships from Oregon

Stay cozy and stylish with the Roxy Beanie, a vibrant cuffed beanie featuring a playful matching pom detail. Its unlined design offers lightweight warmth…

by Half-Moon Outfitters · Charleston, SC

🚚 Free shipping on orders over $99 · Ships from South Carolina

Thanks to the innovative design of Smartwool's Active Fleece Ponytail Beanie, a ponytail exit allows you to stay comfortable as you move, while a contoured…

by Appalachian Outdoors · State College, PA

🚚 Free shipping on orders over $49 · Ships from Pennsylvania

Shine on through fall and winter. The eye-catching Circus beanie is a soft and colorful beanie that brightens storm-cloud days. This women's hat is made of polyester and acrylic blend with varied-width yarn and a comfortable chenille earband lining. A big and playful multicolor pompom tops it off.

by Pistil · Portland, Oregon

🚚 Ships from Oregon

Soft inside and out, the Piper beanie has a slightly slouchy look in a super comfy, stretchy ribbed knit. The faux fur pompom on this women's beanie is removable, because sometimes you feel like a pom and sometimes you don't.

by Pistil · Portland, Oregon

🚚 Ships from Oregon

Made from ultrasoft acrylic knit, the Myriad Reflective Beanie is reversible with two colorful options: striped on one side and solid on the other. Integrated, reflective thread catches light when the sun goes down. As the days shorten, this beanie will help you go with the flow, no matter what the weather brings.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

“If your adventurer heads out in subfreezing temperatures, this hat helps to weather the harsh conditions. Plus, it’s got a crushable design, so it packs easily. Keep warm this winter with 100% windproof recycled polyester and cozy recycled fleece lining. Quilted earflaps make for adjustable design to fit your explorer in any weather.” — Tread If outdoor adventures in sub-freezing temperatures are your jam, the Alpine Quilted Trapper is your new must-have for the harshest winter conditions.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Not all who wander are lost, but we recommend they take a hat on their journeys. The Brushline’s timeless design hits all the marks: lightweight, sun protective, breathable, water and stain resistant. The adjustable sizing system features some stretch for all-day wearability, and there’s a nifty spot to hold your sunglasses. It’s a good thing the Brushline packs up quick and easy, because you never know where your trails may go!

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Add some flair to your winter wardrobe with the UPF 50+ Avalon Bucket. The low-profile, downsloping brim and cozy yet breathable textured weave make this hat a great choice when the sun peeks out through the clouds. The wicking sweatband and internal adjustable sizing make for a comfortable, custom fit, and a decorative hatband adds simple, understated beauty.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Sun worshippers beware—the Sun Guardian Hat has arrived! Made from 100% natural straw, this classic lifeguard hat has been given a serious upgrade: a UPF 50+ brim and top-of-crown liner, an elasticized sweatband for a custom fit, a dark underbrim to reduce glare, an adjustable and technical chinstrap for when the wind picks up, and custom artwork by Carlos del Rio on the crown patch for a special touch. Ideal for outdoor enthusiasts who work and play in full sun.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

The Vail takes style-conscious ladies to modern frontiers. Soft, warm wool felt in a Western-inspired silhouette feels at home even on urban ranges with a decorative hatband in multicolored beads. Internal adjustable sizing and sweatband make it feel as good as it looks. This hat makes a statement with both dresses and jeans, and looks smashing accessorized with boots and scarves.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

It doesn’t get cuter than this! Get ready for serious fun in the sun with our Infant SunSkipper Bucket hat. Made from 100% recycled bluesign® wicking fabric not treated with any chemicals for safety. The short, flexible brim allows for maximum visibility and comfort. Reversible design makes for two hats in one and a velcro tabbed chinstrap breaks away easily to keep kids safe.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Ladies, bask in compliments, not harsh UV rays! Wide brim and pleated neck cape protect with feminine grace. Design details like adjustable sizing, chinstrap, interior wicking sweatband and a ponytail-friendly opening prove the Sundancer has style AND substance. A favorite of gardeners everywhere, this hat is equally at home anywhere in the outdoors.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Made from ultra-soft acrylic knit and double-layer insulated for comfort, the Nightfall Reflective Beanie is sure to become your favorite go-to skull cap. Stitched with reflective fiber woven into the yarn, this beanie sports a fun heathered pattern by day and reflects with a little flash and flair in low light. Reversible with a fitted crown for a snug fit, you won’t want to take this beanie off!

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

There’s a chill in the air, which can only mean one thing—it’s sweater weather and time for a cozy new hat! The Camden Hat adds a funky flair to your winter wardrobe with a textured weave that breathes just right. With the UPF 50+ sun rating you can count on even as the days get shorter, this fun fedora is long on style. Internal adjustable sizing and 2 ½” brim.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

As seen in Seriously though…what can we say? This is adorable sun protection at its best. A mini version of our best-selling Kids’ Play Hat, the super soft fabrics and construction keep your little-little ones comfy and shaded from the sun. Designed with an infant’s needs in mind, this hat packs up in a diaper bag, transitions easily to a stroller with no back brim to get in the way, washes up like a breeze, and adjusts with baby’s growing head. The easy chinstrap ensures zero fuss with putting it on or taking it off.

“Lightweight and breathable, this sun hat features an interior sweatband for the hottest days. Plus, it's packable, and the brim can be worn up or down.” — Oprah Daily Carefree and casual, just like its namesake island! When the temps rise, you’ll reach for the Kauai for that cooling bit of shade and breathability. The upturned kettle brim puts a gleam in your eye, and the matching hatband adjusts to size. The Kauai compresses down to squeeze into even the most overpacked luggage, right next to your souvenirs.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon