Sunday Afternoons Alpine Quilted Trapper

Prepare for the subtle shifts of the season with the Arctic Adventure Hat. Perfect for crisp fall mornings and late autumn hikes, this insulated hat features a laminated shell exterior for wind protection and cozy, super-warm Primaloft insulation. The caped profile offers UPF 50+ sun protection, while the adjustable sizing ensures a perfect fit. With reflective piping that enhances visibility and nested earflaps that tuck away when not needed, this hat adapts to the changing weather, making it ideal for everything from weekend adventures to weekday walks.

by Sunday Afternoons · Ashland, Oregon

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

Ultrawarm and made from sustainable materials, the Bluster Bomber is perfect for cold-weather adventures of all kinds. Features an insulative, quilted crown liner and 100% recycled main body fabric. Wear the 100% recycled, fleece-lined earflaps up or down. This hat is also crushable and packable, so you can take it anywhere.

by Sunday Afternoons · Ashland, Oregon

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

Made from 100% recycled main body fabric (solids only) and insulative fleece liner, the Kids’ Arctic Trapper is our warmest style yet. With reflective details for low light and convertible earflaps, the crushable design makes this warm winter hat super travel friendly. A PFAS-free durable water repellent finish keeps kiddos warm and dry while the quick-release chinstrap and UPF 50+ sun rating keep them protected. With adjustable sizing for a custom fit.

by Sunday Afternoons · Ashland, Oregon

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

The classic design of the Nordic Snowflake Beanie takes us back, while technical details ensure your cold-weather gear is as innovative as possible. With two sizes to choose from, a perforated hole pattern makes it easier to hear. The fitted crown on this stylish skull cap is made from ultra-soft acrylic knit with a double insulated layer for comfort and keeps you warm when temps drop. It even looks great once the sun goes down and the fun moves indoors.

by Sunday Afternoons · Ashland, Oregon

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

Cold temps won’t cramp your style when you’re rocking the Alpine Tundra Cap. The warmth stays in with Cross Core™ Aerogel insulation while the cozy flannel liner keeps you toasty. The BreezeBlocker™ windproof ear flaps on this low profile, approachable ball cap can be folded up and away when temps rise. Made from recycled content and PFAS-durable water repellent finish this warm cap is also rated UPF 50+.

by Sunday Afternoons · Ashland, Oregon

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

The Knox Trapper Hat is built for winter adventure. With a warm sherpa lining and classic wool exterior, it delivers comfort without sacrificing style. The ear flaps and mountain patch add a rugged touch, while the adjustable back ensures a secure fit for every cold-weather pursuit.

by Pistil · Portland, Oregon

🚚 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

Made from sustainably sourced Everwool™ 100% extra fine merino wool from humanely raised, non-mulesed sheep, you’ll look as good as you feel in the Outback Merino Beanie. With an ombre stripe, flecked pattern, and a cozy microfleece earband for softness, the insulative value of this cap will keep you snug and warm in any kind of weather.

by Sunday Afternoons · Ashland, Oregon

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

The Waffle Knit Beanie is designed to keep you warm when the weather turns chilly. With its double-layer construction, plush oversized waffle knit, and reversible label for cuffed or uncuffed wear, it's the perfect companion for your outdoor adventures.

This Trapper hat combines durable polyester construction with a soft inner velour lining for superior warmth and comfort in cold weather. Available in versatile oatmeal or tobacco shades, this 57cm (7 1/8") size ensures a snug fit. Designed to provide excellent insulation, it is an expert choice for staying cozy during winter conditions. Features: Colors: Oatmeal or Tobacco Materials: Polyester Size: 57cm / 7 1/8" Inner Velour Lining Packable Cold…

by San Diego Hat Company · San Diego, California

🚚 Ships from California

Cold ears be gone! Made from lightweight, four-way-stretch, breathable Italian fabric, this earband adds extra insulation without adding bulk, so you can easily layer under or over a cap, rain hat, or helmet. Crushable and super travel friendly, with dual position Sunglass Lock™.

by Sunday Afternoons · Ashland, Oregon

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

Blk Sapphire / Alpine Beanie Breathable Lightly insulated Construction Six dart construction Embroidered Logo Weight: 57g / 2 oz Microfleece 50% Merino Wool 50% Recycled Polyester SKU: X000006756-022902 Optimized for warmth, our classic logo toque is made with a wool and recycled polyester blend for natural thermal performance and comfort. A brushed polyester band adds technical performance and a layer of softness. Packs easily for warmth anywhere.

by Extra Butter · New York, NY

🚚 Ships from New York

Inspired by the high-altitude sun and cold nights of the Colorado Rockies, the Rambler Felt Hat covers you in even the most intense seasonal conditions. Constructed from wool felt, the Rambler keeps the warmth in and the UV radiation out. The 2.5-inch brim protects your eyes and face from harsh UV rays and rain alike while its outback look exudes effortless style.

by Sunday Afternoons · Ashland, Oregon

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

From countryside to cityscapes, the Tessa transitions seamlessly. We’ve updated the on-trend fedora silhouette with a slightly floppy brim and soft wool felt that provides comfortable warmth and easy packability. The internal sizing system ensures a dreamy fit. Dresses up with long skirts and boots, dresses down with puffy vests and…

by Sunday Afternoons · Ashland, Oregon

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

With a classic profile that leans more urban than country, the Winston is a three-season hat that offers UPF 50+ sun protection for all your adventures. With a tall crown, flat, contemporary brim and metal eyelet and logo detail, the 100% wool felt makes this stylish hat breathable, insulative, and stain resistant.

by Sunday Afternoons · Ashland, Oregon

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

Stitched with reflective fiber woven into the yarn, the Kids’ Nightfall Reflective Beanie features a fun heathered pattern by day and reflects with a little flash and flair when the sun goes down. Reversible with a fitted crown for a snug fit, this beanie is made from ultra-soft acrylic knit so kids stay cozy and comfortable on every adventure.

by Sunday Afternoons · Ashland, Oregon

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

The classic design of the Nordic Snowflake Beanie takes us back, while technical details ensure your cold-weather gear is as innovative as possible. With two sizes to choose from, a perforated hole pattern makes it easier to hear. The fitted crown on this stylish skull cap is made from ultra-soft acrylic knit with a double insulated layer for comfort and keeps you warm when temps drop. It even looks great once the sun goes down and the fun moves indoors.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · 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

Bask in the beauty of the forest everywhere you go in our Woodland Trucker, one of the newest additions to our collection. With smart features such as a moisture-wicking sweatband and strategic crown ventilation, you get comfortable protection that won’t quit. Limited edition artwork by Mexico City’s Carlos del Rio turns this hat into wearable art that turns heads. Features & Specs UPF 50+ Sun Rating (mesh not rated) 2¾" Brim Length Strategic Crown Ventilation Limited Edition Artwork Wicking Sweatband Adjustable Sizing Weight: 2.7…

by Sunday Afternoons · Ashland, Oregon

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

A trucker cap in a kid-friendly size! Limited edition artwork by Acacia Lacy inspires outdoor curiosity. Featuring a wicking sweatband and adjustable sizing for years of active play. Features & Specs 2 3/8" (6.3cm) pre-curved brim bluesign® brim fabric 100% recycled mesh ventilation One-of-a-kind artwork 100% recycled bluesign® wicking sweatband Adjustable sizing Weight: 2.2 ounces/62.4 grams Material Content: Brim: 100% Cotton, Front Crown: 100% Polyester, Crown Mesh: 100% Polyester, Exclusive Of Decoration Pack with care Hand Wash Cold, Do Not Bleach, Line Dry, Do Not Iron, Do Not…

by Sunday Afternoons · Ashland, Oregon

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

Kids stay covered with our Kids’ UVShield Cool Gaiter. Excellent for full UPF 50+ sun protection or as a face shield, this gaiter stays put comfortably when nose and mouth coverage is needed. Using chemical-free Coolcore® technology, the kids’ gaiter breathes and wicks naturally to regulate evaporative cooling. With multiple ways to wear to cover the face, neck, and head, the Kids’ UV Shield Cool Gaiter also pairs easily with any hat or helmet and comes in a variety of colors.

by Sunday Afternoons · Ashland, Oregon

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

Take your chill to a whole new level with the Unwind hat. This mid-size fedora is made from 100% natural Mexican tripilla straw and has a 3” brim for excellent UPF 50+ sun protection. The elasticized sweatband ensures a comfortable fit while the genuine leather hatband adds a classy touch. Dress it up for an evening out, or keep it casual for an afternoon by the pool, just relax and unwind.

by Sunday Afternoons · Ashland, Oregon

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

Whether your idea of a perfect Sunday means venturing out for serious adventure or less ambitious outdoor pursuits, we've got you covered with this 6-panel, midheight ballcap. The triangular embroidered patch carries the message and is sure to inspire adventures of all kinds. Made from 100% recycled bluesign ® main body and mesh fabric with a PFAS-free water repellent finish and StretchBack Sizingž for a comfortable fit.

by Sunday Afternoons · Ashland, Oregon

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

A simple hat for kids’ simple needs. Crushable, floatable, water and stain resistant, breathable, and—oh yeah—adorable. They don’t even have to know it’s sun protective, but you’ll have that peace of mind. With its go-everywhere design, kids won’t forget their Fun Bucket. Features & Specs UPF 50+ sun rating (mesh not rated) 2 1/2" (6.5 cm) soft, flexible, downsloping brim bluesign® main body fabric (solids only), mesh, and sweatband Strategic crown ventilation Stroller friendly Floats in water PFAS-free durable water repellent (DWR) SmartStrap® breakaway chinstrap…

by Sunday Afternoons · Ashland, Oregon

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