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Top steep and cheap Deals for October 2025

The biggest price drops from steep and cheap over the past 30 days. Use the available coupon codes at checkout for even more savings.

Backcountry Throwback Flat Brim Patch Snapback Hat...

After the main leg of our adventure, we keep the vibes going in the Backcountry Throwback Flat Brim Patch Snapback Hat. With retro-inspired details and our favorite Goat front and center, we look cool while shielding our faces from the sun.
$29.00
$7.2575% OFF

Patagonia Baby Animal Friends Beanie - Toddlers' i...

Cute and well constructed, the Patagonia Baby Animal Friends Beanie keeps young adventurers covered and content throughout casual activity.
$29.00
$7.5474% OFF

Outdoor Research Advocate Stripe Trucker Cap - Kid...

A classic trucker cap for kids, featuring OR's heritage Advocate patch embroidered directly onto the front panel.
$24.95
$8.7365% OFF

Outdoor Research Rambler Sun Hat - Kids' in Khaki ...

Outdoor Research made the Kids' Rambler Sun Hat with UPF 50+ rated fabric and then gave it a full wrap-around brim to shade your little hiker with total sun protection. You'll never have to worry about your young 'un ending the trip with a sunburned nose or neck thanks to the Rambler Sombrero. Outdoor Research included an external drawcord to ensure a close fit to keep this sun hat from blowing away in the wind.
$33.95
$11.8865% OFF

Outdoor Research Rambler Sun Hat - Kids' in Lemon ...

Outdoor Research made the Kids' Rambler Sun Hat with UPF 50+ rated fabric and then gave it a full wrap-around brim to shade your little hiker with total sun protection. You'll never have to worry about your young 'un ending the trip with a sunburned nose or neck thanks to the Rambler Sombrero. Outdoor Research included an external drawcord to ensure a close fit to keep this sun hat from blowing away in the wind.
$33.95
$13.5860% OFF

DAKINE As If Bucket Hat in Burgundy

What Our Gearhead® Experts Are Saying:"The As If Bucket Hat is a go-to for sunny days. It’s lightweight, breathable, and provides great sun protection whether I’m at the beach, on a hike, or just hanging out. The breathable eyelets keep my head cool, and the classic bucket style pairs well with any outfit. It’s the perfect mix of function and laid-back style."From sunny beach days to mountain hikes, the Dakine As If Bucket Hat is our trusty companion for staying cool and protected. Its unstructured, full-brim design provides essential shade from the sun while maintaining a lightweight and comfortable fit. Whether we're lounging by the water or trekking through rugged trails, the breathable eyelets ensure airflow to keep us feeling cool and collected. Made with 100% cotton, the As If Bucket Hat combines premium craftsmanship with timeless style. A subtle Dakine flag label on the side adds a low-profile touch that pairs effortlessly with any outdoor look. Wherever the day takes us, this hat delivers reliable sun coverage and laid-back vibes in one versatile package.
$45.00
$18.0060% OFF

Rab Flatiron Cap in Heather

Built from a textured wool-acrylic blend with a polyester lining, it features stitched eyelets on each of the panels, plus a contrasting internal sweatband and an adjustable snapback closure for optimum fit.
$40.00
$16.0060% OFF

DAKINE Addison Beanie in Heather Grey

Say hello to your new best friend, the Addison beanie. With a deeper profile and a distinct, waffle rib-knit build, this soft and roomy hat is ready to tag along on any adventure. With a subtle, vintage-inspired Dakine patch on its cuff, it'll pair with just about anything.
$40.00
$18.0055% OFF

DAKINE No Zone Sun Hat in Dark Tide - Size: S/M

Windy days out on the water would normally make us nervous for our hat's safety. Luckily, the DAKINE No Zone Sun Hat floats. A removable, adjustable chin-strap helps prevent the hat from hitting the water in the first place and, if the inevitable happens, the quick-dry fabric means our buddies will forget what happened in minutes.
$40.00
$18.0055% OFF

Backcountry VB Knit Beanie in Ivory

Where and when do you like to rock a beanie? We only ask because we seem to be rocking our Backcountry VB Knit Beanie on a daily basis. Whether we are commuting in cold weather, enjoying desert camping season, or heading to snow covered hills, we trust the recycled polyester yarn and timeless style to keep us looking and feeling our best.
$29.00
$13.0555% OFF

Outdoor Research Trail Mix Bucket Hat in Sand - Si...

Whether we're hiking through yellow aspens, sitting around a fire pit, or getting an ice cream cone at the pier, the Trail Mix Bucket Hat keeps us shaded from the sun's harsh rays while ensuring our head and ears are kept warm.
$38.95
$17.5355% OFF

Bearded Goat Moor Hat in Blue

From cliffs to deserts, the Bearded Goat Moor Hat keeps the sun off of our face. This 5-panel trucker hat balances a soft cotton fabric with breathable nylon to help us stay cool while we hike, camp, and otherwise enjoy the outdoors.
$34.95
$15.7355% OFF

Autumn Mini Stripe Beanie in Harvest

SELECT FIT11" TALL3" CUFFMEDIUM WEIGHTVERTICAL CLAMP LABEL BLACK
$23.95
$10.7855% OFF

Columbia Frosty Trail II Earflap Beanie - Kids' - ...

Keep little heads warm and cozy with this lightweight, fleece-lined beanie.
$24.99
$11.2555% OFF

Autumn Select Beanie in White

SELECT FIT. 11" TALL, 3" CUFF". MEDIUM WEIGHTVERTICAL CLAMP LABEL BLACKOUR #1 FIT
$23.95
$11.2653% OFF

Ciele Athletics ACBeanie in Southam

After a long winter run, we deserve the kind of comfort only the ACBeanie can provide. Crafted with double the thickness of their performance-driven VNTBeanie, this luxurious knit beanie blends merino wool and silk to keep us cozy during recovery. While its airBEAM™ ribbing offers some ventilation, the added weight makes it ideal for post-run lounging rather than high-intensity activity. We’ll be slipping this on after every run.
$124.95
$62.4850% OFF

Outdoor Research Men's Whiskey Peak Beanie in Blac...

Keeping warm in cold conditions requires high-quality head apparel. The Outdoor Research Whiskey Peak Beanie is designed to keep our heads and ears warm in cold conditions and is made of 100% wool for optimal comfort. An internal fleece ear band keeps our ears warm, while the moisture-wicking and breathable design ensures we stay comfortable all day.
$39.95
$19.9850% OFF

KAVU Trawler Beanie in Black

This classic fisherman style beanie is no frills, rugged, and charming as ever. Sort of like Mike's Famous Chili Bowl.. with the works. Fisherman style cuffed beanie in burly yarn gauge to withstand all seas.
$34.95
$17.4850% OFF

Outdoor Research OR Ballcap in Balsam / Grove

The Outdoor Research OR Ballcap has all the classic style of our favorite hats, with soft comfort and a straightforward design to quickly becomes our go-to on sunny days.
$31.95
$15.9850% OFF

Pendleton Wool Watch Cap in Army Green

What Our Gearhead® Experts Are Saying: "This is the kind of beanie I end up wearing all winter long. The wool is warm, soft, and not too thick, and it stretches just right for a close fit that doesn’t shift. Whether I’m hiking, walking the dog, or headed into town, it’s always the one I grab."When the temperature drops, we keep things simple and timeless with the Pendleton Wool Watch Cap. Inspired by classic military-issue beanies, this traditional knit cap features 100% wool construction for natural insulation and moisture resistance that keeps us warm whether we’re on the trail, in camp, or commuting through the city. The rollable cuff lets us fine-tune the fit, while the stretchy knit conforms comfortably to our head without feeling tight. Durable, low-profile, and built to last, it’s a staple piece we keep close from the first frost to the last spring snow.
$39.50
$21.7245% OFF

Autumn Patchwork Beanie in Army

SELECT FIT. 11" TALL, 3" CUFF". MEDIUM WEIGHTWHITE LABELPATCHWORK PATTERN OF 4 COLORS
$31.95
$17.5745% OFF

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