Best Christmas Mens Cowboy Hats in 2026

Daisy
Last Updated: Jul 20, 2026

At a Glance: Our Top Picks for Christmas Mens Cowboy Hats

Outback Trading Men's 1481-TRAPPER, Black, Large
#TOP1
Outback Trading Men's 1481-Trapper, Black, Large
9.6
PM SCORE
Outback Trading Company Standard 1462 Madison River Sun-Protective Waterproof Crushable Cotton Oilskin Hat, Sage, Large
#TOP2
Outback Trading Company Standard 1462 Madison River Sun-Protective
9.6
PM SCORE
Outback Trading Company Cowboy, Brown, Large
#TOP3
Outback Trading Company Cowboy, Brown, Large
9.6
PM SCORE

* PickSmartly editors independently research, review, and endorse the top products through comprehensive data analysis. We may earn a commission for qualifying purchases made through our product links.

Summary of the Best Christmas Mens Cowboy Hats of 2026

Market Overview
Christmas Mens Cowboy Hats Reviewed
  • Reviews Analyzed: 1499 Items
  • PM Avg. Rating: 6.2 / 10
19 Products Evaluated
  • Highest Price: $89.99
  • Lowest Price: $44.99
  • Avg. Price: $76.36

Outback Trading Men's 1481-Trapper, Black, Large

OUTBACK TRADING
1481-BLK-LG
12.00 X 12.00 X 4.00 Inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

BREATHABLE WESTERN HAT - Curled sides give this hat a great shape with a 3 1/2 inch brim made out of 100% Cotton Oilskin; a solid hat band with Outback's logo wraps around the hat's crown

WATERPROOF OILSKIN CONSTRUCTION - This waterproof oilskin outback hat will protect you from the elements no matter your adventures take you; oilskin means that your head and the hat will stay dry as the water just runs off of the fabric

ADJUSTABLE CHIN CORD - This cooling UV-protective hat incorporates a chin cord to keep your hat in place during windy conditions or when riding fast

UPF 50 PROTECTION - Tailored with a UPF 50-rated fabric and wide brims, this durable hat blocks and shields your head from harmful UV rays for excellent protection against prolonged sun exposure

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

Outback Trading Company Standard 1462 Madison River Sun-Protective Waterproof Crushable Cotton Oilskin Hat, Sage, Large

OUTBACK TRADING
1462
15.00 X 15.00 X 5.00 Inches
1.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

STYLISH & BEAUTIFUL HAT - The Madison River oilskin hat will not only keep you protected with its UPF Protection but stylish too with its beautiful leather features

CRUSHABLE HAT - This hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

SOLAR PROTECTION - Though this hat captures the authentic Australian Style with a much smaller brim, when it comes to protecting you from Mother Nature it packs just as big of a punch

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

WATERPROOF & BREATHABLE - Authentic Australian Oilskin means that your head and the hat will stay dry as the water just runs off of the fabric; air vents ensure breathability

Outback Trading Company Cowboy, Brown, Large

OUTBACK TRADING
1484-BRN-LG
15.00 X 15.00 X 5.00 Inches
2.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

EASY TO CLEAN WESTERN HAT - The Bootlegger is a handsome hat with a black band lacing, featuring vented grommets for breathability, a reinforced crown for durability, and a wire brim for personal shaping

WATERPROOF OILSKIN HAT - This waterproof oilskin outback hat will protect you from the elements no matter your adventures take you; oilskin means that your head and the hat will stay dry as the water just runs off of the fabric

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

UPF 50 PROTECTION - Tailored with a UPF 50-rated fabric and a 3.25" wide brim, this western hat blocks and shields your head from harmful UV rays for excellent protection against prolonged sun exposure

ADJUSTABLE CHIN CORD - This breathable hat incorporates a chin cord to keep your hat in place during windy days

Outback Trading Company Medium Cowboy, Black, Medium

OUTBACK TRADING
1484-BLK-MD
12.00 X 12.00 X 4.00 Inches
2.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

EASY TO CLEAN WESTERN HAT - The Bootlegger is a handsome hat with a black band lacing, featuring vented grommets for breathability, a reinforced crown for durability, and a wire brim for personal shaping

WATERPROOF OILSKIN HAT - This waterproof oilskin outback hat will protect you from the elements no matter your adventures take you; oilskin means that your head and the hat will stay dry as the water just runs off of the fabric

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

UPF 50 PROTECTION - Tailored with a UPF 50-rated fabric and a 3.25" wide brim, this western hat blocks and shields your head from harmful UV rays for excellent protection against prolonged sun exposure

ADJUSTABLE CHIN CORD - This breathable hat incorporates a chin cord to keep your hat in place during windy days

Outback Trading Company Men's Standard 1392 Broken Hill Upf 50 Water-Resistant Crushable Australian Wool Western Cowboy Hat, Brown, Medium

OUTBACK TRADING
1392 BROWN
1.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

AUSTRALIAN WOOL HAT - The Broken Hill hat with a brim lock and a sateen lining is made from 100% Australian wool and completed with a band of woven black and brown leather with matching chin cord

CRUSHABLE HAT - This cowboy hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

UPF 50 PROTECTION - This western hat boasts a 3.25" wide brim along with UPF 50-rated fabric, granting you excellent protection against the sun's harmful UVA and UVB rays during long hours in the field

WATER-RESISTANT HAT - Water resistant & extra comfortable, the fabric is state of the art, composed of ultra-fibers, making this hat soft yet durable

QUICK-DRY SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

Outback Trading Men's Standard Madison River Sun-Protective Waterproof Crushable Cotton Oilskin Hat, Field Tan, X-Large

OUTBACK TRADING
1462
1.50 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

STYLISH & BEAUTIFUL HAT - The Madison River oilskin hat will not only keep you protected with its UPF Protection but stylish too with its beautiful leather features

CRUSHABLE HAT - This hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

SOLAR PROTECTION - Though this hat captures the authentic Australian Style with a much smaller brim, when it comes to protecting you from Mother Nature it packs just as big of a punch

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

WATERPROOF & BREATHABLE - Authentic Australian Oilskin means that your head and the hat will stay dry as the water just runs off of the fabric; air vents ensure breathability

Outback Trading Men's 1356 Kodiak Water-Resistant Upf 50 Distressed Leather Western Hat With Adjustable Chin Cord, Brown, Medium

OUTBACK TRADING
1356-BRN
15.00 X 14.00 X 5.00 Inches
0.70 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

WATER-RESISTANT LIGHTWEIGHT HAT - This beautiful vintage brown water-resistant hat is complete with a leather band and signature original Outback pin

QUICK-DRY SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

EXTREME SOLAR PROTECTION - This western hat ensures ultimate sun protection due to 3.75" wide brim

SHAPABLE BRIM - This leather oilskin hat with a chin cord features 3 1/4" wire brim that allows you to shape it how you want it

VINTAGE PRE-WORN LOOK - The slight variations in color and texture give this hat its own vintage pre-worn look

Outback Trading Company Men's Standard Randwick Water-Repellent, Moss, Medium

OUTBACK TRADING
1321MOS
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

CRUSHABLE WOOL HAT - The Randwick beautifully crafted Australian Wool hat with a touch of western flair won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

WATER-RESISTANT WESTERN HAT - Water resistant & extra comfortable, the fabric is state of the art, composed of ultra-fibers, making this hat soft yet durable

UPF 50 RATING - This western style hat ensures ultimate sun protection due to dense fabric and a 2.75" wide brim; wide wire brim allows you to shape it how you want it

LEATHER SWEATBAND - This western style hat features a beautiful statement feather on the leather headband with the signature outback pin

SATEEN LINING - Feel a feather-light touch with a sateen lining incorporated in the Outback Trading Company Randwick hat with a 4.25" crown

Outback Trading Company Men's 1391 Cooper River Upf 50 Water-Resistant Crushable Australian Wool Western Cowboy Hat, Brown, Large

OUTBACK TRADING
1391
15.00 X 15.00 X 5.00 Inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

TRADITIONAL WESTERN LOOK - The Cooper River is rugged and elegant made with western flair and a light brown band with subtle white stitching tied together with a signature Outback pin

CRUSHABLE HAT - This Australian Wool cowboy hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

UPF 50 PROTECTION - Tailored with a UPF 50-rated fabric, this elegant western hat blocks and shields your head from harmful UV rays for excellent protection against prolonged sun exposure

WATER-RESISTANT COWBOY HAT - Water resistant & extra comfortable, the fabric is state of the art, composed of ultra-fibers, making this hat soft yet durable

QUICK-DRY SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

Outback Trading Collingsworth Uv Protection Crushable Wool Felt Outdoor Cowboy Hat, Gray, X-Large

OUTBACK TRADING
1305GRYXL
1.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

VERSATILE - This wool hat is specially created in a classic universal style to complement both female and male wardrobes; In this elegant felt hat both a woman and a man will attract attention and will not leave passers-by indifferent

CLASSIC STYLE - The Collingsworth unisex fedora hat of classic style features 4.25" crown and 3" brim; Simple and elegant, this crushable wool felt hat with a snakeskin hatband and an original Outback pin will always be in fashion

OCCASION - This hat does not need a special occasion, because it is universal and can be worn for any outdoor adventures, traveling or hiking; The Collingsworth unisex hat with a UPF 50 rating will reliably protect you from harmful UV rays

HIGH-QUALITY MATERIAL - The Collingsworth crushable hat is made of 100% Australian wool with a sateen lining; To keep the hat in shape, use a soft brush and light water, only do not submerge as it will cause damage to the hat

OUTBACK TRADING HATS - Outback Trading has a wide variety of women's and men's hats; Their collections feature Australian Wool, Leather, Straws, and Vintage Canyonland hats and provide you with the perfect look regardless of what your style is

Outback Trading Company Standard 1462 Madison River Sun-Protective Waterproof Crushable Cotton Oilskin Hat, Field Tan, Large

OUTBACK TRADING
1462
15.00 X 15.00 X 5.00 Inches
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

STYLISH & BEAUTIFUL HAT - The Madison River oilskin hat will not only keep you protected with its UPF Protection but stylish too with its beautiful leather features

CRUSHABLE HAT - This hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

SOLAR PROTECTION - Though this hat captures the authentic Australian Style with a much smaller brim, when it comes to protecting you from Mother Nature it packs just as big of a punch

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

WATERPROOF & BREATHABLE - Authentic Australian Oilskin means that your head and the hat will stay dry as the water just runs off of the fabric; air vents ensure breathability

Outback Trading Unisex Willis Oilskin Vintage Durable Breathable Uv Protection Water-Resistant Windproof Outdoor Cowboy Hat, Sage, X-Large

OUTBACK TRADING
1477-SAG-XL
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

BREATHABLE AND COMFORTABLE - This cowboy hat does not compromise comfort for style with side air vents that optimize breathability by allowing for easy airflow; The high crown and breathability keep you from feeling hot and sweaty in any weather conditions

PROTECTS YOU FROM THE SUN AND RAIN - Our most crushable hat for men and women is perfect for any adventures; The unique vintage design and wide brim protect you from the pouring rain while the chin cord keeps this hat in place on windy days

UV PROTECTION - This Outback Trading outdoor cowboy hat isn't just for show; With UV 50+ protection built into the fabric and wide brim design, you can be confident that you are shielded from the sun's harmful UVA/UVB rays

VERSATILE - Our Willis Oilskin water-resistant windproof hat is well-designed with comfort and fashion in mind; It is perfect for hiking through the mountains, hunting, camping, traveling all over the world, or just a stylish walk through the city

FINEST QUALITY MATERIALS - Outback's Oilskin unisex hat is perfect for any adventure that involves travel or with limited backpack space; Use soft sponge to remove dirt and grime, apply duck back wax to prolong appearance and performance

#TOP13
Best For Wool

Outback Trading Company Men's 1307 Shy Game Water-Repellent Crushable Upf 50 Australian Wool Western Cowboy Hat, Brown, Small

OUTBACK TRADING
1307
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Hat Country LLC 9.62

Features

CRUSHABLE WOOL HAT - This hard brimmed 100% Australian Wool cowboy hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

WATER-RESISTANT WESTERN HAT - Water resistant & extra comfortable, the fabric is state of the art, composed of ultra-fibers, making this hat soft yet durable

UPF 50 RATING - This western style hat ensures ultimate sun protection due to dense fabric and a 3.5" wide brim

LEATHER SWEATBAND - Tied together with a black leather braided band - this is one hat that will keep everyone smiling, from the diehard cowboy to the chic city slicker

SATEEN LINING - Feel a feather-light touch with a sateen lining incorporated in the Outback Trading Shy Game hat with a 4.25" crown

Outback Trading 1109 Unisex Santa Fe Upf 50 Water-Resistant Satin-Lined Western-Style Wool Hat, Khaki, 7 1/4

OUTBACK TRADING
1109-KKI-714
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

VERSATILE HAT: This beautiful wide-brim hat can be worn to the barn, rodeo, or any formal occasion; it will look great with blue jeans and cowboy boots or a leather western vest over a white tee and Chelsea boots

HIGH-QUALITY MATERIALS: This smart hat is made from premium wool that is breathable and water-resistant and is made to protect their wearers from outside moisture and the cold or from the sun rays in summer

UPF 50 PROTECTION: This outdoor hat in khaki color boasts 3" wide brims and a 4" crown that grant your face, neck, and ears excellent protection against the sun's harmful UVA and UVB rays

COMFORT INSIDE: A part of a Taos Collection, the cowboy hat features a synthetic leather sweatband and soft sateen lining for greater comfort; the premium wool’s breathability won’t let you overheat in hot weather

ATTENTION TO DETAILS: With a handsome braided hat band, satin lining, and finished with grosgrain trim, the hat will fit a wardrobe of any man or woman, which makes it perfect for any outfit from jeans and a T-shirt to business attire

Outback Trading Men's Standard Madison River Sun-Protective Waterproof Crushable Cotton Oilskin Hat, Field Tan, Medium

OUTBACK TRADING
1462
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

STYLISH & BEAUTIFUL HAT - The Madison River oilskin hat will not only keep you protected with its UPF Protection but stylish too with its beautiful leather features

CRUSHABLE HAT - This hat won’t crush or bend regardless of what you put it through; it remembers its original shape even after being sat on, stepped on, rolled, flattened or scrunched

SOLAR PROTECTION - Though this hat captures the authentic Australian Style with a much smaller brim, when it comes to protecting you from Mother Nature it packs just as big of a punch

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

WATERPROOF & BREATHABLE - Authentic Australian Oilskin means that your head and the hat will stay dry as the water just runs off of the fabric; air vents ensure breathability

Outback Trading 1379 Men's Dusty Rider Upf 50 Water-Resistant Western-Style Wool Hat, Brown, X-Large

OUTBACK TRADING
1379
2.00 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

VERSATILE HAT: This beautiful wool hat can be worn to the barn, rodeo, or any formal occasion; it will look great with blue jeans and cowboy boots or a leather western vest over a white tee and Chelsea boots

HIGH-QUALITY MATERIALS: This smart hat is made from premium Australian wool that is breathable and water-resistant and is made to protect their wearers from outside moisture and the cold or from the sun rays in summer

UPF 50 PROTECTION: This outdoor hat boasts 3.25" wide brims and a 4" crown that grant your face, neck, and ears excellent protection against the sun's harmful UVA and UVB rays

COMFORT INSIDE: Enjoy the authentic western look with wool cowboy hat which is a part of a Wool Collection, it features a soft and flexible sweatband and soft sateen lining for greater comfort; the premium wool's breathability won't let you overheat in hot weather

ATTENTION TO DETAILS: With a handsome braided hatband and a brim lock, the hat will fit a wardrobe of any man; it will work perfectly with any outfit from jeans and a T-shirt to business attire

Outback Trading Chesapeake Summer Uv Protection Rush Straw Cowboy Hat With 3.5" Wire Brim & Leather Headband, Tea, Small-Medium

OUTBACK TRADING
15097-TEA-S/M
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

BREATHABLE AND COMFORTABLE - This Outback Trading sun hat is sure to keep you cool and shaded throughout the day; Numerous holes in the top of the hat provide breathability and moisture-wicking sweatband keeps this unisex hat in place

CLASSIC STYLE - This straw hat of cowboy style is universal and is suitable for both men and women; The classic leather band complements the image, so that you will look fashionable in any circumstances

OCCASION - The stylish straw hat can be worn on a hot day to the beach to protect you from the scorching sun; At the same time it will be perfect for walking with children or for outdoor activities such as horseback riding or camping

MATERIAL AND BRIM WIDTH - Made from rush straw of marsh plants and featuring 3.5" brim and 4.5" crown, this sun cowboy hat protects you from UV rays and your eyes from bright light; Be sure this hat will serve you as an indispensable item in your wardrobe on hot days

OUTBACK TRADING HATS - Outback Trading has a wide variety of women's and men's hats; Their collections feature Australian Wool, Leather, Straws and Vintage Canyonland hats and provide you with the perfect look regardless of what your style is

Outback Trading 1106 Unisex South Fork Upf 50 Water-Resistant Satin-Lined Western-Style Wool Hat, Taupe, 7 1/4

OUTBACK TRADING
1106-TAU-714
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
Gritr 9.93

Features

VERSATILE HAT: This beautiful wide-brim hat can be worn to the barn, rodeo, or any formal occasion; it will look great with blue jeans and cowboy boots or a leather western vest over a white tee and Chelsea boots

HIGH-QUALITY MATERIALS: This smart hat is made from premium wool that is breathable and water-resistant and is made to protect their wearers from outside moisture and the cold or from the sun rays in summer

UPF 50 PROTECTION: This outdoor hat in taupe color boasts 3.75" wide brims and a 5" crown that grant your face, neck, and ears excellent protection against the sun's harmful UVA and UVB rays

COMFORT INSIDE: A part of a Taos Collection, the cowboy hat features a synthetic leather sweatband and soft sateen lining for greater comfort; the brass eyelet vents add to the premium wool's breathability

ATTENTION TO DETAILS: With a handsome braided band, satin lining, and finished with grosgrain trim, the hat will fit a wardrobe of any man or woman, which makes it perfect for any outfit from jeans and a T-shirt to business attire

Outback Trading Company Cowboy-Hats, Black, Large

OUTBACK TRADING
1480
13.00 X 14.00 X 6.00 Inches
0.70 Pounds
SELLER SELLER SCORE AMAZON FULFILLED PRIME FREE SHIPPING
OutdoorEquipped 9.93

Features

BREATHABLE OUTDOOR HAT - The Kodiak western hat features a 4.25" reinforced crown for durability and a wire brim for personal shaping

CHIN CORD - This cooling UV-protective hat incorporates a chin cord to keep your hat in place during windy conditions or when riding fast

WATERPROOF OILSKIN CONSTRUCTION - Authentic Australian Oilskin means that your head and the hat will stay dry as the water just runs off of the fabric

UPF 50 PROTECTION - This outdoor hat boasts 3.25" wide brims that grant you excellent protection against the sun's harmful UVA and UVB rays

MOISTURE-WICKING SWEATBAND - Dry-Zone quick-drying elastic sweatband moves moisture away from the skin to its reverse side leaving you with a cool head

Top 10 mens cowboy hats Brands on Amazon

Here is the list of top-rated brands that were evaluated by PM.

Brand Count
Outback Trading 19

Top 10 mens cowboy hats Brands Pie Chart


We've carried out a comprehensive analysis of 1,499 reviews on mens cowboy hats, using our selection criteria to identify the best options in the hunting & fishing products. Our findings reveal that most customers typically select mens cowboy hats priced around $76.36, with top brands including exvvqoqo, green sky, western express, fluffy sense., ariat, enimay, einskey, stetson and uwantc and rvca

Our team of expert editors reviewed these high-quality items and handpicked the top 19 mens cowboy hats for your consideration. We've also done extensive research on numerous sellers, identifying the best ones in the hunting & fishing products category. These include lannao store, tiberias brands, directionersmerchandise, fluffy sense., fast with class, enimaystore, einskey us, gritr and uwantc trade and zappos .

We are dedicated to assisting our users in finding the right hats Products based on their needs, saving them considerable time when choosing which mens cowboy hats to buy. We take pride in the number of satisfied users we've helped through our thorough and insightful reviews.