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    clear allSmartWoolclear filterTo Boot New Yorkclear filter
    • 68 Items
    To Boot New York Men's Largo Chelsea BootsMen's Largo Chelsea Boots

    To Boot New YorkMen's Largo Chelsea Boots

    Internet Exclusive
    SmartWool Everyday Margarita Crew SocksEveryday Margarita Crew Socks

    SmartWoolEveryday Margarita Crew Socks

    Rated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 stars(170)
    SmartWool Everyday Margarita Striped Crew SocksEveryday Margarita Striped Crew Socks

    SmartWoolEveryday Margarita Striped Crew Socks

    Rated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 starsRated 4.62 out of 5 stars(170)
    SmartWool Everyday Solid Rib Crew SocksEveryday Solid Rib Crew Socks

    SmartWoolEveryday Solid Rib Crew Socks

    Rated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 stars(179)
    To Boot New York Men's Dunmore Deerskin Penny LoafersMen's Dunmore Deerskin Penny Loafers

    To Boot New YorkMen's Dunmore Deerskin Penny Loafers

    Internet Exclusive
    Extended Sizes
    SmartWool Run Low Ankle SocksRun Low Ankle Socks

    SmartWoolRun Low Ankle Socks

    Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(335)
    SmartWool Everyday Cushion No-Show SocksEveryday Cushion No-Show Socks

    SmartWoolEveryday Cushion No-Show Socks

    Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(156)
    To Boot New York Men's Zenith Woven Penny LoafersMen's Zenith Woven Penny Loafers

    To Boot New YorkMen's Zenith Woven Penny Loafers

    Internet Exclusive
    Men's Largo Chelsea Boots

    PLACEHOLDERMen's Largo Chelsea Boots

    Internet Exclusive

    BrixtonFord Truck Country Solid/Camouflage Trucker Hat

    To Boot New YorkMen's Blanton Suede Loafers

    Internet Exclusive
    Extended Sizes

    PLACEHOLDERMen's Largo Chelsea Boots

    Internet Exclusive

    To Boot New YorkMen's Vista Chukka Boots

    Internet Exclusive
    Extended Sizes

    To Boot New YorkMen's Stone Slip On Sneakers

    Internet Exclusive

    PLACEHOLDERMen's Largo Chelsea Boots

    Internet Exclusive

    SmartWoolHike Winding Trail Light Cushion Crew Socks

    Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(60)

    SmartWoolRun Targeted Performance Low Ankle Socks

    Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(426)

    PLACEHOLDERMen's Largo Chelsea Boots

    Internet Exclusive

    BrixtonFord Built Trucker Hat

    To Boot New YorkMen's Nico Cap Toe Oxfords

    Extended Sizes

    SmartWoolMerino Wool Knitted Fleece Lined Headband

    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

    To Boot New YorkMen's Declan Plain Toe Lace Up Oxfords

    SmartWoolHeavy Crew Sweater

    Internet Exclusive
    Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(10)

    SmartWoolHike Striped Light Cushion Mid Crew Socks

    Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(108)

    SmartWoolHike Targeted Cushion Crew Socks

    Rated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 stars(43)

    SmartWoolSecond Cut Hike Crew Socks

    Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(10)

    SmartWoolActive Solid Short Sleeve T-Shirt

    Internet Exclusive
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(5)

    SmartWoolEveryday Rollinsville Crew Socks

    Rated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 stars(197)

    SmartWoolMountain Horizon Graphic Short Sleeve T-Shirt

    Internet Exclusive
    Rated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 stars(4)

    SmartWoolActive Merino Wool Fleece Touchscreen Compatible Traditional Gloves

    Rated 4.42 out of 5 starsRated 4.42 out of 5 starsRated 4.42 out of 5 starsRated 4.42 out of 5 starsRated 4.42 out of 5 stars(36)

    SmartWoolActive Soft-Brushed Merino Wool Windproof Headband

    Rated 4.48 out of 5 starsRated 4.48 out of 5 starsRated 4.48 out of 5 starsRated 4.48 out of 5 starsRated 4.48 out of 5 stars(25)

    SmartWoolThermal Merino Reversible Cuffed Beanie

    Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(289)

    BrixtonMaddox Wizard Graphic Short Sleeve T-Shirt

    BrixtonUnion Long Sleeve Plaid Flannel Shacket

    Internet Exclusive

    SmartWoolIsto Cable Knit Merino Wool Retro Pom Beanie

    Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(33)

    SmartWoolThermal Merino Rib Beanie

    SmartWoolIsto Striped Cable Knit Merino Wool Retro Pom Beanie

    SmartWoolRun Targeted Cushion Ankle Socks

    Rated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 stars(328)

    SmartWoolSmartloft Hooded Jacket

    Internet Exclusive
    Rated 4.86 out of 5 starsRated 4.86 out of 5 starsRated 4.86 out of 5 starsRated 4.86 out of 5 starsRated 4.86 out of 5 stars(14)

    To Boot New YorkMen's Colton Leather Lace-Up Sneakers

    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

    To Boot New YorkMen's Forza Loafers

    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

    SmartWoolIsto Merino Wool Fingerless Cable Knit Hand Warmers

    Rated 4.41 out of 5 starsRated 4.41 out of 5 starsRated 4.41 out of 5 starsRated 4.41 out of 5 starsRated 4.41 out of 5 stars(64)

    SmartWoolActive Fleece Wind Tights

    Internet Exclusive
    Rated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 starsRated 4.92 out of 5 stars(12)

    SmartWoolActive Quarter-Zip Pullover

    Internet Exclusive
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

    BrixtonLong Sleeve Lightning Graphic Fleece Sweatshirt

    SmartWoolBear View Short Sleeve T-Shirt

    Internet Exclusive
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

    BrixtonDaytona Skull Graphic Short Sleeve T-Shirt

    Internet Exclusive

    SmartWoolActive Fleece Touchscreen Compatible Windproof Mittens

    Rated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 starsRated 4.36 out of 5 stars(88)

    BrixtonBuilders Abraham Sleeveless Reversible Vest

    SmartWoolActive Fleece Wind Pants

    Internet Exclusive
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(8)

    SmartWoolHike Classic Edition Extra Cushion Socks

    Rated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 stars(492)

    SmartWoolRun Cold Weather Targeted Cushion Crew Socks

    Rated 4.76 out of 5 starsRated 4.76 out of 5 starsRated 4.76 out of 5 starsRated 4.76 out of 5 starsRated 4.76 out of 5 stars(131)

    SmartWoolEveryday Solid Rib Crew Socks 2-Pack

    Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(126)

    SmartWoolThermal Merino Wool Reversible Headband

    Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(132)

    To Boot New YorkMen's Tiberius Bit Buckle Leather Loafers

    Extended Sizes
    Only size 12, 13 available

    SmartWoolLight Cushion Mountain Moose Crew Socks

    Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(10)

    BrixtonLong sleeve Relaxed-Fit Overshirt

    Internet Exclusive

    To Boot New YorkMen's Suede Driver Penny Loafers

    Internet Exclusive
    Extended Sizes
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

    SmartWoolHike Classic Edition Extra Cushion Crew Socks

    Rated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 starsRated 4.66 out of 5 stars(492)

    To Boot New YorkMen's Carlin Leather Sneakers

    Extended Sizes

    SmartWoolThermal Merino Wool Reversible Neck Gaiter

    Rated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 starsRated 4.64 out of 5 stars(92)

    SmartWoolHike Crew Socks

    Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(182)

    SmartWoolHike Targeted Cushion Crew Socks

    Rated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 starsRated 4.81 out of 5 stars(43)

    BrixtonShort Sleeve Telford Brxtn Logo Graphic T-shirt

    SmartWoolActive Fleece Half-Zip Pullover

    Internet Exclusive

    BrixtonOsborn Snapback Trucker Hat

    Permanently Reduced
    Orig.
    Now
    Limited Availability

    BrixtonHome Team Snapback Trucker Hat

    Permanently Reduced
    Orig.
    Now
    Limited Availability

    SmartWoolEveryday Solid Short Sleeve Woven Shirt

    Permanently Reduced
    Orig.
    Now
    Only size XL, 2XL available
    Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(27)

    SmartWoolEveryday Camping Short Sleeve Woven Shirt

    Permanently Reduced
    Orig.
    Now
    Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(27)

    To Boot New YorkMen's Magnus Embossed Leather Drivers

    Permanently Reduced
    Orig.
    Now
    Internet Exclusive
    Only size 9, 13 available
    Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

    To Boot New YorkMen's Beamon Suede Venetians

    Permanently Reduced
    Orig.
    Now
    Internet Exclusive
    Extended Sizes
    Only size 13 available
    SmartWool Linerless 7" Inseam ShortsLinerless 7" Inseam Shorts

    SmartWoolLinerless 7" Inseam Shorts

    Permanently Reduced
    Orig.
    Now
    Only size 2XL available
    Rated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 starsRated 4.71 out of 5 stars(7)
    • 68 Items

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