Rhodes Footwear Vibram Chelsea boot, $248/$211 at Huckberry

Paraboot Michael derby, $690 at Huckberry

Premium Authentic shoe, $90 at Vans

Vinny’s Lee Vale loafer, $349 at Huckberry

Autry Medalist low sneaker, $255 at Huckberry

Blacksmith boot, $329.99 at Red Wing

Birkenstock Amsterdam clog, $134.95 at Kith

Nike Zoom Vomero 5 sneaker, $140/$85 at Nordstrom

Crosby moc-toe chukka boot, $455 at Drake's

Larson Heritage Weejuns penny loafer, $225 at G.H.Bass

Star Master Sneaker, $99 at Huckberry

Yuketen Italian Hex Eye boat shoe, $807 at Havenshop

ACG Pegasus Trail GORE-TEX Waterproof Trail running shoe, $175 at Nike

Major Derby, $325 at Huckberry

New Balance 1954R sneaker, $190 at Todd Snyder

Mr P. Leather derby, $425 at MR PORTER

Boston suede clog, $169.95 at Birkenstock

Heritage derby Brown Grain, $399/$199 at Paper Straight

Venetian Gathered Weejuns loafer, $245/$183.75 at G.H.Bass

Ellis Chelsea boot, $280/$238 at Jack Erwin

Killshot 2 leather shoe, $100/$59.97 at Nike

Brownflex Chukka Boot, $268 at Huckberry

KEEN Jasper Zionic WP trail sneaker, $165 at Huckberry

Kleman | Padror Shoe | Black, $230 at Percival Menswear

G.H.Bass x Metalwood Studios Sportocasin derby lace-up, $275 at G.H.Bass

Maine Hunting shoe, $180 at L.L.Bean

Made in UK 991V2 sneaker, $249.99 at New Balance

Lo-Top Gibson Derby, $300 at Huckberry

Authentic Original boat shoe, $140 at Sperry

Carnan x Asics Gel-Cumulus 16 runner sneaker, $200 at Carnan

Mido Trainer, $165/$107 at Huckberry

Dr. Martens San mule, $200.99 at BSTN

Moc Toe Chukka Lug Sole Boot, $275 at Huckberry

ALD x New Balance Rebel V5 running sneaker, $149.99 at New Balance

Beams x HOKA Bondi 7 running sneaker, $170 at HOKA

Jibflex Lug Sole Chukka Boot, $298 at Huckberry

Natural Moonstar Vintage Decksport Slip On, $158 at Buck Mason

Heritage #157 boot, $349.95 at Blundstone

Jason Markk Refresh spray, $15 at Amazon.com

Cedar shoe trees, $24.95 at Nordstrom

Oiled Siena slip-on, $225 at Sabah

All-American crepe low-top sneaker, $85 at P.F. Flyers

Camden Belgian loafer, $175 at G.H.Bass

Nike Moon Shoe sneaker, $105 at MR PORTER

Nike CMFT Era sneaker, $119.99/$89.99 at Famous Footwear

Paraboot Michael suede derby, $635 at Todd Snyder

Polo Ralph Lauren Racer Vector trainer, $168 at Ralph Laure

Penton Classic Calf Penny Loafer, $260 at Huckberry