Eastland Casual Shoes
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NewOnline ExclusiveThe regular price is $100.00 The sale price is $75.00 salePlease choose a color.
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Description:
Combining classic boat shoe styling with everyday comfort, these boat shoes from Eastland are a versatile choice for casual days on the go. The leather upper offers lasting durability, while the comfortable design helps keep you feeling great throughout the day. Finished with a rubber sole for dependable traction, this slip-on shoe pairs effortlessly with shorts, jeans, and chinos for relaxed, laid-back style. -
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NewOnline ExclusiveThe regular price is $100.00 The sale price is $75.00 salePlease choose a color.
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443M_38_EASTLAND_BROWN_SW?$swatch$
Description:
Experience everyday comfort with the Eastland Trent Oxford. Crafted with a durable leather upper and classic lace-up design, this casual shoe delivers versatile style for workdays and weekends alike. A flexible rubber sole provides dependable traction and support, making it an easy choice for all-day wear. -
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NewOnline ExclusiveThe regular price is $110.00 The sale price is $82.50 salePlease choose a color.
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443T_39_EASTLAND_LIGHT_BROWN_SW?$swatch$
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Whether you're heading to the waterfront, exploring the town, or simply enjoying a laid-back day, the Eastland Yarmouth Slip On offers the perfect balance of comfort, craftsmanship, and relaxed sophistication. It has that classic coastal-inspired style blended with comfort and ease that make it a go-to for everyday wear. Crafted with a premium leather upper, this versatile slip-on features traditional moc-toe stitching and leather lace detailing for a relaxed yet polished look. Known for creating footwear that blends quality craftsmanship with exceptional comfort, Eastland brings its heritage of casual American style to the Yarmouth. A durable rubber sole provides reliable traction, while the easy slip-on design makes it perfect for everything from weekend outings to casual evenings out. -
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NewOnline ExclusiveThe regular price is $120.00 The sale price is $90.00 salePlease choose a color.
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Built for comfort and everyday versatility, the Eastland Seneca is a dependable addition to your casual wardrobe. Featuring a premium leather upper and classic lace-up ankle boot design, it delivers a rugged yet refined look that pairs effortlessly with jeans, chinos, and seasonal layers. Known for creating footwear that prioritizes comfort without sacrificing style, Eastland combines quality craftsmanship with practical design. The Seneca continues that tradition with a durable rubber sole and supportive construction designed to keep you comfortable throughout your day. -
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NewOnline ExclusiveThe regular price is $100.00 The sale price is $75.00 salePlease choose a color.
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Description:
At once fresh, classic, and endlessly versatile, the Eastland Exeter Sneaker is the kind of everyday essential you'll reach for again and again. The smooth leather upper gives it a polished feel, while the minimalist profile pairs effortlessly with everything from jeans to chinos. Finished with a durable rubber sole and comfort-focused design, this sneaker keeps your look sharp and your steps comfortable all day long. -
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Online ExclusiveThe regular price is $90.00 The sale price is $67.50 salePlease choose a color.
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Easy to slip on, even easier to love. The Eastland Tanner is made for laid‑back days that still call for all‑day comfort. Designed with a removable cushioned insole, they provide a soft, supportive feel with flexibility to customize your fit. Underfoot, a lightweight and flexible rubber outsole delivers dependable comfort and slip-resistance, keeping you steady wherever the day takes you. Comfortable, casual, and effortlessly wearable, the Tanner is the kind of shoe you'll reach for again and again. -
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Online ExclusiveThe regular price is $125.00 The sale price is $93.75 salePlease choose a color.
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43VD_38_EASTLAND_BROWN_SW?$swatch$
Description:
The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks. -
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Online ExclusiveThe regular price is $85.00 The sale price is $63.75 salePlease choose a color.
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43VC_01_EASTLAND_BLACK_SW?$swatch$
Description:
Designed for everyday ease and all‑day comfort, this slide sandal blends relaxed style with supportive construction. Adjustable straps let you fine‑tune the fit, while full‑grain leather adds a premium, broken‑in feel. A secure buckle closure keeps everything comfortably in place, whether you're on the move or taking it easy. Underfoot, Eastland's exclusive Active Memory Foam comfort insole cushions and conforms to your foot for personalized support. A durable TPR and cork midsole adds stability and shock absorption, while the EVA outsole delivers lightweight durability. Easy to wear and built for comfort, this slide sandal is a warm‑weather staple you'll reach for again and again. -
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Online ExclusiveThe regular price is $140.00 The sale price is $105.00 salePlease choose a color.
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Description:
Designed for all-day comfort with effortless casual-to-dress versatility, the Eastland Newport takes you seamlessly from work to weekend. A padded collar and dual elastic goring provide a secure, customized fit that's easy on and easy off. Inside, a removable, cushioned insole delivers lasting comfort and support. Hand-sewn construction with classic Opanka stitch-to-sole design offers immediate flexibility with no break-in required. Finished with a shock-absorbing polyurethane outsole, this slip-on provides durable traction and dependable wear wherever the day takes you. -
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Online ExclusiveThe regular price is $140.00 The sale price is $105.00 salePlease choose a color.
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Description:
The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary. -
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Going FastOnline ExclusiveDescription:
A classic with a little Ivy League swagger. The Eastland Buck brings timeless style to modern days with its signature red sole: an instant nod to retro campus cool. Crafted from soft, easy‑to‑care suede, this shoe keeps things polished without feeling fussy. Inside, a fully lined interior and cushioned insole provide all‑day comfort, while the lightweight EVA outsole and supportive shank help reduce foot and leg fatigue step after step. Equal parts nostalgic and easygoing, the Buck Oxford is made to dress up your everyday look with confidence and comfort. -
Online ExclusiveThe regular price is $100.00 The sale price is $75.00 salePlease choose a color.
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43J9_38_EASTLAND_BROWN_SW?$swatch$ -
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Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day. -
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Online ExclusiveThe regular price is $135.00 The sale price is $101.25 salePlease choose a color.
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41B6_16_EASTLAND_TAN_SW?$swatch$
Description:
Navigate any adventure in style and comfort with these boat shoes from Eastland. Designed for the modern explorer, they feature a timeless silhouette crafted from premium, full-grain leather for both durability and sophistication. Conquer any deck with the sewn-on rubber sole for superior traction on wet or dry surfaces, while the supportive footbed and moisture-wicking lining keep your feet cool and dry all day long. -
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Online ExclusiveThe regular price is $125.00 The sale price is $93.75 salePlease choose a color.
25% Off!
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41B7_01_EASTLAND_BLACK_SW?$swatch$ -
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41B7_16_EASTLAND_TAN_SW?$swatch$
Description:
The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe. -
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All offers can be modified or canceled anytime and are subject to product availability. Selection varies by store and online. Offers are valid on new orders only. Offers cannot generally be combined with other offers. Discounts are not redeemable for cash or credit. Customers returning purchased items will forfeit any discounts applied to those items at the time of purchase; the Jos. A. Bank return policy will apply to the remainder of the purchase. Bank Account Rewards® points are earned only on amounts expended by you in connection with the purchase and are deducted for any returns.
All online orders over $50 (before taxes) placed and shipped within the U.S. are eligible for free standard shipping.
Deal of the Day: Select styles and colors. Additional charge for Big & Tall sizes. Excludes Custom. Ends 11:59 p.m. CT.