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Medium Tailored Fit Cold Weather Clothing

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  • Gift Badge For Traveler® Collection Tailored Fit Mixed Media Soft Shell Jacket
    New
    The sale price is   $99.00
    Please choose a color.
    Description:
    The Traveler® Collection offers innovative, high-end wardrobe pieces that bring ease to your active lifestyle. Fashioned with a flattering, Tailored Fit, this mixed media soft shell jacket is a warm, cozy way to wear your digital and basic essentials while on the go. Best of all, it's water resistant so you can confidently brave wet and unpredictable weather on your upcoming adventures.
  • Gift Badge For Weatherproof Modern Fit Pillow Pac Puffer Jacket
    Online Exclusive
    The sale price is   $135.00
    Please choose a color.
    Description:
    This ingeniously designed puffer jacket was made for travel. It easily transforms into a packable neck pillow. Water- and wind-resistant, it keeps you dry and warm in inclement weather.
  • Gift Badge For Calvin Klein Tailored Fit FlexTech Overcoat
    New
    Online Exclusive
    The sale price is   $250.00
    Please choose a color.
    Description:
    Engineered for comfort and refinement, this Calvin Klein overcoat features a Tailored Fit and performance stretch fabric that moves with you. Clean lines and a structured silhouette lend timeless appeal, while the hidden zip and button-front closure add a modern touch. A polished essential for elevated cold-weather dressing.
  • Gift Badge For Weatherproof Tailored Fit Microfiber Fleece-Lined Bomber Jacket
    Online Exclusive
    The sale price is   $150.00
    Please choose a color.
    Description:
    A modern update on the classic bomber jacket, this microfiber version from Weatherproof has a transitional weight that's season spanning. The fleece lining keeps you cozy while a storm flap over the zipper helps keep the cold out.
  • Gift Badge For Dockers Tailored Fit Micro Twill Golf Bomber Jacket
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Lightweight and trim, this micro twill bomber jacket brings a polished touch to casual layering. The Tailored Fit creates a clean silhouette, while the smooth fabric offers comfort and ease of movement. Whether you're heading out for a round or running weekend errands, it's a smart, versatile choice.
  • Gift Badge For Jos. A. Bank Tailored Fit Short Barn Jacket
    Online Exclusive
    The sale price is   $129.00
    Description:
    Offering practical weather protection, machine-washable care, and enduring style, this rustically handsome barn jacket is a dependable choice in cold weather. Made from a sturdy cotton blend, it's fashioned with a shorter length, and a Tailored Fit for a flattering, update on a classic look.
  • Gift Badge For Johnston & Murphy Tailored Fit Wool-Blend Shirt Jacket
    New
    Online Exclusive
    Description:
    A new take on versatility, this shirt jacket is the perfect solution for tricky, transitional weather. It's crafted from a plush, wool-rich blend with a striking melange finish, and its unlined construction and full-zip front make for effortless layering. It's the perfect piece to wear over a tee or sweater as the weather changes.
  • Gift Badge For Dockers Tailored Fit Sherpa Lined Shacket
    Online Exclusive
    The sale price is   $180.00
    Please choose a color.
    Description:
    A cozy essential for in-between weather, this shacket from Dockers combines a sherpa lining with the rugged texture of a wool-blend fabric. The shirt-jacket hybrid design offers casual versatility, while classic details keep the look timeless. Easy to layer and made for comfort, it s a smart pick for transitional days.
  • Gift Badge For Hart Schaffner Marx Ellington Topcoat
    New
    Online Exclusive
    The sale price is   $425.00
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    Description:
    Refined and versatile, this topcoat is made from a durable wool-nylon blend that offers warmth with added resilience. The notch lapel and removable faux suede bib provide a layered, tailored look, while flap front pockets and a chest pocket maintain its classic silhouette. Faux suede trim and a contrast undercollar add subtle sophistication, and light polyfill insulation ensures comfort in cooler weather. Finished with multiple interior pockets, it's a smart choice for polished, cold-weather dressing with a modern edge.
  • Gift Badge For Hart Schaffner Marx Summit Insulated Jacket
    New
    Online Exclusive
    The sale price is   $295.00
    Please choose a color.
    Description:
    This versatile jacket is designed with a breathable, water-resistant shell and faux down fill for warmth without bulk. The removable zip-front bib adds an extra layer of insulation and a layered look, while the convertible lapel and contrast melange? undercollar elevate its tailored appeal. Faux suede trim and multiple interior pockets enhance both style and functionality making it ideal for polished, cold-weather dressing.
  • Gift Badge For Calvin Klein Tailored Fit Classic Soft Shell Jacket
    New
    Online Exclusive
    The sale price is   $150.00
    Please choose a color.
    Description:
    Clean lines and a Tailored Fit give this Calvin Klein soft shell jacket a modern, elevated look. Lightweight yet protective, it's designed to block wind and resist water perfect for transitional weather. A smart outer layer that pairs effortlessly with casual or business-casual outfits.
  • Gift Badge For Jos. A. Bank Tailored Fit Canvas Zip Bomber Jacket
    New
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    Built from durable canvas, this zip bomber jacket offers a clean, Tailored Fit that elevates a casual classic. Its minimalist design and modern silhouette make it an easy go-to for transitional weather, while the zip front and subtle detailing keep the look sharp. It's a versatile layer that pairs effortlessly with everything from jeans to chinos.
  • Gift Badge For Calvin Klein B-3 Faux Shearling Jacket
    New
    Online Exclusive
    The sale price is   $295.00
    Description:
    Inspired by classic aviator style, this Calvin Klein jacket brings bold attitude and cozy warmth to colder days. The faux shearling lining offers plush insulation, while the oversized collar and buckle details add a rugged, vintage edge. Designed with a Tailored Fit, it's a standout piece that combines heritage appeal with contemporary refinement.
  • Gift Badge For Johnston & Murphy Tailored Fit Reversible Vest
    Online Exclusive
    The sale price is   $229.50
    Description:
    Enjoy having two looks in one with this reversible vest. In a Tailored Fit, it's a great layering piece for cooler days and evenings.
  • Gift Badge For Jos. A. Tailored Fit Corduroy Shirt Jacket
    The sale price is   $99.00
    Description:
    Versatile and rugged, this shirt jacket from Jos. A. Bank blends classic texture with modern style. Crafted from soft, durable corduroy, it features the structure of a jacket with the ease of a shirt perfect for transitional weather. The Tailored Fit offers a clean, streamlined silhouette that works effortlessly over tees or sweaters for a sharp, laid-back look.
  • Gift Badge For Traveler® Performance Tailored Fit Heathered Fleece Full Zip Jacket
    The sale price is   $59.00
    Please choose a color.
    Description:
    Soft, lightweight, and easy to layer, this heathered fleece full-zip jacket from the Traveler® Collection blends casual comfort with a Tailored Fit. The refined silhouette elevates the cozy feel of fleece, making it a versatile choice for everyday wear. Whether you're on the move or off the clock, it offers warmth without bulk and a versatile, polished look.
  • Gift Badge For Calvin Klein Tailored Fit Stretch Puffer Vest
    New
    Online Exclusive
    The sale price is   $150.00
    Description:
    Trim and modern, this Calvin Klein puffer vest delivers lightweight warmth in a Tailored Fit. Made with stretch fabric for ease of movement, it features a zip-front closure, making it a smart layering piece for transitional weather.
  • Gift Badge For Hart Schaffner Marx Hampton Faux Suede Bomber Jacket
    New
    Online Exclusive
    The sale price is   $295.00
    Please choose a color.
    Description:
    A polished take on a classic, this bomber jacket blends texture and comfort with modern utility. Crafted from a water-resistant faux suede shell, it has a laminated backing for added durability. Rib knit detailing at the collar, cuffs, and hem enhances the fit while adding a touch of casual refinement. The jacket includes front slash pockets and a zip-front closure, with a swirl-patterned interior lining and patch pockets for extra functionality.
  • Gift Badge For Calvin Klein Tailored Fit FlexTech Bomber Jacket
    New
    Description:
    A modern interpretation of a timeless classic, the Calvin Klein FlexTech Bomber Jacket offers sleek style fused with dynamic comfort. Crafted with innovative FlexTech fabric, it provides exceptional stretch and ease of movement for all-day wear. This jacket features the iconic bomber silhouette with a contemporary edge, making it a versatile and comfortable layering piece for elevating any casual or smart-casual look.
  • Gift Badge For Calvin Klein Sherpa Lined Soft Shell Jacket
    New
    Online Exclusive
    The sale price is   $175.00
    Please choose a color.
    Description:
    A cozy update to a classic silhouette, this Calvin Klein soft shell jacket features a warm sherpa lining for added insulation and comfort. The sleek exterior offers wind and water resistance, while the Tailored Fit keeps your look sharp. Ideal for chilly days when you need both function and style.
  • Gift Badge For Calvin Klein Tailored Fit Hooded Stretch Jacket
    New
    Online Exclusive
    The sale price is   $225.00
    Please choose a color.
    Description:
    Designed for movement and modern style, this Tailored Fit hooded jacket from Calvin Klein offers a trim, minimalist silhouette with just the right amount of stretch. A water-resistant finish and adjustable hood provide practical protection, while subtle design details keep the look polished. It's a versatile layer you'll reach for again and again.
  • Gift Badge For Calvin Klein Tailored Fit Stretch Puffer Vest
    New
    The sale price is   $150.00
    Description:
    Trim and modern, this Calvin Klein puffer vest delivers lightweight warmth in a Tailored Fit. Made with stretch fabric for ease of movement, it features a zip-front closure, making it a smart layering piece for transitional weather.
  • Gift Badge For Weatherproof Tailored Fit Soft Shell Jacket
    Online Exclusive
    The sale price is   $135.00
    Description:
    Defy the wind and rain with this soft shell jacket that keeps you comfortable and warm when the weather is harsh. A touch of stretch lets you move in comfort with a great fit.
  • Gift Badge For Hart Schaffner Marx Ryan Lightweight Bomber
    New
    Online Exclusive
    The sale price is   $195.00
    Please choose a color.
    Description:
    This bomber jacket is a refined, season-spanning essential designed for both style and practicality. Crafted from lightweight, waterproof polyester, it features a breathable lamination that promotes ventilation, making it ideal for transitional weather. Features include a zip-front closure, stand collar, and front welt pockets, all contributing to its modern silhouette. Fully lined for comfort and durability, this bomber is a smart choice for layering without bulk.