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Choosing the Perfect Jacket for Work and Play

Before you head out the door, your first thought is likely, “Which jacket should I bring?” 

While a jacket can be viewed simply as a practical addition to complete your outfit, you should give your pick a second thought before heading outside.

Explore our extensive jacket guide below to figure out which of our favorite outerwear looks are right for every season and occasion. 


Sleek Jackets for Work Presentations


Her Pick: Women's Nine Iron Jacket 

woman wearing red jacket

This eye-catching striped colorblocked angled collar looks sharp over a polo or dress shirt for any huge presentation, making it the perfect jacket for work. And for warm or stuffy conference rooms, there is a breathable vent in the back to keep you sweat-free. 

Fit: Regular 

Material Features:

  • Shell and Body: 100% polyester
  • Cutter & Buck WeatherTec protected coating
  • Water-resistant

Price: $105.00 - Ships Free!
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His Pick: Discovery Windblock Hybrid Jacket

man wearing wind resistant jacket

Polished with a professional checkered pattern, this men’s workwear jacket has a surprising structure. On the outside, you’ll see smooth cotton, but the interior is warmly lined with fleece. Great for meetings, and team happy hours to celebrate a big client win.

Fit: Regular 

Material Features:

  • Wind-resistant
  • CB logo embroidery on collar back
  • 50% polyester, 50% cotton

Price: $145.00 - Ships Free!
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Agile Jackets for Outdoor Adventures


Her Pick: Cutter & Buck Adapt Eco Knit Hybrid Recycled Womens Full Zip Jacket

woman outside wearing lightweight jacket

Sustainable and functional, this hybrid style offers a delicate balance of wind-resistance, lightweight warmth and stretch. The roomy front zip pockets make it easy to store your important items, like your phone or wallet, during a long tennis match or challenging hike. 

Fit: Regular 

Material Features:

  • Body: 88% Recycled Polyester, 12% Spandex Knit Jersey
  • Shell: 100% Recycled Polyester Woven Fabric
  • Eco-friendly material Built with an Average of 19 recycled plastic bottles

Price: $90.00 - Ships Free!
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His Pick: Cutter & Buck Stealth Hybrid Quilted Mens Full Zip Windbreaker Jacket 

man playing golf wearing a jacket

When the weather is shifting, a hybrid style is the way to go. Perfect for the golf course or a quick game of flag football, this stretchy material is built to meet every movement. With lightly quilted outerwear fabric, this makes it a great midlayer option. And, it’s offered in extended sizing as a big and tall jacket too.

Fit: Regular

Material Features:

  • Shell: 100% woven polyester
  • Warm knit back and sleeves: 89% polyester, 11% spandex heather jersey knit
  • Breathable, moisture-wicking fabric

Price: $130.00 - Ships Free!
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Rainproof Jackets for Cloudy Days


Her Pick: Cutter & Buck Charter Eco Recycled Womens Anorak Jacket

two people on a hike wearing cutter and buck jackets

With all of these features, we declare this the ultimate year-round women’s jacket. Not only is it sustainably made, but it offers the right balance of stretch and warmth. Plus, the drop shoulder makes it easy to move around in for high intensity sports. With its wind and water defense coating, this is one to grab for every unpredictable forecast. 

Fit: Relaxed

Material Features:

  • Body: 100% Recycled Polyester with DWR water resistant finish
  • Material made from an average of 23 recycled plastic bottles
  • Packable and travel friendly with wrinkle release material

Price: $95.00 - Ships Free!
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His Pick: Cutter & Buck Vapor Water Repellent Stretch Mens Full Zip Rain Jacket

man on boat dock wearing grey water resistant jacket

Repel rain and stay cozy with this versatile five-star rated look, which is a top jacket for spring. Thoughtfully designed, this men’s jacket comes with a stowaway hood that can be easily packed into a zipper at the collar. 

Fit: Relaxed

Material Features:

  • Body: 90% Polyester, 10% Spandex
  • 3 Layer Laminate Fabric
  • Durable Water Repellent and Matte Fabric Finish

Price: $225.00 - Ships Free!
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Protective Jackets for Winter Activities


Her Pick: Cutter & Buck Rainier PrimaLoft® Womens Eco Insulated Hooded Long Coat

two people on a boat wearing insulated jackets

When temperatures drop below freezing, you need a heavy duty winter jacket. And this is it. Packed with high-quality down-alternative insulation, you’ll stay toasty while sitting around an outdoor campfire or chilly football game. And, the deep welt pockets have enough room to store your belongings, and mittens too. 

Fit: Regular

Material Features:

  • Shell: 100% Nylon 
  • Primaloft® Silver insulation made from 70% recycled polyester
  • Wind & Water Resistant 

Price: $215.00 - Ships Free!
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His Pick:  Cutter & Buck Mission Ridge Repreve® Eco Insulated Mens Puffer Jacket 

man drinking coffee outside wearing insulated jacket

Meet the ultimate winter jacket for epic adventures on snowy days. Temperature rated to withstand zero-degree weather, this jacket offers down-alternative insulation, and warmth down to every detail, like the water-resistant zippers. And, the fully insulated hood has a drawstring cord to add an extra layer of security, especially around ski goggles. 

Fit: Regular

Material Features:

  • Fill: Repreve Eco Insulation made from 100% Recycled Polyester
  • Warm, Water-resistant & Breathable Coating
  • Uses average of 55 Post-consumer Recycled Plastic Bottles

Price: $220.00 - Ships Free!
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Didn’t find your fit just yet? We have the best versatile clothing for every occasion on our main site here