15 of The Most Stylish Gifts For The Well Dressed Man

Gifts For The Well-Dressed Man

Buying gifts for the men in our lives can be difficult. But the super stylish men who look like they’re always wearing the next hottest trend are especially hard to shop for. If you have one of those well-dressed men on your shopping list, this gift guide will help you find the perfect gift for him. OR if you have a man on your list who’s looking to step up his style game, you’ll find something for him on this list, for sure!

Find the Gift Guide for Her here. Plus more holiday posts here.

Gifts For The Well-Dressed Man

More Gift Guides

Gifts For Her (Or Yourself)
Luxe Gifts
Beauty Gifts
Gifts For Kids
Gifts Under $150
75 Gifts Under $75! For Her, Him, Home, Beauty & Anyone!
Stocking Stuffers Under $50!
Teen Gifts & Teen Sneaker Gift Guide
Hostess Gifts

Is there something specific we can help you find for someone on your list? Please leave a comment below…we’re happy to help you find that perfect gift!

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Perfect Elevated Casual

This Mango sweater is super high-quality but SO affordable, making it the perfect holiday gift for him. It has a nice ribbed texture, a classic fit, and it comes in 8 colors.

Cool Kicks

For the sneakerhead in your life, these Nike Air Force 1’s won’t disappoint. This color way is so cool and will go with everything!

Casual But Chic

A bomber jacket is one of those casual, classic pieces every man should own and this one is the prettiest olive green color but it also comes in black!

For Work or Play

A sleek, classic backpack like this one is perfect for him to take to work or on his next weekend away.

Perfect Pants

These AG jeans come in a bunch of colors and are the perfect mix of casual and dressy.

High-Quality Time Piece

If the man you’re shopping for doesn’t already have a nice watch, this is a great option and it comes in a few color options for the band and face.

Versatile Scarf

This scarf is such a great, neutral olive green color but it also comes in black and gray…and it’s wool and cashmere so you know it’s warm!

Versatile Boots

These suede Chelsea boots are super chic and will go with everything!

A Man's Must-Have

If he needs a wallet upgrade, this is a really nice Ferragamo wallet that’s sleek and stylish.

Stylish Sunnies

You can never have too many sunglasses and these are the perfect neutral pair.

Must-Have Joggers

These are the joggers he didn’t realize he needed or wanted…just trust me, he’ll wear them all. the. time.

It's Cashmere!

If he already has a basic black beanie, switch it up with this pretty green one…and it’s cashmere!

Cool-Casual Tee

This henley is one of those perfect casual basics every man needs in his closet and I love the neutral kahiki color.

Classic Loafers

Every man needs a classic pair of loafers and this Gucci pair is super high-end if you’re looking for a luxe option.

A Classic Necessity

A belt is another accessory every man should own. This one is a wonderful basic with no fussy designer details.
Join the Conversation

27 thoughts on “15 of The Most Stylish Gifts For The Well Dressed Man

  1. Erin,
    in the photo above with your hair over to one side! Gorgeous!!!

  2. Erin, i had no idea what to get my “has EVERYTHING, needs nothing” husband for Christmas until i read Your gift guide for the well dresses man. He loveS the grey hugo boss sweater (1) and looks great in it too! Thanks for the suggestion and keep up the hard work! Sincerely, della

    1. I wish that i could have bought everything in my layout for my husband, but I know better. He wouldn’t wear it. 🙁 Aren’t the clothes beautiful?

  3. These are great, stylish picks! I ordered the shoes and jogger pants. I always have a hard time getting my husband gifts because he just buys what he wants. Ugh! 🙂 Thank you for pulling together the Holiday posts. They have been great.

    1. Mine too.. and I LOVE all of these pieces so much. I would love to dress my husband like this for just one week. One week!! 😉 Erin xo

  4. Hi Erin, love your posts and precious personality. I can’t support hugo boss as during world war ii he worked with hitler and the nazi party. just something for you to think about.

    1. I didn’t realize this. I did some searching. Hugo Boss died in the 40’s and the company has completely different ownership. My husband and I have a scholarship program educating teens about atrocities of the Holocaust so we are both very sensitive about this issue. Thanks, Tamara!

  5. Hi Erin,

    I love all your media outlets, YOUTUBE, is, likE to know It! I like you, i am on the shorter siDe 5’3, so i really have learned a lot from all your channels! However, i Need some advice on what to wear in a sort of unique situation. We live in central indiana so we get all 4 seasons. My husband travels for business QuitE often and i am fortunate enough to get to travel with him. So here is the situations i find MYSELF in year after year. Our heavey travel times are Jan, Feb, MarCh, SeptemBer, and November. Inevitably we travel To the south Or West coast. I am sure thIs all seems like no big deal, but i just never seem to know what to paCk (even if i have checked the forcaSt). Because Almost everytime i have to BuY something whilE i am there. I cant tell you how many times it has rained in southern CaliforNia when we have been out there! So not only is weather an issue, but the time of Year (do i wEar summer wear on MarCo Island in JaNuary?), Then you throw in the faCt that these are business trips, so we have busiNess functions and then we have days we caN enjoy the area. I swear i could pack two large suitcases and still not bring the Right clotheS. Any helpful tips ypu can provide (or a Youtube video) woUld be greatly appreciated!!

    Also, i wanted to let you know i have been using trunK club because we live in sort of a ruRal aRea and i jUst dont have the time to search out fashions for myself. However, now that i have been really working your page on LIke to knOw it, i am going to start butinh my own clothes!! So thank you again!!

    Laurie Lacoursiere

    1. Packing is ALWAYS a challenge and it sounds like your situations call for a variety of pieces. The KEY is …. pick one color story and stick to it. Maybe that is black or maybe that is browns and whites. Once you do that, you can add color and fun with accessories. Also, always wear a waterproof or water resistant trench on the plane for those rainy days. It also looks professional for work events. Grab umbrella from hotel you are staying in.

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