The Under $250 Gift Guide For Him

The Under $250 Gift Guide For Him

Go on, put 'em on your list
under 250 dollar gifts for him

By Megan Collins | Last Updated: Nov 28 2023 | 9 min read

This year, we went heavy on feel-good fashion in our annual gift guides, like this list of the best gifts under $250 for him (aka, you!). 

All items featured on Style Girlfriend are independently selected by our team. However, when you buy something through our retail links, we may earn an affiliate commission.

This holiday season, you’ll find stylish picks for men and women that will have you (and your loved ones) looking and feeling like a million bucks. 

Think: cozy WFH-wear, luxed-up basics, and accessories you might not buy yourself.

Whether you’re an OG part of the SG community, or new around here (welcome!), get ready to knock out your holiday wish list and your shopping list.

Shop under $250 gifts for him:

Stylish essentials

miansai signet ring
Lennox signet ring, $175
bonobos italian moleskin bomber jacket
Italian moleskin bomber, $249

Stylish essentials

acteryx pants
Rho merino wool base layer, $110
away medium bag
The Medium Everywhere Bag, $225
men's blundstone boots

Blundstone boots, $230

These Blundstone bad boys show why the brand remains a classic after all these years.

If he’s not into fashion, he’ll appreciate the durable functionality of these pull-on boots. And if he is into fashion, he’ll appreciate the IYKYK cool factor.

Percival patch jacket, $250 (on sale)

How cool is this jacket? It’s giving Travis Kelce, and we mean that in a very, very good way.

Wear it open over a t-shirt, or zipped all the way to the top for an all-star look.

Percival Anderson Raglan Check Jacket
troubador navy backpack

Troubadour Ki backpack, $225

Whether you’re in the office full-time or just once a week, you need a good bag to schlep all your shit in. Skip the briefcase and opt for a beeea-uuu-tiful backpack, like this one from Troubadour.

Stylish winter essentials

long wharf supply co Bellamy SeaWell™ Sweater
Bellamy Seawell sweater, $138
abercrombie double breasted wool blend topcoat
Double breasted wool-blend topcoat, $240

Cariuma knit sneakers, $119

Knit from bamboo and recycled plastics, these sneakers are super lightweight with a small (carbon) footprint.

cariuma off-white knit sneakers

Corridor NYC plaid shirt, $195

This overshirt makes us think of that extremely cool paparazzi picture of Brad Pitt smoking on a truck bed.

Smoking? Not #SGapproved. But this look definitely is.

Cartography “December’s Child” necklace, $195

A collaboration with Patti Smith, this Cartography sterling silver chain features the writer and musician’s turquoise birthstone and a functioning mini-pocket knife.

Cartography December's Child necklace

Buck Mason rugby polo, $168

A sweater in a solid color is always a solid gift.

And Buck Mason’s thoughtfully-designed pieces often look and feel just as good as what you might find from a higher-end (read: more expensive) brand.

rag & bone army green zip-up sweater cardigan

Schott NYC zip cardigan, $210

This Schott NYC cardigan looks like something your grandfather would have handed down to you from his time fighting in the war.

Functional. And surprisingly fashionable.

Wahts merino sweater, $212

An essential for any sometimes at the office, sometimes at home wardrobe, this rollneck sweater looks good paired with a suit or jeans.

Or, y’know sweats on a Zoom call.

wahts winston navy turtleneck
master-piece belt bag

Master-Piece belt bag, $140

A really good belt bag makes a great gift because, as a guy, you’ll have it forever and find yourself surprised at how you use it all the time.

And for the gift giver, they don’t have to worry about getting the size wrong.


Greys slipper boot, $108

These indoor-outdoor slipper boots out here making a solid argument for the title of “greatest thing since sliced bread.”

outdoor slipper boot
olivers apparel bradbury jogger in carbon

Olivers Bradbury jogger, $118

We never thought we’d recommend anything from Olivers as much as their All Over Shorts.

And yet! The brand’s Bradbury joggers make a good case for spreading the love.

lululemon slim-fit ABC trouser, $128

Pants for work that don’t feel like pants for work.

lulu abc slim fit trouser in warpstreme

Oliver Cabell suede sneaker, $180

These sneakers remind us of Golden Goose, without the eye-popping price tag.

But wait, there’s more!

Shop a few more of the best gifts under $250 for him that are still available this holiday season:

1. L.L. Bean duck boots, $139 — If he doesn’t yet have a pair of these iconic boots from the Maine retailer, this is your year to be the (winter weather) hero he needs right now.

2. Alpha Industries flight jacket, $200 — The iconic bomber from Alpha Industries deserves a place in a man’s wardrobe, whether he’s got Top Gun aspirations or not.

3. Miansai necklace, $125 — If he’s been looking to get out of his fashion comfort zone, a subtle accessory, like this 2MM chain necklace gold vermeil, could be the perfect place to start.

4. Abercrombie cardigan, $90 — This cozy, patterned cardigan is the kind of thing a man might never buy himself…but will wear the hell out of if it’s in his closet.

5. Puma Select Slipstream Lo The NeverWorn II sneakers, $100 — Our team loves this statement-making sneaker with just a hint of flash.

6. Portuguese Flannel shirt, $135 — Did we mention we love sticking to festive colors when gift-giving?

7. Express textured wool trucker jacket, $140 — When it comes to gifts under $250 for him, the mall is a good place to go.

If you haven’t stepped foot in an Express store in awhile, now’s the time. You’ll find affordable, stylish clothes perfect for millennials (yes, really!) like this cool wool-blend bomber with a sherpa collar.

8. Birkenstock shearling clogs, $170 — Team SG has already made its pro-clog stance clear.

We will not be taking further questions at this time.

9. Nike Tech Fleece joggers, $125 — These structured sweats stay at the top of our list year after year. They come in a ton of colors, and look and feel way more structured than they deserve to.


Shop all our holiday gift guides here!

I started Style Girlfriend to help guys look, feel, and act their best.