holiday gift guides

The Under $250 Gift Guide For Him

Go on, put 'em on your list

By Megan Collins | Last Updated: Nov 25 2020

During uncertain times, it’s good to go back to the basics. That’s why 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!). 

There’ll be plenty of time for Dopp kits perfect for traveling, and tuxedos worthy of a big night out. This holiday season, you’ll find stylish picks here on Style Girlfriend that will have you (and your loved ones) looking and feeling like a million bucks. 

Think: cozy WFH-wear and luxed-up basics.

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.

Below, 11 of the best gifts under $250 for him this holiday season:

Reigning Champ terry robe, $160

Why it’s a great gift: Reigning Champ knows how to make sweatshirts that look and feel fantastic. Imagine that, but all over your body.

That’s their terry-cloth robe.

Everlane cashmere crewneck sweater, $130

Why it’s a great gift: Because cashmere is ALWAYS always always a great gift!

In this specific instance, our team often serves up Everlane as a recco for a reliable source of straightforward basics, made just a little more thoughtfully than what you might find at a department or big box store.

Blundstone boots, $200

Why it’s a great gift: Blundstone is known for their quality footwear, and these bad boys are no exception.

As a gift recipient, 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 newly-trendy nature of the brand.

Buck Mason cotton cashmere turtleneck, $180

Why it’s a great gift: Buck Mason makes some of our favorite t-shirts and henleys; now they’ve moved into turtlenecks.

This navy cashmere style looks like something a weary-but-handsome ship captain would wear in a movie. And who doesn’t want to look like that?!

Birkenstock shearling clog, $165

Why it’s a great gift: Team SG has already made its pro-clog stance clear.

We will not be taking further questions at this time.

Master-Piece Leather-Trimmed Nylon-Twill Backpack, $230

Why it’s a great gift: A really good backpack makes a great gift because he’ll have it forever and use it all the time.


Schott NYC zip cardigan, $178

Why it’s a great gift: This Schott NYC cardigan looks like something your grandfather would have handed down to you from his time fighting in the war.

Functional, yet surprisingly fashionable.

Greys outdoor slipper boot, $108

Why it’s a great gift: Slipper boots out here making a solid argument for the 2020 title of the best thing since sliced bread.

Olivers Bradbury jogger, $128

Why it’s a great gift: We never thought we’d recommend anything from Olivers as much as their All Over Shorts, but the brand’s Bradbury joggers make a good case for spreading the love.

Pendleton fleece jacket, $198

Why it’s a great gift: The Southwestern motif of this jacket gives us all the cozy feels.

Madewell chore jacket, $185

Why it’s a great gift: Yeah yeah, one more luxe layer for your holiday shopping list! So sue us!


Shop all our holiday gift guides here!