How To Style Your Rockports for the Season
1 Mar 2025 / 0 comments

Rockport is the newest addition to our footwear family, and we couldn’t be more excited!
We launched this collection last September and received an overwhelming response in stores. So, this month, we’ve put together the ultimate style guide to help you rock your Rockports this season.
March marks the beginning of autumn—the season of vibrant, jewel-toned natural palettes, hearty comfort food, and, of course, plenty of layers!
This makes it the perfect time to explore fun fashion trends and experiment with your colour palette. We’ve done our research, and here are the top four trends for this year that we believe pair perfectly with your Rockports.
1. Baggy Jeans
It’s no secret that skinny jeans have taken a back seat for a while now. Lately, however, we’ve noticed a surge in popularity for baggy jeans that goes well beyond the classic straight cut.
From bootlegs to wide legs, balloon cuts to cargo styles—jeans have come a long way since their inception.
Here’s how we recommend styling your Rockports with trendy baggy jeans this autumn: pair light-wash baggy jeans with the Tristenl2, a collared T-shirt, and a crew neck. This creates a fun, laid-back preppy look, with a light layer that can be removed if the autumn day warms up.
2. Oversized Jackets
When considering the previous trend and this one, it’s clear that a pattern is emerging in current popular fashion styles.
Oversized everything is on trend right now, but oversized jackets, in particular, are having a major moment. This look is incredibly comfy yet effortlessly edgy.
Here’s how we recommend styling this trend with Rockports: opt for the Flynn and pair it with straight-leg black jeans or trousers. Add a plain round-neck T-shirt and complete the look with an oversized leather bomber jacket. For an extra touch of edge, consider accessorising with a plain silver chain and matching rings.
3. Zip sweaters
Zip sweaters are a timeless choice for autumn and winter, effortlessly versatile and easy to dress up or down.
This fashion trend embodies an old-money aesthetic while remaining cosy enough for the crisp autumn weather.
Here’s how we recommend pairing this look with our range of Rockports: we think the Jensen is the perfect choice. Style it with slim-fitting black trousers or chinos. Add a matching base T-shirt (handy for warmer autumn days if you need to remove your sweater), and layer this with your zip sweater.
Remember, this look is all about understated details, so try matching your socks to your sweater for a cohesive finish and accessorise with a simple, timeless wristwatch.
4. Beanies
Beanies add a fun, urban vibe to any outfit. They’re also perfect for those days when your hair just won’t cooperate.
We’ve noticed a resurgence in the popularity of beanies, with many favouring the cuffless style.
Here’s our take on how to style this fashion staple with Rockport: start with a pair of DMXCOLBY sneakers. Pair them with your choice of cuffed or uncuffed cargo pants and a matching long-sleeve T-shirt. Layer up with a sleeved or sleeveless puffer jacket (depending on the weather) and top it all off with a matching cuffless beanie. Once you’re done, you’ll have the perfect cosy urban outfit.
Which Autumn Trend Was Your Favourite to Style?
Now that you’ve read about the top four popular fashion trends for autumn and all the ways to style them, we’d love to know: which one will you be rocking this season?
Or better yet, if you have a cool, trendy style we haven’t mentioned, show us how you’ve paired it with your Rockports! Tag us on socials so we can check out your awesome fashion sense—and who knows, your look might even inspire our next guide!