The classic way to wear Timberland boots is with slim or straight jeans, cuffed or stacked so the hem sits on the padded collar, with the laces a little loose. They also work with joggers, cargo trousers, chinos and leggings. The wheat nubuck colour is casual and pairs best with denim, earth tones, black, grey and olive.
In this guide
Outfit ideas at a glance
| Wear with | How |
|---|---|
| Slim or straight jeans | Cuffed once or twice to sit on the collar, or stacked on top |
| Tapered joggers or sweatpants | Cuff resting on the top of the boot |
| Cargo trousers | Tapered or cinched at the hem, sitting on the collar |
| Leggings or skinny jeans | Tucked in, with a thick sock showing if you like |
| Chinos | Slim cut, cuffed; brown, olive or navy |
| Shorts | With crew socks pulled above the collar |
How to wear Timberlands with jeans
- Cuffed: roll slim or straight jeans so the hem sits just on the collar. Dark indigo and black denim contrast well with wheat nubuck.
- Stacked: let slightly long, tapered jeans gather naturally on top of the boot.
- Tucked: skinny jeans tucked inside, with the tongue pulled forward.
- Avoid: bootcut or very wide jeans that cover the boot completely, and hems that fall halfway down the shaft.
Lacing styles
- Loose and open: laces slackened and left untied or loosely tied near the top, tongue pushed out. The classic street style look.
- Laced to the top: neat and practical for walking and bad weather.
- Top eyelets skipped: tied one or two eyelets down, with the collar relaxed.
For lacing that fixes fit problems, see how to lace boots.
Outfit ideas for men
- Everyday: dark jeans, a plain T-shirt or hoodie and a puffer or bomber jacket.
- Workwear: straight jeans or carpenter trousers, a flannel shirt and a chore coat.
- Smart casual: slim chinos, a crew-neck knit and a wool overcoat.
- Sporty: tapered joggers and a matching sweatshirt.
Related: How to Clean Suede Shoes Without Damaging Them
Outfit ideas for women
- Leggings with an oversized jumper, hoodie or long puffer coat.
- Skinny or straight jeans with a cropped jacket or tailored coat.
- A knit or shirt dress with tights and chunky socks.
- Cargo trousers with a fitted top to balance the volume.
Colour and seasonal tips
- Wheat boots are the statement; keep the rest of the outfit in neutrals or one accent colour.
- Black Timberlands are easier to dress up and hide dirt better.
- They are autumn and winter boots at heart. In summer, wear them with shorts and visible socks, and expect warm feet.
Fit and comfort
The classic 6-inch boot is generally reported to run large, and many people go down half a size from their trainer size. Check the brand’s sizing advice and try them with the socks you plan to wear. They are stiff at first and soften with wear; see how boots should fit and how to break in boots.
Keeping them clean
Nubuck marks easily, and clean boots make any outfit look better. Brush them after wear, protect them with a nubuck spray, and follow how to clean Timberland boots when they need more.
More styling guides: combat boots, chukka boots and duck boots.
For cold days, a cushioned merino pair helps; see the best hiking socks.
Need something warmer for deep snow? See the best winter boots.
Frequently asked questions
Do you tuck jeans into Timberlands?
Only skinny jeans or leggings. Straight and slim jeans look better cuffed or stacked on the collar.
Should Timberlands be laced tight or loose?
Loose for the classic casual look, tight for walking, work and wet weather. Both are fine.
Can you wear Timberlands in summer?
Yes, with shorts and crew socks, though the insulated versions are warm.
What colours go with wheat Timberlands?
Blue and black denim, olive, khaki, brown, grey, cream and black.
