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Can You Sport Timberland Boots in the Spring?
It’s true that Timberland boots are more commonly seen during the colder seasons, but that doesn’t mean you can’t wear them in the spring. You just need to adjust your outfit and make sure you opt for non-fur-lined boots.
However, in this article, we’ll mostly focus on styling your Timberlands for a winter wardrobe.
Tips for Wearing Jeans with Timberlands
In this article, we’ll explore several different ways to rock the classic Timberland + jeans look. Keep reading to discover some stylish ideas!
Breaking in Your Timberlands
Just like most hiking boots, Timberlands require a break-in period. Keep this in mind so you can plan accordingly.
Now, let’s dive into some outfit inspiration!
Outfit #24: Timberlands With Baggy Jeans
Outfit #23: Can You Wear Timberlands in Summers?
Why not? If you can rock sneakers in the summer, you can definitely wear Timberlands too. Pair them with your favorite jeans or shorts and consider going sockless for a more relaxed look.
Outfit #22: Super Cozy Winter Style & Timberland Boots
This outfit perfectly blends common winter colors and fabrics with a pop of yellow to bring some sunshine to those gloomy winter days! Timberland boots are great for tough weather, so don’t be afraid to wear them when the snow starts falling. Pair them with your favorite dark-wash jeans, a thick gray coat, a big ol’ infinity scarf (the chunkier, the better), leather gloves, and don’t forget some fun lipstick! This look is great for high school and college girls alike, and it’s sure to keep you warm, no matter how low the temperature drops.
Outfit #21: Timberland Boots + Denim Jacket + Leather Leggings
This outfit is perfect for a lunch date or a weekend outing to your local museums. Pair your black leather leggings with a simple tee or long-sleeved shirt. Complete the look with a denim jacket featuring a distressed hem, trendy Aviators, and, of course, your favorite Timberlands. Add a choker for a fashionable accessory. Check out our guide on How to Wear Denim Jackets for more inspiration.
Get the complete outfit for under $550 at the links below:
- Spanx Faux Leather Leggings $98
- WOMEN’S 6-INCH PREMIUM WATERPROOF BOOTS $170.00
- TOPSHOP Tilda Hack Denim Jacket $52
- RAY-BAN Blaze General 58mm Aviator Sunglasses $173
Outfit #20: Cute, Colorful Autumnal Outfit with Timbs
Heading out for a hike with friends? It’s a perfect opportunity to showcase your favorite Timberland boots while expressing your fun and eclectic style. Start with jeans and tan Timberlands as the baseline. Add a long-sleeved top and your favorite coat (we recommend a wooly blue one). Complete the look with a scarf and a colorful bag for that extra touch. We love this outfit because it brings back the ’80s fashion vibes in a modern way.
Outfit #19: College Preppy Look with Timbs
For a perfect college girl outfit, pair a fun-patterned sweater with a collared shirt, jeans, and tan Timberland boots. Add a crossbody purse, a bomber jacket, and sunglasses to complete the ensemble.
Outfit #18: Extra Warm Winter Outfit with Timberlands
For this look, we’ll start with the boots and work our way up. These classic Timberlands look especially great with a matching scarf. Bring a pop of color to the ensemble (or several pops) with red skinny jeans, a matching purse, and red lipstick. Complete the outfit with a chunky striped sweater, a coat, and a super warm hat.
Outfit #17: Primary Colors + Boots for Schoolgirls
Look cute this winter with a blue wool coat, a bright red scarf, and red Timberland boots. This outfit is perfect for chilly school days and trips to the library.
Outfit #16: How to Wear Timberland Boots with a Dress
Let your inner fashionista shine with this spunky outfit. Pair a fun little dress with sheer black tights and laced-up Timberland boots. Add a chunky beaded necklace, a floral scarf, and a neutral cargo-inspired overshirt. Complete the look with a beanie, a waist belt, and some fuschia lipstick to tie it all together.
Outfit #15: Perfect Travel Outfit with Timberlands
When traveling, it’s the perfect time to showcase those little-used items at the back of your closet. Pair a magenta pink purse, fun-colored Timberlands, or a furry cardigan for an unusual yet stylish combination. Don’t forget to have fun with accessories and stay warm with a knit beanie.
Outfit #14: Easy Warm Fall Day Outfit
Get ready for a simple coffee date by throwing on an army-print skirt and a long cardigan. Show off those heeled black Timberlands. If the weather is a little too chilly, swap the cami for a turtleneck and add a scarf. You can also wear leggings or tights to keep your legs warm!
Get the complete outfit using the following links:
- Forever21 Camo Print Mini Skirt
- WOMEN’S TILLSTON 6-INCH BOOTS $140.00
- FOLUNSI Women’s Cardigan Open Front Long Knitted Sweater with Pockets $21.99
- Target Any Day Cami
Outfit #13: What to Wear with Timberlands in the Snow
With the next big snowfall, put your Timberlands to the test and take a trek out into that beautiful white wonderland. But before you do, make sure you have a cute outfit ready. We love this funky look featuring a brown beanie hat, matching gloves, a faux fur jacket, trousers, and Timberlands.
Outfit #11: How to Wear Timberlands With Leggings
This fall-weather outfit is perfect for teen girls who love combining sporty pieces with cute Tumblr fashion. Get the best of both worlds by wearing chunky scarves, Aviator sunglasses, a jersey, a denim jacket, and leggings. Pair this with your choice of Timberlands.
Outfit #10: Tomboyish Look for Outdoor Activities
Planning to spend time in the great outdoors this weekend? This outfit allows you to look cute without sacrificing functionality. Wear a long-sleeved top of your choice and pair it with cargo-inspired pants. We especially love the olive-green pair, especially when paired with tan Timberlands!
Outfit #9: Casual Street-Style with Chunky Timberland Boots
Strip down your street-style to the basics with a simple white tee, ripped jeans rolled at the cuffs, and chunky unlaced Timberland boots that bring serious lumberjack vibes.
Outfit #8: Sweet & Simple Fall Fashion
For a more relaxed look, opt for pieces with special detailing. This forest green top is a great example, with its buttons, tie at the bottom of the front, and ribbed material. Pair it with skinny jeans and almond brown Timberland boots. Complete the look with a silver necklace and a girlish heel on the boots. Need more inspiration? Check out our guide on Different Ways To Wear Denim With Ankle Boots.
Outfit #7: Eighties-Inspired Outfit with Pink Timberlands
Take inspiration from the ’80s fashion trends with this outfit. Embrace bright pinks, oversized sweaters, and a distinct blend of colors. Pair dark-wash jeans with a collared shirt peeping out from under the showpiece sweater. Complete the look with a chunky necklace and a neutral-colored purse. This casually bold look is tied together perfectly. Check out outfits to wear with Uggs for more boot-centric outfits.
Outfit #6: Styling Your Timberlands with Ripped Skinnies
The key to this glam look is a pair of Timberlands with a high heel. They instantly add pizzazz to this already iconic look, especially when paired with a furry cheetah-print sweater. Ripped skinnies are also fun and look great with a thick white headband, transforming this ensemble into a chic icon. Add big sunglasses and style your hair in long waves. This is a great option for fall or winter.
Outfit #5: How to Wear Timberlands with a Skirt
While Timberland boots may not be known for their femininity, they can absolutely be styled to achieve a feminine look when paired with a skirt and other appropriate accessories. Opt for Timberland boots with longer shafts or higher heels instead of flat ankle boots. Check out the picture below for a good example. This outfit is perfect for colder months, stylishly mixing russet brown boots with black leggings, a maroon-colored skater skirt, and a gray sweater. Tie the look together with a hat and a red shade of lipstick.
For a more whimsical option, try a pleated ankle-length skirt paired with a pearl-studded beret and a pair of casual Timberlands. Accessorize with a long beaded necklace and a little crossbody purse. Check out our 30 best ideas for outfits with skirts in winter for more inspiration.
Outfit #4: Celebrity-Inspired Outfits with Timbs
Celebrities have been rocking Timberland boots, and we are here for it. Take a page from Cara Delevigne’s book and go for a laid-back style. This outfit will keep you warm, cozy, and ready for the weekend. All you need is a hoodie featuring a logo, skinny jeans, and tan Timberland boots.
Or, take a cue from Khloe Kardashian and go for a chic all-black look. Add some Christmas-themed socks and bright red lipstick for a holiday-ready twist.
Outfit #3: Styling Timberland Boots for Fall Weather
When the cool weather arrives, it’s super simple to style your Timberland boots. Just put on a pair of skinny jeans and pair them with a plaid or tartan button-down top. This outfit allows you to tap into the more common fall colors while requiring minimal effort. Complete the look with a watch, stud earrings, and a neutral-colored purse.
Outfit #2: How to Wear Leggings with Timberlands
By far, the easiest way to style your Timberland boots is by pairing them with leggings. Choose Spanx leggings or compression leggings and combine them with a big cozy sweater. Opt for a sweater with a fun sleeve pattern for that extra touch.
Get the complete outfit using the following links:
- WOMEN’S SIENNA HIGH WATERPROOF BOOTS
- Faux Leather Leggings $98
Outfit #1: Style Your Timberland Boots with a Leather Jacket
Wrap up with skinny jeans and your favorite crewneck sweater for our final look. This outfit features a gorgeous leather jacket and matching black Timberland boots. Keep your accessories minimal and let this ensemble, which beautifully showcases edgy street-style with a girlish twist, do the talking for you.
Remember, these outfits are just a starting point. Feel free to mix and match, add your personal touch, and make these Timberland boots uniquely yours. For more fashion inspiration, visit 5 WS – your ultimate style guide!
