As winter settles in, the dilemma of wanting to wear dresses while staying warm becomes all too familiar. Thankfully, there’s a stylish solution that not only embraces the chill in the air but also elevates your winter wardrobe: pairing dresses with ankle boots and tights. The combination of these wardrobe essentials not only keeps you cozy but also adds a touch of elegance to your look. In this post, I’ve rounded up 10 outfit ideas to inspire looks that include dresses with ankle boots and tights for this winter season. So, let’s jump in!
10 Dresses With Ankle Boots and Tights
sweater dress with scarf and ankle boots
DRESS | SCARF | ANKLE BOOTS | BAG
Imagine the perfect winter outfit: a classic sweater dress paired with a timeless checkered scarf, complemented by white leather ankle boots and a quilted leather crossbody bag. This outfit effortlessly balances warmth and style, creating a look that’s both cozy and fashion-forward. To make this look winter-ready, consider adding an extra layer of tights for added insulation against the chill. The versatility of this look allows you to seamlessly transition from a casual day out to a cozy evening gathering, making it a wardrobe staple for the colder months.
coat with sweater dress and ankle boots
DRESS | COAT | ANKLE BOOTS
Embrace winter elegance with this classic look featuring a cozy sweater dress, a button-up wool-blend coat, and sleek white leather ankle boots. The combination exudes both warmth and sophistication, making it an ideal choice for colder days. To elevate the outfit for winter’s chill, consider adding an extra layer of tights for that extra dose of comfort and style. The timeless appeal of the sweater dress paired with a tailored coat and chic ankle boots effortlessly transitions from casual outings to more polished affairs, making it a versatile go-to for the season.
wool coat with suede ankle boots
Step into winter sophistication with a wool cocoon winter coat paired effortlessly with suede ankle boots. This outfit combines warmth and style, offering a timeless look that comes together easily. The wool cocoon coat adds an extra layer of coziness, making it an excellent choice for colder days. To complete the winter-ready look, consider adding an extra pair of tights for both comfort and an added touch of warmth. The suede ankle boots contribute a touch of texture and refinement, ensuring you stay on-trend while braving the winter chill.
poncho with sweater dress and ankle boots
PONCHO | DRESS | ANKLE BOOTS
Bundle up in style with this effortlessly chic winter outfit featuring a cozy poncho, a belted sweater dress, and sleek white leather ankle boots. The combination strikes the perfect balance between comfort and fashion, creating a look that’s both laid-back and polished. To tackle the winter cold, consider adding a pair of tights for an extra layer of warmth. The belted sweater dress accentuates your silhouette, while the poncho adds an element of coziness. Paired with crisp white leather ankle boots, this outfit is a versatile choice for various winter occasions.
button-up dress with ankle boots
Revamp your winter wardrobe with a touch of Western charm by pairing a button-up mini dress with white leather ankle boots. This outfit effortlessly blends feminine sophistication with a hint of edgy flair, creating a look that’s both stylish and versatile. To tackle the winter chill without sacrificing fashion, consider adding an extra pair of tights for added warmth. The button-up detail on the mini dress adds a tailored touch, while the white leather Western ankle boots bring a contemporary and bold aesthetic to the outfit. This combination is perfect for those who want to make a statement while staying cozy during the colder months.
coat with sweater dress, tights, and ankle boots
Step into winter with a perfect blend of style and warmth by styling a button-up wool winter coat with a cozy sweater dress and classic white leather ankle boots. Elevate the look with a checkered scarf for an added layer of sophistication, and don’t forget to slip on a pair of tights for that extra dose of comfort. Keep your essentials handy in a white leather crossbody bag, while pearl stud earrings and a gold watch add timeless touches of elegance. Finish off the look with a swipe of your favorite lipstick for a bold statement.
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Teddy coat with dress, tights, and ankle boots
Cozy meets stylish in this winter-ready look featuring a snug teddy fleece coat paired with a white turtleneck sweater dress. Elevate the look with a touch of glamour using nude rhinestone fishnet tights, adding a little sparkle to the outfit. Complete the look with western ankle boots for a trendy edge, and carry your essentials in a sleek white leather bag. Accessorize with gold heart huggie earrings and a floral silk scarf for a touch of sophistication. Keep your lips moisturized with a swipe of lip balm, ensuring both style and comfort in this well-coordinated winter outfit.
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belted coat with dress, tights, and ankle boots
Embrace winter sophistication with this effortlessly chic outfit featuring a wool-blend belted blanket coat paired with a ribbed sweater dress. Ground the look with western ankle boots and add a subtle touch of elegance with nude tights. Carry your essentials in a quilted leather bag, and complete the outfit with sleek sunglasses. Accessorize with gold hoop earrings for a timeless addition, and finish the look with your favorite lipstick. This well-coordinated outfit effortlessly combines warmth and style, making it a go-to choice for a polished winter appearance.
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coat with belted sweater dress and ankle boots
Elevate your winter wardrobe with a refined look featuring a wool-blend tailored topcoat paired effortlessly with a belted sweater dress. Combat the chill with a pair of tights while adding a touch of sophistication with heeled white leather ankle boots. Complete the look with a practical yet stylish quilted leather bag. Accessorize with braided gold hoop earrings for a subtle touch of glamour, and finish off the outfit with your favorite lipstick for a bold statement.
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trench coat with midi dress, tights, and ankle boots
Step into winter elegance with this timeless outfit featuring a classic trench coat paired effortlessly with a v-neck midi sweater dress. Embrace warmth with the addition of tights and elevate the look with heeled suede ankle boots. Carry your essentials in style with a leather tote bag, and accessorize with a touch of sophistication using pearl hoop earrings. Complete the look with a spritz of perfume and your favorite lipstick for a finishing touch of allure. This well-coordinated outfit seamlessly blends comfort and fashion, making it a versatile choice for winter days.
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For even more winter looks, see this post!
Mixing dresses with ankle boots and tights is a practical yet chic approach to tackling colder weather. Whether you lean towards cozy sweater dresses or opt for a more sophisticated midi look, the key is in pairing them with the right boots and accessories. So, go ahead, try out these combinations, and make this winter your most stylish one yet.
Which dress with ankle boots and tights outfit is your favorite from this round-up? Let me know in the comments below!
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