HOW TO WEAR A SWEATER DRESS WITH BOOTS: 10 STYLISH LOOKS

As the air gets crisper and leaves start to turn, it’s time to embrace the ultimate fall/winter combo: the sweater dress and boots. This timeless duo offers both warmth and effortless style, but navigating the endless possibilities can be overwhelming. Worry not, fashionistas! This guide will unlock the secrets to crafting 10+ stunning looks that are both comfortable and chic.

WHAT IS A SWEATER DRESS?

A sweater dress is a warm, long knitted outfit that is longer than a regular sweater. It can be worn without pants or leggings. You can find sweater dresses in different materials like cotton, wool, cashmere, nylon, and acrylic. They come in many colors and designs with different lengths and sleeve lengths.

Here are some trendy styles:

  • Tie-Front Sweater Dress – This style comes in different lengths and fits well on all body types.
  • Turtleneck Sweater Dress – This style is short or medium length and is great for fall and winter. It can be tight or loose and can have sleeves or no sleeves.
  • Cardigan Sweater Dress – This style has long sleeves and buttons in the front. It can be fluffy or thinner.
  • Bodycon Knit Sweater Dress – This dress is made of a thinner knit fabric and usually has long sleeves and a slit in the front or on the side. Some have buttons and others have a ribbed knit.
  • Mini Sweater Dress – This dress is very versatile and can be boxy or tight. It can have a turtleneck or a V-neck.
  • Long Sweater Dress – This dress is medium to long and slightly loose. It can also be worn with a belt.

Now that you know what sweater dresses are, let’s talk about how to choose the right shoes and how to wear a sweater dress with ankle boots.

STYLE GUIDE TO WEARING A SWEATER DRESS WITH BOOTS

KNEE HIGH BOOTS

Wearing a sweater dress with knee-high boots can create a stylish and cozy outfit. Here are some tips on how to rock this combination:

Choose the Right Length: Opt for a sweater dress that falls above or just below your knees. This length works best with knee-high boots, as it allows a portion of the boots to be visible, creating a balanced and visually appealing look.

Consider the Fit: Look for a sweater dress that has a slightly relaxed or loose fit. This will not only provide comfort but also create a chic contrast with the sleek and fitted silhouette of knee-high boots.

Play with Proportions: To maintain a balanced look, consider the proportions of your sweater dress and boots. If you choose a chunkier or oversized sweater dress, try pairing it with slimmer-fitting knee-high boots. Conversely, if your sweater dress is more form-fitting, you can opt for boots with a wider calf or a slight slouch.

Experiment with Colors: Have fun with the color combination of your sweater dress and knee-high boots. You can create a classic and sophisticated look by pairing neutral colors like black, gray, or beige. Alternatively, you can make a bold statement by combining contrasting colors or opting for vibrant hues.

Add Layers: Depending on the weather, you can layer your sweater dress with a coat, jacket, or cardigan. This adds depth to your outfit and provides extra warmth during colder seasons. Make sure the length of the outerwear complements the length of the dress and boots.

ANKLE BOOTS

Wearing a sweater dress with ankle boots is a versatile and stylish choice. Here are some tips to help you pull off this look:

Length: Choose a sweater dress that hits above the knee or at a medium length. This way, your ankle boots will be visible and create a balanced outfit. Avoid wearing a sweater dress that is too long, as it can overpower the boots.

Silhouettes: Depending on the style of your sweater dress, you can try different shapes. If your dress is fitted, go for sleek and streamlined ankle boots. For loose or oversized sweater dresses, consider ankle boots with a chunkier heel or a slightly slouchy design.

Contrast: Create visual interest by combining contrasting elements. For example, pair a chunky knit sweater dress with sleek ankle boots that have a pointed toe. If your sweater dress is delicate or feminine, you can add some edge with boots that have buckles or studs.

Show Some Skin: To make your legs look longer, choose ankle boots with a low-cut or open design, like booties or peep-toe styles. This allows a bit of skin to show between the dress and the top of the boots, giving your outfit a sophisticated touch.

Layer with Tights: During colder months, you can layer your sweater dress with tights for extra warmth and style. Opt for opaque or patterned tights that match the colors of your dress and boots. This adds a chic and practical element to your ensemble.

Accessories: Complete your sweater dress and ankle boots outfit with carefully chosen accessories. Consider adding a belt to define your waist. You can also accessorize with a statement necklace, a wide-brimmed hat, or a crossbody bag to add your personal touch.

WESTERN BOOTS

Western-inspired boots are best paired with shorter or midi-length sweater dresses, as these lengths allow the boots to take center stage. You can showcase the unique look of the boots by opting for shorter dresses that expose more of your legs. Midi-length dresses offer a balanced and flattering look that complements the boots’ style. If you prefer longer sweater dresses, consider ones with a side slit that allows your boots to peek through and adds movement to your outfit.

To complete your ensemble, consider belting the sweater dress at the waist to define your silhouette and add a touch of polish. This helps create a more structured look and enhances your overall outfit. You can also accessorize with a shoulder bag and dangly earrings to add extra flair and complement the Western-inspired theme.

When styling these boots, it’s best to keep your legs bare and forego leggings or tights. This allows the boots to take the spotlight and showcases their unique design. By keeping your legs bare, you maintain a streamlined and cohesive look from head to toe.

SNOW & WINTER BOOTS

No discussion about boots with sweater dresses would be complete without mentioning winter boots. As the temperatures drop and thicker, long knit sweaters become popular during the Fall/Winter months, it’s the perfect opportunity to pair them with stylish snow boots.

When it comes to winter boots, shorter styles tend to look more fashionable, and many women opt for sheepskin boots for their warmth and cozy appeal. Sherpa detailed boots are still in style and pair beautifully with sweater dresses, but don’t limit yourself to just one style. Suede and leather boots in various designs also work well with sweater dresses. You can find winter boots with lace-up fronts and puffer detailing, adding a cute and trendy touch to your outfit.

Even sturdier winter boots like duck boots or the Sorel Joan of Arctic can create a great look when paired with the right sweater dress. These boots offer durability and protection from the elements while still allowing you to showcase your sense of style.

Embrace the winter season by exploring different winter boot options that suit your personal taste and preferences. Remember to prioritize both fashion and functionality when selecting winter boots to ensure you stay warm and comfortable while looking fabulous in your sweater dress ensemble.

SLEEK RIDING BOOTS

If you want to wear a sweater dress with riding boots, it’s important to consider the height of the boots. Some riding boots go up to the knee, while others go higher, over the knee. Choose a sweater dress that matches the height of your boots. You can refer back to the section on knee-high boots or high boots for more information.

For a stylish look, I recommend pairing riding boots with a simple ribbed sweater dress. You can layer it with a loose-fitting cardigan or trench coat. Another option is to wear a thick knit dress that has a loose fit and a side slit. These styles complement riding boots nicely.

SLOUCHY BOOTS

First, choose a sweater dress that hits above the knee or at a midi length to ensure the slouchy boots are visible and create a balanced look. Opt for a dress in a cozy knit fabric to complement the relaxed vibe of the boots.

To style the outfit, consider layering the sweater dress with tights or leggings for added warmth and texture. You can also accessorize with a belt to cinch the waist and create definition. This helps to prevent the ensemble from looking shapeless.

When it comes to the slouchy boots, look for a pair with a relaxed and slightly slouched shaft that complements the casual nature of the sweater dress. These boots often have a lower heel or a flat sole, making them comfortable and perfect for everyday wear.

To complete the look, consider adding some accessories such as a chunky scarf or a slouchy beanie for a cozy and stylish touch. With the right combination of a sweater dress and slouchy boots, you can achieve a relaxed and effortlessly chic outfit.

THIGH HIGH BOOTS

Thigh-high boots made a comeback in 2015 and are still popular today, especially when paired with sweater dresses during the fall and winter seasons. One great thing about these boots is that they help keep your legs warm in cooler temperatures.

For a casual look, you can opt for flat-heeled or block-heeled thigh-high boots. If you want to add some allure to your outfit, try a pair of stiletto thigh-high boots.

When wearing a sweater dress with thigh-high boots, consider pairing them with a loose mini sweater dress, a midi dress, or a maxi dress with a bottom slit. Make sure the boots fit snugly under your dress to avoid them sticking out underneath.

You can make this combination work by adding a loose sweater or shawl or choosing a more structured and wider pair of thigh-high boots. This helps to balance the overall look.

POINTED-TOE BOOTS

First, opt for a sweater dress that hits above the knee or at a midi length to ensure the pointed-toe boots are visible and create a flattering silhouette.

To create a chic and polished outfit, choose pointed-toe boots with a sleek and streamlined design. Whether they are ankle boots, mid-calf, or knee-high, the pointed toe adds a touch of sophistication to the ensemble.

To enhance the overall outfit, consider adding accessories such as a statement belt to cinch the waist and create definition. This helps to avoid the dress looking shapeless and adds a stylish element to the look.

For a more casual approach, you can opt for a chunky knit sweater dress paired with pointed-toe ankle boots. This combination creates a juxtaposition between the cozy and relaxed vibe of the dress and the sleekness of the boots.

CHUNKY CHELSEA BOOTS

Chunky Chelsea boots are making a strong impact this season, alongside their classic ankle boot counterparts. These boots come in various colors, shapes, and heel heights, making them an excellent choice to pair with sweater dresses. Some even feature contrasting elastic, adding a color-blocking element to their design. For more styling ideas, you can check out my dedicated post on how to wear Chelsea boots.

When it comes to wearing a sweater dress with chunky Chelsea boots, the styling is similar to that of combat boots. For an extra casual look, opt for an oversized short or midi-length sweater dress paired with Chelsea boots. This combination creates a laid-back and comfortable outfit.

Alternatively, you can experiment with a thinner knit sweater dress in a tight midi-length style that includes a side slit. This contrast between the toughness of the chunky Chelsea boots and the softness of the sweater dress adds an interesting dynamic to your overall ensemble.

COMBAT BOOTS

Combat boots are always in style, just like sweater dresses. Currently, lace-up combat boots with thick rubber lug soles are the trendiest option. However, classic combat boots still look chic when paired with sweater dresses. You can even find waterproof combat boots that are suitable for rainy and cold weather. If you’re looking for more outfit ideas with combat boots, check out my new post on how to wear them!

When wearing a sweater dress with combat boots, you have plenty of options. You can pair your combat boots with any type of sweater dress, including thinner knit midi sweater dresses. Both tight-fitting and loose, soft sweater dresses add a feminine touch to the strong look of the combat boots.

In terms of the length of the sweater dress, shorter dresses that hit at or above the knee work well. Alternatively, you can go for longer dresses with a side slit to show off the boots as you sit or walk. To complete the outfit, add a trench coat or a wool coat and carry a cute sporty or leather crossbody purse.

OTHER SHOES TO WEAR WITH SWEATER DRESSES

Now that you’ve learned how to wear a sweater dress with ankle boots, let’s explore other shoe options that also go well with them. While boots are the classic and popular choice, there are several other styles that can be paired with sweater dresses, such as:

  • Classic loafers and loafer mules
  • Pumps
  • Strappy sandals
  • Clogs
  • Oxfords
  • Clear high heels
  • Classic or chunky sneakers
  • Hi-top sneakers

These shoe options provide versatility and allow you to create different looks with your sweater dresses. Whether you prefer a more formal or casual style, there’s a shoe option to match your desired aesthetic. Experimenting with different shoe styles can add variety and enhance the overall appeal of your sweater dress outfits.

CONCLUSION

From chunky knits to sleek silhouettes, knee-high to ankle, the “sweater dress with boots”is endlessly adaptable. This versatile duo offers warmth, comfort, and effortless style, ready to conquer any fall/winter occasion. So, embrace the cozy chic, experiment with proportions, and accessorize with confidence. Remember, the key lies in showcasing your personal flair. With these tips in hand, you’re ready to step into the season with confidence and turn heads with every “sweater dress with boots” look you create!

WHAT TO WEAR IN LONDON: A FIRST-TIMER’S PACKING GUIDE

London, a city of iconic landmarks, rich history, and vibrant culture, can also be a bit of a fashion enigma. With its unpredictable weather and a blend of classic and contemporary style, packing for your first trip can be daunting. But fear not! This guide will equip you with essential packing tips to ensure you’re stylish and comfortable throughout your London adventure. Whether you’re planning a summer stroll through Hyde Park or a winter visit to Buckingham Palace, we’ve got you covered. Let’s dive into the art of packing for London!

CURIOUS ABOUT WHAT TO WEAR IN LONDON?

Lucky you! If you’ve been following this blog for a while, you know I’m a dedicated anglophile. I’m always planning my next trip to London, and I firmly believe the British capital is the greatest city in the world. Sure, other cities might have better food, nicer weather, or fewer tourists, but, as J.K. Rowling aptly put it, you can’t beat “the history and mystery of London.” The city boasts some of the world’s greatest museums, proximity to excellent day trip destinations, vibrant nightlife, the West End, stunning hotels, historic and cutting-edge shopping, and, of course, that unique pub life.

With all that said, dressing for London as a tourist can be quite the challenge. You want to look stylish in one of the chicest cities in the world, but you’ll also be walking up to 15 miles a day, standing in long lines, and heading out for fancy meals. Plus, it could rain at any moment, often unexpectedly and for varying durations.

But don’t worry! With several trips to the U.K. under my belt, I can help ease your packing anxieties and create the perfect London packing list. So, check that weather forecast (spoiler: there’s a chance of rain), and let’s get those bags packed for an unforgettable trip to London!

REMEMBER TO BRING YOUR PACKING CUBES!

No packing guide would be complete without mentioning my secret weapon: packing cubes! They keep everything organized before, during, and after your trip. I love how they help keep small items neat and tidy in the hotel room, and they’re also perfect for packing souvenirs on your way home!

WHAT’S THE WEATHER LIKE IN LONDON?

Weather is a key factor when packing for any trip, and in London, the ever-present chance of rain often takes precedence over seasonal changes. London experiences the typical four seasons, but temperatures are generally milder compared to the extremes found in the central U.S. For example, July averages around 74°F during the day and 59°F at night, while December sees temperatures of about 48°F during the day and 40°F at night. So, while summers are warmer, they’re not excessively hot—leave the short shorts at home, as many homes and public places in the UK lack air conditioning. On the flip side, you probably won’t need that heavy Canada Goose coat in winter.

DOES IT REALLY RAIN THAT OFTEN IN LONDON?

Yes, it does rain frequently in London. While you might encounter an occasional all-day downpour, it’s more common to experience unexpected showers, often in the afternoon or at inconvenient times. Londoners seem unfazed, often carrying on with their day in wool suits as if the drizzle doesn’t bother them at all. This can put a damper on your sightseeing plans, so having a reliable umbrella and a durable rain jacket is essential. We’ll dive into more details on this later.

WHAT TO WEAR IN LONDON

A TRENCH COAT

The British trench coat is a must-have for any trip to the U.K. Burberry remains the classic choice, now offered in various shorter and more colorful styles. If you prefer a subtler look, a darker, less conspicuous trench is a great option. J.Crew also offers some stylish trench coats that are worth checking out!

A BARBOUR JACKET

Barbour, a quintessential English brand, offers a range of jackets from traditional waxed styles to lighter, quilted options. The waxed jacket is particularly waterproof and, with the addition of a hood, is ideal for a day of sightseeing. Regardless of the season, Barbour is my top choice for exploring London. You’ll enjoy the classic charm of a British brand while staying prepared for any unexpected showers.

The Queen was famously fond of her Barbour coat. When she sent it in for refurbishment—a common practice with Barbour coats, designed to last a lifetime—the company offered her a new one. She graciously declined, preferring to keep her well-loved old coat!

A FEW TOPS

Finding the right sweaters for your trip to the U.K. is essential, as the damp weather can feel chillier than it might actually be. Even if it’s not extremely cold, you’ll appreciate having cozy sweaters to keep warm, especially when enjoying classic British comforts like pubs, tea, and a Sunday roast.

Unless you’re visiting during the peak of summer, packing at least one warm sweater is a must. I prefer turtlenecks for colder months, including spring and fall, as they eliminate the need for a scarf. Brands like Eileen Fisher offer excellent options. Ensure your sweaters fit comfortably under the coat you plan to bring by trying them on together before you leave. For additional options, consider checking out Orvis, LL Bean, and J McLaughlin for dressier sweaters.

Also, pack a couple of lightweight long-sleeved shirts that can easily fit under your jacket. If you need a few nicer tops for evenings out, include them, but don’t overpack blouses. In most cases, a light sweater or long-sleeved shirt will suffice, especially if you’re spending most evenings in the pub.

FEW PAIRS OF PERFECT PANTS

A fun fact to note is that in the U.K., “pants” refers to underpants, so use “jeans” or “trousers” when talking about what Americans call “pants.” For your trip, a pair of jeans and some casual black trousers should work well. I recommend Eileen Fisher’s crepe pants for comfortable travel. As for leggings, they are acceptable in London, but make sure to pair them with a longer shirt or tunic for a polished look.

THE RIGHT SHOES

Finding the right shoes for a trip to Europe can be challenging, but it’s essential for both comfort and style. For London, I recommend packing:

Knee-High or Ankle Boots: These are versatile and great for dealing with rain and walking long distances.

Loafers: Ideal for days when the weather is milder or when you want a break from boots. I’ve found Sam Edelman loafers to be particularly comfortable and stylish.

Clean Sneakers: Opt for a pair that’s not too sporty, like Veja, which are both fashionable and comfortable.

If you’re visiting during the summer, consider bringing a pair of sandals for quick outings, but skip the beach flip-flops, as they can look out of place and get dirty quickly. For rainy months, waterproof boots or booties are a must. Riding boots offer excellent coverage and comfort, but if they’re not your style, ankle boots or lug boots can work as long as you can walk in them all day.

For those with evening plans, sticking to boots or loafers might be your best bet instead of packing high heels. And while sneakers have become more acceptable, sticking to clean, stylish options like Veja will keep you looking chic and comfortable, just like Kate Middleton.

A NOTE ON DRESS CODES…

In the U.K. and across Europe, some establishments such as upscale restaurants, clubs, and religious sites (though less so in the U.K.) may have dress codes. It’s a good idea to check the websites of any restaurants or theaters you plan to visit to confirm their policies on jeans and sneakers. Some places might also require men to wear jackets. As an everyday tourist, this is likely to be less of an issue for you, but it’s worth verifying to avoid any surprises.

​DRESSES

On sunny days in London, a dress with a light jacket and loafers is perfect for exploring the city. Europeans typically reserve beach flip flops for the beach, so opt for more appropriate footwear. Boden offers excellent dress options ideal for enjoying the weather or attending a West End show.

Even on warmer days, it’s smart to carry an umbrella, as British weather can be unpredictable. To stay prepared for occasional drizzles, choose fabrics that handle rain well and consider adding tights, leggings, a scarf, and black riding boots. This will ensure you stay cozy and stylish, regardless of the weather.

PURSES FOR LONDON

When choosing a purse for London, the most crucial feature is that it should close fully to deter pickpockets, especially at popular tourist spots and on public transport. While I found London to be less prone to pickpocketing compared to other cities, it’s still wise to avoid large, open tote bags.

Opt for a small, lightweight purse that can carry just the essentials: an umbrella, money, credit cards, your phone, and an Oyster Card. A small crossbody bag is a great choice for ease of access and security. If you prefer more space, the Longchamp Le Pliage is a classic option, even if it’s not British—it’s stylish and practical, and if it’s good enough for The Princess of Wales, it’s good enough for me! For a British touch, check out The Cambridge Satchel Co., known for its beautifully crafted, traditional handbags. I picked up a saddle bag with a long crossbody strap there, perfect for easy touring.

WINTER COAT AND UMBRELLA

When packing for London, consider that it doesn’t usually get extremely cold. If you’re short on space, you might skip a winter coat in favor of a heavy Barbour jacket. However, if you’re traveling between December and March or plan to spend time in colder regions of the U.K., including a winter coat is advisable, especially for evenings out when you might want to dress up.

Avoid bringing your nicest wool coat due to the frequent rain. If you do bring a winter coat, consider packing a trench coat as well. For rainy days, an umbrella is essential. I recommend a compact umbrella that fits into a coat pocket or a small purse for convenience. If you prefer a larger umbrella, it’s often best to buy one once you arrive or borrow one from your hotel rather than lugging it with you.

KEEPING KIDS DRY

Keeping kids dry in London’s persistent rain can be a challenge, but it’s essential for a happy trip. Invest in high-quality waterproof jackets and pants that are both practical and stylish. Don’t forget sturdy, waterproof boots to keep little feet dry. Pack plenty of layers so you can adjust to changing weather conditions. And remember, a good sense of humor and a positive attitude can go a long way in embracing the rain!

CONCLUSION

Packing for London might seem tricky, but with a little planning, you can be ready for anything the city throws your way. Remember, layers are key, and don’t forget that iconic London style often involves a mix of classic and contemporary. So, embrace the unpredictable weather, pack versatile pieces, and get ready to explore this incredible city in style. Happy travels!