21 Cute Winter Looks for Nashville Trips 1

What to Wear in Nashville: 21 Best Women Winter Outfits to Wear in Nashville

When I first visited Nashville, I was overwhelmed by the city’s unique blend of Southern charm and vibrant music culture. The energy is contagious—there’s country music spilling out of honky-tonk bars, the smell of barbecue wafting through the streets, and an eclectic mix of fashion on display. So, if you’re wondering what to wear in Nashville, let me share what I’ve learned through my own experiences.

Whether you’re heading out for a night on Broadway, exploring the historic streets, or visiting during the chillier months, dressing for Nashville is all about blending comfort, style, and a bit of country flair

What to Wear in Nashville at Night

Nashville nightlife is all about live music, dancing, and good vibes. The city comes alive at night, and your outfit should reflect that energy while keeping you comfortable for a night of fun.

Leather Jackets and Boots

I remember slipping into a black AllSaints leather jacket for a night out in Nashville—it instantly made me feel confident and ready for the honky-tonks. Pair it with skinny jeans and a band tee, like the ones from Zadig & Voltaire, and you’re set.

Dressy Yet Comfortable

If you’re more into dresses, a fitted, knee-length dress with some sparkle can make you stand out at Nashville’s live music venues. Brands like Free People offer amazing boho-chic dresses that are comfortable yet stylish. Finish the look with a pair of Steve Madden booties, and you’ll be ready to dance the night away.

Keep It Casual

For a more laid-back night out, think of Nashville’s bar scene. A cute flannel shirt (you can’t go wrong with Rails for that perfect country look), paired with distressed jeans, strikes the right balance between casual and trendy, for Plus Size Outfits

What to Wear in Nashville in November

November in Nashville can be quite chilly, so you’ll want to layer up without losing that Southern flair. When I visited Nashville in the fall, I learned that layering was key.

Cozy Sweaters and Scarves

A cozy oversized sweater paired with AG Jeans is perfect for the cooler November weather. I like to add a colorful scarf from Anthropologie for a pop of color and warmth.

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Layering with Long Coats

One item I couldn’t live without during my November trip was a long wool coat. J.Crew has some timeless options that not only keep you warm but also look great with any outfit.

Boots and Booties

During this time of year, your footwear should definitely include ankle boots or knee-high boots. I love Frye for their durability and style. They add just the right amount of rugged Nashville charm.

What to Wear in Nashville in December

December brings cooler temperatures, so you’ll need to dress warmly while still embracing that Nashville style. I visited Nashville one winter and was pleasantly surprised by how easy it was to stay cozy and stylish.

Layered Turtlenecks and Ponchos

A turtleneck under a chic poncho is a great way to stay warm and fashionable. I recommend Eileen Fisher for soft, luxurious turtlenecks, and Pendleton for ponchos that make a statement.

Warm Accessories

Don’t forget your accessories! A wool fedora and gloves add an extra layer of warmth. You’ll see lots of stylish locals wearing hats from Goorin Bros.

Jeans and Warm Boots

Just like November, jeans are your go-to for December. Add some thermal leggings underneath if it’s particularly cold. Pair them with Timberland boots to keep your feet warm and dry during the winter chill.

What to Wear in Nashville: 21 Women Outfits to Wear in Nashville

1. Denim Jacket with Floral Dress

A classic combo for Nashville is a light denim jacket over a floral sundress. It’s perfect for the city’s spring or fall weather, balancing casual and feminine styles.

2. Fringe Jacket with Skinny Jeans

Channel your inner country star with a fringe jacket paired with skinny jeans. This look is perfect for a night out at the honky-tonk bars.

3. Plaid Shirt with Denim Shorts

Stay casual yet stylish with a plaid shirt tucked into denim shorts. It’s a nod to Nashville’s country roots while keeping you cool during summer.

4. Cowboy Boots with a Boho Dress

Nothing says Nashville like a pair of classic cowboy boots. Pair them with a boho dress for a festival-ready look or a day of exploring the city’s sights.

5. Band Tee with Leather Jacket

For a cool and edgy vibe, go for a band tee and throw on a leather jacket. Pair it with black jeans for the perfect concert or music hall look.

6. Chambray Shirt with White Jeans

A chambray shirt is a great way to rock a relaxed yet polished style. Wear it with white jeans for a fresh, casual Nashville outfit.

7. Maxi Dress with Statement Belt

A flowy maxi dress paired with a statement belt adds a bit of country flair while keeping you comfortable. This is ideal for daytime sightseeing or dining out.

8. Flannel Shirt with Distressed Jeans

Embrace the laid-back vibe of Nashville with a flannel shirt worn over a basic tee, paired with distressed jeans. Add ankle boots for a casual, rugged look.

9. Suede Skirt with a Turtleneck

A suede skirt combined with a turtleneck gives you a stylish and cozy option for the cooler months. Pair it with booties for the ultimate Nashville look.

10. Western Belt with Midi Dress

Add a touch of Nashville’s Western style with a Western belt around a midi dress. This easy outfit is perfect for brunch or shopping downtown.

11. Graphic Tee with Denim Jacket and Skirt

For a mix of casual and chic, go for a graphic tee, a denim jacket, and a mini or midi skirt. This look is versatile and works for both day and night.

12. Oversized Sweater with Leather Leggings

When the weather cools down, an oversized sweater with leather leggings is a chic and cozy outfit choice. Pair with ankle boots for a complete look.

13. Floral Midi Dress with Ankle Boots

A floral midi dress is a versatile choice for Nashville’s unpredictable weather. Pair it with ankle boots for a cute and comfortable look.

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14. Denim Jumpsuit with Cowboy Hat

A denim jumpsuit offers a stylish twist on the classic country look. Top it off with a cowboy hat for a fun Nashville-inspired outfit.

15. Bell-Sleeve Top with High-Waist Jeans

Channel a bit of Southern charm with a bell-sleeve top paired with high-waist jeans. This outfit is perfect for Nashville’s many country music venues.

16. Corduroy Skirt with Blouse

A corduroy skirt combined with a lightweight blouse is a stylish option for fall. Add knee-high boots to complete the look.

17. Kimono with Denim Cutoffs

A flowy kimono paired with denim cutoffs is perfect for summer. It adds a bohemian touch to a classic Nashville look.

18. Cropped Sweater with High-Waist Shorts

For cooler summer evenings, a cropped sweater worn with high-waist shorts offers comfort and style, especially for rooftop bars or music festivals.

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19. Peasant Blouse with Maxi Skirt

A peasant blouse paired with a maxi skirt offers a relaxed, boho-chic look that’s great for casual daytime exploring in Nashville’s trendy neighborhoods.

20. Faux Leather Jacket with Midi Skirt

For an edgier take on the Nashville look, pair a faux leather jacket with a midi skirt and combat boots for a stylish night out.

21. Western-Inspired Dress with Belt and Booties

Opt for a Western-inspired dress with a belt to accentuate your waist. Pair it with booties for a look that’s both chic and comfortable for walking around the city.

What to Wear in Nashville for Women Over 50

Nashville has a relaxed, laid-back vibe, but that doesn’t mean you can’t look stylish at any age. When I visited Nashville in my 50s, I wanted to find a balance between comfort and confidence, and it’s totally doable!

Casual Dresses and Denim Jackets

For daytime exploring, a casual dress paired with a classic Levi’s denim jacket works perfectly. You get the ease of movement while still looking put together. Plus, denim jackets are a Nashville staple—they add a touch of Southern charm to any outfit.

Comfortable Jeans and Blouses

If dresses aren’t your thing, opt for well-fitted jeans. I recommend NYDJ’s Marilyn Straight Jeans for women over 50—they’re flattering and super comfortable. Pair your jeans with a flowy blouse from Madewell for a casual yet chic look.

Footwear

Comfortable shoes are a must for all the walking you’ll do. I personally love Clarks for their stylish yet comfortable boots. You can go for ankle boots or low-heeled boots to keep the country vibe while keeping your feet happy.


5 FAQs on What to Wear in Nashville

  1. Can I wear cowboy boots in Nashville? Absolutely! Cowboy boots are a Nashville classic and fit right in with the city’s country vibe. Whether you’re visiting for a concert or exploring downtown, cowboy boots add authenticity to your look.
  2. Is it okay to wear dresses in the fall in Nashville? Yes! Just make sure to layer with tights or pair your dress with a cozy jacket or cardigan.
  3. What’s the best footwear for walking around Nashville? Comfortable boots or sneakers are your best bet for walking. Nashville’s streets are often cobblestone, so heels aren’t always practical.
  4. Should I pack a jacket for Nashville in November? Definitely! November can get chilly, especially at night, so bring a warm jacket or coat.
  5. What should I wear to a Nashville concert? For concerts, go for a trendy yet comfortable outfit. Think denim, leather jackets, and stylish boots. Concerts in Nashville are casual but fun, so dress with comfort and style in mind.

Tips for Dressing in Nashville

  1. Blend Comfort with Style: Nashville is stylish, but comfort is key. Pick pieces that allow you to enjoy your day without discomfort.
  2. Layer Up: Especially if you’re visiting in fall or winter, layering is essential to staying warm.
  3. Embrace the Southern Flair: Don’t shy away from cowboy boots, flannel shirts, or leather jackets. These add authenticity to your look.
  4. Pack for the Weather: Nashville weather can vary, so check the forecast before you go and pack accordingly.
  5. Go for Versatile Pieces: Items like denim jackets, comfortable jeans, and stylish boots will take you from day to night effortlessly.

There you have it—everything you need to know about what to wear in Nashville, no matter your age or the season. Nashville is a city full of life and music, and your outfits should reflect that energy. From casual day looks to outfits perfect for a night out on Broadway, you’ll be ready to soak in everything this amazing city has to offer!


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