Have a trip to Nashville planned? Whether you’re heading to Music City on a couple’s trip, bachelorette, family vacation, or weekend getaway, we’ve got your outfits covered!
Cute Looks For Nashville To Inspire You
If you want to dress on theme for your Nashville trip without venturing into costume territory, you’re in luck. I’ve spent some time scrolling the Internet for the chicest Nashville outfit ideas you’ll look and feel your best in.
Whether you want to fit in with the locals or stand out from the crowd, there’s something here for everyone. Think Western-inspired accessories, lots of denim, and everyday pieces you can re-wear long after your trip.
Ready? Let’s giddy up!
Denim midi skirt, leather jacket + suede booties.
This affordable leather jacket styled with a denim midi skirt (try this one from Petal & Pup!) never fails, in my opinion. It’s a combo that is simple but put-together (and includes items you probably already have in your wardrobe). A black bodysuit and crossbody bag tie in the leather jacket, while suede cowboy ankle boots add a touch of Southern charm.
This is the perfect example of a Nashville outfit with a subtle interpretation of cowgirl chic. Wear it for dinner, a bar crawl, outdoor events, or exploring the city. If the weather is too warm, just ditch the leather jacket!
Oversized denim jacket + bloomer shorts.
This next Nashville outfit is one of my favorites—plus, it can be re-worn all spring and summer long! Start with a simple base of a white tee and bloomer shorts. Kathleen is wearing this pair from Free People, which comes in a ton of cute neutral colors! Throw on an oversized jacket, this STAUD suede bag, and chunky gold jewelry to complete the outfit.
The beauty of this look is that it’s so versatile. You can wear it with suede boots, trendy mesh flats, or kitten heels for going out.
Denim set + western accessories.
Let a matching denim set do all the work for you!
You’re bound to see Nashvillains wearing tons of denim, but this unique Free People denim set gives your look a cool edge. Whether you opt for a full-length skirt and cropped top or a denim corset and mini skirt, this combo is simple, cute, and definitely Instagram-worthy!
To finish the look, include Western-inspired accessories like a cowboy hat, leather bag, and big buckle belt.
White mini dress + cowboy boots.
If you’re going to Nashville in spring or summer, you can’t go wrong with a flirty white mini dress (this affordable option from Amazon is perfect!) and cowboy boots. This sweet and easy look is the perfect go-to, whether you’re heading to a concert, brunch, or rooftop drinks. Plus, a flowy mini dress is flattering on absolutely everyone, including my mid-size and plus-size girls. Dress it up with a fringe shoulder bag and cute jewelry, and you’re ready to go!
Style tip: No other footwear is worn more in Nashville than a pair of cowboy boots. Whether you opt for a traditional pair or a more Western-inspired pair, you’re sure to be strutting around Broadway in style.
Denim midi skirt, tailored vest + trucker hat.
This is such a cute Nashville outfit for those of you who don’t want to wear a cowboy hat. All you need to recreate the look is a denim midi or maxi skirt (ideally one with a slit so you can show off your cowboy boots) and a lightweight vest top. Vest tops might seem out of place for a Nashville trip, but they can be dressed up or down. Plus, they bring a stylish contrast to a laid-back look.
If you’re not into cowboy hats, pack a trucker hat instead! This popular Y2K accessory is still on-trend for 2025 and adds a carefree vibe to any outfit. How cool would this look for a day of touring downtown’s best bars, restaurants, and shopping?
Gingham dress, moto boots + a suede bag.
Gingham is one of my favorite 2025 trends, and it’s a super cute way to add a “coastal cowgirl” touch to your Nashville outfits. I’m swooning over this smocked mini dress from Anthropologie (it also comes in yellow) and all the ways you can style it this summer. For Nashville, copy Karly and pair it with Western-inspired moto boots and a brown suede bag. Yep, it really is that simple!
White floral dress, leather jacket + Western boots.
These boots were made for walking. And everything else your Nashville trip has to offer! Editor-in-chief Christal styled these mid-calf Iowa boots from Dream Pairs with a floral knit dress from Reformation (this color is sold out, but you can find it in brown) and a chunky leather bomber jacket.
Nashville gets pretty hot in the summer, so this look is better suited for a fall or winter trip. Or, for the summer, swap the leather jacket for a denim vest!
Style tip: Opt for mid-calf boots if you plan on wearing a lot of midi-length dresses or skirts. They’ll be the most flattering!
Denim vest, fringe skirt + cowboy hat.
Nothing will make you feel cuter and more country than a fringe skirt and cropped denim vest. Lean into the cowgirl aesthetic by accessorizing with a cowboy hat and matching boots. I love this look for a music festival, country concert, or impromptu photoshoots all around town. No matter where you go, be prepared for endless compliments.
Oversized tee, jean shorts + statement boots.
Need some casual outfit inspo? The combo of daisy dukes (aka denim cut-offs) and cowboy boots is an all-time classic you can wear on repeat throughout your Nashville trip. For a morning café run, take Maddie’s lead and wear yours with an oversized tee or a flowy cotton blouse if you want something more boho.
Style tip: Statement cowboy boots take any Nashville outfit to the next level.
Fringe jacket, high-waisted jeans + kitten heels.
Classic jeans and a suede jacket are two pieces that will always be stylish. So naturally, they look stunning worn together. In my opinion, a suede jacket is the best way to add a subtle country flair to your Nashville outfits without venturing into costume territory. Extra cool-girl points if your jacket has a touch of fringe!
Take a page from Christal (our editor-in-chief) and style with a black bodysuit, leather accessories, and kitten heels to strike the ideal balance of elevated and casual. Light-wash jeans add to the effortless vibe, but you could also opt for black jeans or denim cut-offs.
Crop top, leopard skirt + oversized blazer.
Not all Nashville outfits have a country vibe! Combine a silk or satin maxi skirt with a cropped tank and oversized blazer for a dressy look that fits in with Music City locals.
A leopard print skirt makes a stylish statement but opt for a plain-colored skirt if you prefer a more subdued look. Throw on kitten heels and a trendy bag, and you have the perfect downtown date night outfit!
Cowgirl printed shirt, mini skirt + boots.
A Nashville trip is the perfect opportunity to break out all the cowboy-themed pieces in your wardrobe! Kelsey’s linen shirt is available here. And you can get a similar effect with a Western printed tee and denim-cut offs. This Re/Done cowgirl tee is really fun, and I also love this baby tee from Abercrombie.
Leather + metallic.
Have a girl’s weekend or bachelorette trip in the books? I’m obsessed with this look for a night of drinks and dancing.
A full leather look toes the line between city girl chic and Western wear (à la Beyonce), which is perfect for Nashville nightlife! Pair yours with metallic accessories on a night out for a fun and festive look.
Style tip: If a matching leather set is out of your comfort zone, opt for just the top or pants and mix and match them with casual pieces like jeans or a white tank.
Red gingham set + white boots.
If you’re a one-and-done gal, opting for a matching set can make putting together cute Nashville outfits all the easier. Not sure what to look for? A red and white gingham set is flirty, playful, and exudes the ‘yeehaw’ energy we know and love. Taylor rocked this matching set from Majorelle with tall white boots. There’s also this mini dress in the same print, which is super cute!
Make it feel less costumey with minimal to no jewelry and effortlessly tousled hair.
Slip-style dress + matching accessories.
It’s hard to think of an easier (or cuter) outfit formula than this! Grab your favorite midi dress—like this polka dot slip-style dress—and pair it with mid-calf cowboy boots, a wide-brim fedora, and a crossbody denim bag. Bonus points if your bag and boots match! If you want to inject even more Southern flair into your outfit, try a cow print satin dress like this one from Zara.
Style tip: Every cowgirl has a bolo tie necklace, so remember to pack one for your trip. Free People has a ton of cute ones right now!
If you loved this article, don’t miss our full guide on What To Wear In Nashville!
