Skip to Content
From The Guest Room is reader-supported. When you buy through links on our site, we may earn an affiliate commission. Read more

25+ Off-the-Shoulder Dresses with Cowboy Boots Outfits for A Romantic Charm

25+ Off-the-Shoulder Dresses with Cowboy Boots Outfits for A Romantic Charm

Get ready to mix it up with off-the-shoulder dresses and cowboy boots! This guide is all about helping you pair these two beloved wardrobe staples to create stylish and comfy looks.

If you’re going to a picnic, a party, or just out for a stroll, you’ll find the perfect outfit inspiration right here.

Let’s dive into some fun and fashionable ways to rock this trendy combo and turn heads wherever you go!

Off-the-shoulder Dresses with Cowboy Boots Outfits

1. Start with a white crochet off-the-shoulder dress that balances intricate detailing with a casual vibe. The knee-length cut makes it versatile for both day and evening outings.

Add a wide leather belt to cinch the waist and bring structure to the soft silhouette. Pair with traditional brown cowboy boots to keep the outfit grounded in its rustic roots.

Accessorize with layered necklaces and a simple bracelet to enhance the bohemian feel.

A woman wears off shoulder lace dress with brown cowboy boots

2. For those who love a bit of drama and color, a fiery red, sequined off-the-shoulder dress is a showstopper.

The dress’s fluttery, asymmetrical hemline invites movement, making it perfect for a night out dancing or a festive gathering.

Pair it with metallic cowboy boots to reflect the dress’s sparkle and complete the ensemble with statement earrings that complement the vibrant tone of the dress.

A woman wears silver cowboy boots with a red dress

3. Opt for a soft, earth-toned off-the-shoulder dress with delicate ruffle details for a sweet, pastoral look. This outfit is ideal for a relaxed day in the countryside or a quaint garden party.

The flowing fabric and gentle hues pair beautifully with suede cowboy boots and a matching straw hat, emphasizing a laid-back, rustic elegance.

A simple pendant necklace and a vintage-inspired wristwatch would finish this look perfectly.

A woman wears cowboy boots with a long dress and a straw hat

4. This beautiful ensemble features an intricate white lace off-the-shoulder dress that epitomizes rustic charm.

Paired with elaborately designed cowboy boots, this outfit is perfect for a day out in the country or a casual brunch.

The dress’s delicate lace details and flirty length are complemented by the rugged appeal of the boots, striking a perfect balance between feminine and rustic.

A wide-brimmed hat adds a stylish touch, enhancing the pastoral vibe.

A woman wears cowboy boots with off-shoulder dress

5. This look combines a simple yet elegant white off-the-shoulder dress with sturdy brown short cowboy boots, ideal for a relaxed outdoor event or a stylishly laid-back day.

The dress’s subtle eyelet details and flared sleeves add a touch of romance to the ensemble, while the boots provide a practical and fashionable foundation.

Accessorize with minimal jewelry and a rustic leather belt to define the waist and complete the chic country aesthetic.

A woman wears lace dress with cowboy boots

6. Capture the joyful essence of summer with a bright yellow ruffled off-the-shoulder dress. This bold, playful look is perfect for outdoor concerts or amusement park adventures.

Red cowboy boots make a striking contrast, turning heads and adding excitement to the outfit. Keep accessories simple with a minimalist choker and a few bangle bracelets to let the dress and boots shine.

A woman wears a ruffle yellow dress with red cowboy boots

7. If you’re drawn to natural fabrics and subtle designs, a beige, off-the-shoulder dress with orange floral embroidery offers a beautiful blend of simplicity and detail.

This choice is great for a casual meet-up with friends or a relaxed day at an art fair.

Complement the outfit with brown cowboy boots. A simple straw tote would be the perfect carryall for this charming ensemble.

A woman wears cowboy boots with a festival dress

8. Here’s a unique twist on bridal wear—a stunning off-the-shoulder satin gown paired with detailed cowboy boots for a mix of traditional elegance and country flair.

This choice is perfect for a rustic wedding or a chic bridal photo shoot in a natural setting.

The smooth satin of the dress contrasts beautifully with the intricate patterns of the boots, creating a memorable bridal look.

Simple jewelry and a natural hairstyle would complement this outfit wonderfully.

a woman wears brown cowboy boots with white wedding dress siting on a chair

9. Embrace your special day with a unique twist by choosing an off-the-shoulder lace dress with long, flowing sleeves.

The full-length dress exudes sophistication, perfect for a rustic wedding or an elegant outdoor event.

Pair it with classic cowboy boots and a matching wide-brimmed hat to keep the look cohesive and chic. Accentuate with delicate gold jewelry to add a hint of sparkle.

a woman wears white cowboy boots with a wedding dress and a hat

10. For a youthful and vibrant look, opt for a short white dress with eyelet details. This dress style is perfect for casual summer outings or a fun date night.

Pair it with dark brown cowboy boots to contrast the light fabric and add depth to the outfit.

A simple leather belt can define the waist and give structure to the breezy dress. Keep accessories minimal with stud earrings and a dainty bracelet.

a woman wears cowboy boots with a white dress

11. Choose an off-the-shoulder dress with a high-low hemline for a playful yet romantic outfit.

The intricate lace details and the ruffled neckline add a whimsical charm, suitable for a daytime event or a casual wedding.

Black cowboy boots can offer a bold contrast, while a slim black belt cinches the waist for a flattering silhouette.

A clutch with subtle embellishments complements the intricate patterns of the lace.

A woman wears black cowboy boots with long dress

12. For those beach outings or tropical vacations, a light blue floral off-the-shoulder dress is the perfect choice.

The breezy material and floral prints evoke a sense of calm and relaxation. Light brown or beige cowboy boots will keep the outfit light and airy.

Accessorize with silver bangles and a delicate anklet to embrace the beach vibe fully.

A woman wears summer off-the-shoulder dress with ankle cowboy boots

13. A short floral print dress with off-the-shoulder sleeves offers a fresh take on country chic. This look is ideal for a picnic or a day exploring a new town.

The floral pattern adds a touch of femininity, while the rugged texture of brown cowboy boots brings an earthy balance.

A straw hat and a simple chain necklace would perfectly round off this charming ensemble.

A woman wears off shoulder floral dress with brown cowboy boots

14. Embody the bohemian spirit with an off-white, airy dress that combines ease with elegance.

The off-the-shoulder cut and loose fit are perfect for hot summer days spent outdoors or at a music festival.

Complement this look with suede cowboy boots in a warm hue and a colorful beaded necklace for a pop of color.

A woman wears brown cowboy boots with white dress on the ranch

15. Embrace boho style with this off-the-shoulder dress featuring earthy tones and tribal-inspired accents.

Paired with tan cowboy boots, this outfit is perfect for music festivals or a day exploring the arts district.

The dress’s loose fit and layered look add movement and an artistic flair, while the boots ground the outfit with a touch of ruggedness.

Accessorize with chunky bracelets and a statement necklace to enhance the bohemian vibe.

A woman wears lace dress with brown cowboy boots

16. Choose a white lace off-the-shoulder dress with delicate floral details for a touch of whimsy.

The flared sleeves and layered skirt add a playful, ethereal quality that’s perfect for a garden party or bridal shower.

Pair with white cowboy boots that match the dress for a monochromatic look. Accessorize with a floral headband and pearl earrings to enhance the romantic vibe.

A woman wears white cowboy boots with a white lace dress

17. Stand out in a floral print off-the-shoulder dress that boasts a kaleidoscope of colors. The midi length is versatile and suitable for both day events and casual evenings out.

Bold red cowboy boots echo some of the vibrant tones in the dress, creating a cohesive and eye-catching outfit.

A matching red hat and a simple leather crossbody bag pull the entire look together, making it both functional and fashionable.

a woman wears midi floral dress with red ankle cowboy boots

18. For a more urban, edgy look, select a plaid off-the-shoulder mini dress. This choice is great for an evening out or a casual meet-up with friends.

Brown suede cowboy boots soften the structured look of the plaid, while a black cowboy hat with a silver band adds a touch of city sleekness.

a woman wears brown cowboy boots with an off the shoulder dress

These outfits show that mixing textures and patterns with different styles of cowboy boots can result in looks that cater to various tastes and occasions.

From subtle and romantic to bold and spirited, these combinations encourage personal expression through fashion.

Keep experimenting with accessories to find the perfect balance for your unique style.

Black Off-the-shoulder Dresses with Cowboy Boots Outfits

Black off-the-shoulder dresses paired with cowboy boots create a chic and bold contrast.

This combination allows for versatility in dressing up or down, making it suitable for a range of occasions from casual outings to more formal events.

1. Opt for a flowing black off-the-shoulder dress that moves gracefully with every step. The simple, elegant lines of the dress are complemented by the rugged texture of the boots.

Perfect for a walk in the woods or a countryside picnic, this dress pairs beautifully with white cowboy boots to create a striking contrast.

A woman wears black dress with white cowboy boots

2. A structured black dress with a high-low hemline offers a modern take on the classic look.

Ideal for an art gallery visit or a chic café brunch, this dress paired with black leather cowboy boots exudes a refined urban appeal.

Add a sleek clutch and a statement watch to enhance the sophisticated vibe.

A woman wears off-shoulder dress with cowboy boots and is standing next to the window

3. For evenings out, a black off-the-shoulder dress adorned with subtle floral prints brings just the right amount of flair.

The side slit adds a hint of allure, perfectly complemented by dark cowboy boots. This ensemble is great for dinner dates or evening events.

A woman wears cowboy boots with a black floral high slit dress

4. Make a bold statement in a black off-the-shoulder dress. This look is tailor-made for a concert or a night at the opera.

Pair with high-heeled cowboy boots to elevate the outfit literally and figuratively. A chunky necklace and a bold red lip can add an extra touch of drama.

A woman wears black off-shoulder dress with black cowboy boots

5. For a day out in the city, a short black off-the-shoulder dress with subtle sequin details provides a trendy and versatile option. White cowboy boots add a fresh twist, making the outfit stand out.

A small bright-colored handbag and oversized sunglasses give this look a playful yet chic edge, perfect for shopping or a casual meet-up.

A woman wears white cowboy boots with an off shoulder black dress

6. This stunning ensemble features a luxurious black off-the-shoulder dress with a dramatic thigh-high slit, offering a mix of sophistication and allure.

The sleek texture of the dress with shiny black cowboy boots creates an elegant yet edgy look, perfect for high-end social events or a romantic dinner.

The outfit is beautifully accented with classic gold jewelry and a subtle yet striking makeup look, ensuring all eyes are on you.

A woman wears cowboy boots with black long off-shoulder dress

7. Embrace a relaxed yet stylish vibe with this floral off-the-shoulder midi dress.

The rich floral patterns set against a dark background provide a lovely contrast with the rugged texture of the black cowboy boots.

This look is ideal for an evening stroll or a casual outdoor event.

a woman wears black ankle cowboy boots with a black floral dress

Each of these outfits showcases the versatility of black off-the-shoulder dresses when paired with cowboy boots.

If you’re aiming for a look that’s refined, playful, or boldly chic, these combinations prove that you can’t go wrong with this stylish duo.

Accessories play a key role in defining the overall mood of your outfit, so choose them wisely to match the occasion and your personal style.