15 Ideas To Mix & Match Holiday Evening Dresses: Simple & Elegant

Key Takeaways

• Lightweight sundresses, chic shirt dresses, and maxi dress are trending yet elegant holiday evening dresses. Explore the full list and find your perfect match in this article!
• With practical tips, the article makes it easy to mix and match holiday going out outfits. For example, pair a boho midi dress with wedge sandals for casual dinners, or opt for an off-shoulder dress with statement jewelry for a lively market night. Discover in specific below!

Holiday Evening Dresses

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15 Holiday Evening Dresses Outfit Ideas

1. The Timeless Maxi Dress

A maxi dress can never go wrong when it comes to holiday evening dresses. Its long, flowing style is comfy and elegant, ideal for warm holiday evening outfits. 

For a trendy look, pick bright prints or simple colors like navy or coral for a classy look. Then, pair your maxi dress with sandals and a pair of earrings to finish off the outfit. 

These dresses for holiday evening plans are great for beach dinners or a stroll in town. If you’re not sure what to wear on holiday in the evening on summer holiday, a maxi dress can always be a go-to option.

The Timeless Maxi Dress

Check out: Desigual - Desigual Women Dress

2. The Simple Slip Dress

Slip dresses are smooth and stylish, perfect for fancy holiday night outfits. 

We recommend you choose one in shiny satin or a vivid color like green or red to stand out. Don’t forget to add strappy sandals and a small clutch bag to complete the look. These holiday evening dresses are excellent picks for holiday going out outfits, especially when you want to go for something quick yet never go out of style. 

 The Simple Slip Dress. Source: LUNYA

Check out: Only - Only Women Dress

3. The Flattering Wrap Dress

Wrap dresses are comfy and look great on all body types. They are perfect whether on holiday evening outfits or even a brunch date. 

Here is how we recommend you mix and match with a wrap dress: Go for fun prints or bright colors to match the holiday vibe. Then, pair them with wedge sandals or comfy heels for a relaxed but polished look. 

These dresses for holiday evening outings are lightweight and easy to pack, making them a top choice for summer holiday evening outfits.

The Flattering Wrap Dress. Source: Walmart

Check out: Only - Only Women Dress

4. The Little Black Dress

A little black dress is a must-have for any holiday wardrobe. It’s perfect for holiday night out outfits, whether you’re heading to a rooftop bar or a romantic dinner. 

To highlight your look, add small details like lace, sparkles, or a unique neckline. Then, we prefer low heels to make it extra fancy. However, any type of heels can perfectly pair with a black dress. 

A black dress is one of the go-to holiday evening dresses on a night when you feel indecisive. It is indeed a go-to pick for holiday going out outfits.

The Little Black Dress

Check out: Alviero Martini Prima Classe - Alviero Martini Prima Classe Women Dress

5. The Boho Midi Dress

A boho midi dress is a great choice for relaxed summer holiday evening outfits. 

The most favorable is flowing fabric for that cute, aesthetic look. These holiday evening dresses fit best when paired with wedge sandals and simple jewelry. 

Boho mini dresses are ideal for most occasions, like casual dinners, evening markets, or even seaside drinks, without too much effort.

The Boho Midi Dress

Check out: Vila Clothes - Vila Clothes Women Dress

6. The Bright Sundress

If you have to consider another summer holiday evening outfits,  a sundress is a good option, especially when you want to keep things light and fun. 

Choose one in a vibrant color or floral print to match the holiday mood. Pair it with comfy sandals or wedges and a simple bag for a relaxed but stylish look. These dresses for holiday evening events are great for casual dinners or exploring local markets. 

If you’re wondering what to wear on holiday in the evening, a sundress offers the perfect mix of comfort and charm, making it ideal for easy-going holiday going out outfits.

 The Bright Sundress

Check out: Desigual - Desigual Women Dress

7. The Chic Shirt Dress

Impressive holiday evening outfits do not have to be complicated, they can be comfy yet stylish, like shirt dresses. 

A chic shirt dress can be dressed up or down, making them incredibly versatile. 

Here is how to mix and match your look with a shirt dress: Pick a lightweight fabric and pair it with a belt to add shape. Complete the look with sandals or ankle boots for a modern twist. 

In short, a shirt dress is a practical option for dresses for holiday evening occasions, keeping you cool while looking effortlessly outstanding.

The Chic Shirt Dress

8. The Sparkly Sequin Dress

For a glamorous look, try a sequin dress as your go-to for holiday night out outfits. 

The holiday night will be extra sparkling when choosing silver, gold, or rose gold for a dazzling effect. As the dress is fancy on its own, you only need to complete the look with simple heels and jewelry. 

Ideal for parties or special events, sequin dresses are standout holiday evening dresses that make you feel festive and confident. If you’re not sure what to wear on holiday in the evening for a big night out, a sparkly dress will make sure all eyes are on you.

The Sparkly Sequin Dress

Check out: Desigual - Desigual Women Dress

9. The Cool Jumpsuit

Instead of a dress, why not try something uniquely different, like a jumpsuit?

It is a modern and stylish alternative to traditional holiday evening dresses. 

Jumpsuits are easy to move in and look great in photos, making them perfect for summer holiday evening outfits when you want something chic and comfortable.

The mix and match for this outfit can be as simple as choosing one in a lightweight fabric with a relaxed fit. Or go for a tailored design for a smarter look. Then, finalize your look with statement earrings and strappy sandals to complete your holiday going out outfits. 

The Cool Jumpsuit. Source: Amazon

10. The Romantic Lace Dress

If you ask what to wear on holiday in the evening, a lace dress should always be included in this list.

They are timeless and elegant, making them a fantastic pick for holiday evening outfits.

For a romantic vibe, you can go for pastel shades or classic white. However, vivid colors like black, red, or blue can slay the night. We suggest pairing your look with nude heels or flats, then earrings or necklaces are the two accessories that can brighten up your lace dress.

These dresses for holiday evening occasions are ideal for candlelit dinners or special celebrations.

The Romantic Lace Dress

Check out: Calvin Klein Jeans - Calvin Klein Jeans Women Dress

11. The Relaxed Halter Dress

A halter dress is a simple yet stylish choice for holiday evening outfits. With its sleeveless design and flowing fabric, it’s perfect for warm summer nights. 

You can simply dress it with a bold tropical print or soft pastel shade to match the holiday mood. Then, choose flat sandals and a straw bag for a laid-back look or wedges for a touch of elegance. 

The Relaxed Halter Dress. Source: Pacific City

Check out: Calvin Klein Jeans - Calvin Klein Jeans Women Dress

12. The Trendy Asymmetrical Dress

For a modern twist, go for an asymmetrical dress in your holiday night outfits. With a high-low hem or an off-the-shoulder neckline, it’s a statement piece that’s still easy to wear. 

As these are summer holiday evening outfits, we recommend you pick light fabrics to keep cool. Pair with minimal jewelry and strappy heels for an elegant finish. These holiday evening dresses are perfect for a night at a rooftop bar or a fancy dinner.

13. The Elegant Midi Slip Dress

A midi slip dress gives you a girly vibe, needed for a romantic holiday night out, or even a formal setting. 

One of the slip dress trends on social media is to pick satin or silk for a luxurious feel and then complete the look with jewel tones or soft neutrals to suit the occasion. This outfit may sound simple, but it is one of the hits in 2024 and is still going.  

14. The Vibrant Off-Shoulder Dress

An off-shoulder dress is playful and perfect for summer holiday evening outfits. 

Look for bright colors like coral, turquoise, or yellow to capture the holiday spirit. Then, combine with espadrilles and a statement necklace for a cheerful, eye-catching look. These holiday evening dresses are great for outdoor dinners or exploring local markets at night. 

The Vibrant Off-Shoulder Dress

Check out: Guess - Guess Women Dress

15. The Sophisticated Wrap Maxi Dress

A wrap maxi dress is a beautiful and flattering option for holiday evening outfits. It combines the flowy elegance of a maxi dress with the waist-cinching style of a wrap dress. 

Here is our recommendation to dress up your maxi dress: First, pick a soft floral print or a bold monochrome design for versatility. Then, wear strappy sandals and a delicate necklace to complete the outfit. 

If you’re unsure what to wear on holiday in the evening, a wrap maxi dress is always an easy and stylish choice.

The Sophisticated Wrap Maxi Dress. Source: Alibaba