The holiday season is officially here, and you know what that means – invitations are rolling in for everything from cozy family gatherings to elegant office parties. If you're anything like us, you want to look polished and put-together while staying true to your personal style. That's why we've rounded up our favorite modest holiday outfits that are both festive and timeless.

Whether you're searching for the perfect modest holiday party dress or wondering how to style separates for maximum impact, we've got you covered. Let's dive into some outfit inspiration that will have you feeling confident and beautiful all season long!

THE POWER OF A STATEMENT MIDI DRESS

There's something so effortlessly chic about a midi dress, and for holiday parties, they're absolutely perfect. The length is elegant and modest, while still feeling special enough for any celebration on your calendar.

Leopard Print with a Twist

Who says leopard print can't be party-appropriate? Our 'Glory' Leopard Print Denim Midi Dress is proof that animal print can be both modest and sophisticated. The denim texture gives it a unique edge, while the midi length keeps it perfectly appropriate for any holiday gathering. This is one of those modest holiday outfits that works for everything from brunch with the girls to an evening party.

Tartan Perfection

Nothing says "holidays" quite like plaid, and the 'Josephine' Tartan Plaid Tiered Midi Dress is giving us all the festive feels. The tiered silhouette adds movement and interest, while the classic tartan pattern feels quintessentially seasonal. This is the kind of dress you'll reach for year after year – it's a true holiday wardrobe staple. Add tights, ankle boots, and delicate jewelry for a look that's ready for any holiday part on your schedule.

Pretty in Plaid (Again!)

Can you ever have too much plaid during the holidays? We don't think so! The 'Ellie' Bow Front Plaid Midi Dress features the sweetest bow detail that adds a feminine touch to the classic pattern. It's modest, it's charming, and it's incredibly versatile. Dress it up with heels or keep it casual with ballet flats – either way, you'll look absolutely darling.

Satin Dreams

For those times when you want something a little more dressed up, the 'Katiya' Satin Tie Waist Pleated Midi Dress in champagne is pure elegance. The satin fabric catches the light beautifully (hello, holiday photos!), and the tie waist creates a flattering silhouette. This is your go-to for more formal holiday events – think company parties, anniversary dinners, or New Year's Eve celebrations. The modest neckline and midi length mean you can enjoy the night without any wardrobe worries.

Gingham Charm

Don't underestimate the charm of gingham for holiday parties! The 'Johanna' Cotton Gingham Midi Dress offers a fresh take on holiday dressing. It's crisp, classic, and it's wonderfully comfortable. This is perfect for daytime holiday events or more casual gatherings where you still want to look polished.

Velvet Luxury

Velvet and the holidays are a match made in heaven. Our 'Sophia' Square Neck Velvet Midi Dress in dusty lavender is absolutely stunning. The square neckline is both modest and modern, and the velvet fabric feels luxurious without being over-the-top. This is one of those modest holiday party dresses that makes you feel stylish while staying true to your style preferences.

Ruffle Details

The 'Kenzi' Ruffle Detail Knee Length Dress is sweet sophistication at its finest. The ruffle details add just the right amount of visual interest without overwhelming the silhouette. It's feminine, modest, and perfect for those holiday parties where you want to look put-together but not too formal.

Classic Florals

Who says florals are only for spring? The 'Naomi' Long Sleeve Floral Midi Dress proves that the right floral print works beautifully for holiday gatherings. The long sleeves make it ideal for winter celebrations, and the modest midi length means you'll be comfortable all evening long. This is especially lovely for daytime holiday events or festive brunches.

Polished Perfection

Sometimes the most elegant option is a classic shirt dress, and the 'Libby' Collared Button Down Midi Dress delivers exactly that. The collared neckline and button-down styling feel crisp and professional, making this perfect for office holiday parties or family gatherings. Add your favorite heels for an instantly polished look.

THE ART OF SEPARATES

While dresses are always a great option, sometimes mixing separates can create an even more interesting and personal holiday party outfit. Here are some of our favorite combinations that prove modest clothing can be incredibly stylish.

Sweater Vest + Midi Skirt

This combination is having a major moment, and we're here for it! Pair the 'Pearl' Relaxed Sweater Vest with the 'Magnolia' Floral Pleated Midi Skirt for a look that's both current and timeless. The sweater vest feels preppy and sophisticated, while the floral pleated skirt adds movement and femininity. Layer a collared shirt underneath the vest for extra polish, or wear it on its own for a more relaxed feel. This is the kind of modest holiday outfit that works for multiple occasions throughout the season.

Cardigan + Maxi Skirt

The 'Holly' Plaid Bow Cardigan paired with the 'Camille' Maxi Skirt is cozy elegance at its finest. The plaid bow cardigan brings in that holiday pattern we all love, while a flowy maxi skirt creates a beautiful, modest silhouette. This combination is perfect for those events where you want to be comfortable and stylish – think holiday markets, caroling parties, or casual family get-togethers.

FINISHING TOUCHES

No holiday party outfit is complete without the right outerwear! The 'Felicia' Double Breasted Peacoat is the perfect topper of any of these looks. It's structured, classic, and will keep you warm as you head from your car to the party. A good peacoat is an investment piece that works with everything in your wardrobe, not just your holiday outfits.

STYLING TIPS FOR MODEST HOLIDAY OUTFITS

Here are a few quick tips to make any of these modest holiday party outfits shine:

Accessorize thoughtfully. Delicate jewelry, a structured handbag, and elegant heels can elevate event the simplest dress. For holiday parties, don't be afraid to add some more accessories or jewelry.

Layer with intention. A tailored blazer, cozy cardigan, or statement coat can completely transform your look while keeping you warm and modest. Plus, layers give you options if you're moving between different temperature settings throughout the evening.

Choose the right shoes. Midi dresses and skirts look stunning with heeled boots or even dressy flats. Pick footwear that makes you feel confident and comfortable – you'll be standing and mingling for a while!

Consider your undergarments. The right slip and undergarments can make any dress fit and feel better. Take the time to get this foundation right, and your entire outfit will look more polished.

FIND YOUR PERFECT HOLIDAY PARTY LOOK

The beauty of modest fashion is that it allows you to feel comfortable and confident while still looking absolutely beautiful. Whether you gravitate toward classic dresses, love the versatility of separates, or want to mix and match throughout the season, these pieces from The Main Street Exchange have you covered.

This holiday season, you don't have to compromise on style to honor your preference for modest clothing. From leopard print to velvet, plaid to satin, there's a modest holiday party outfit waiting to make you feel like the best version of yourself.

Ready to start shopping? Browse these looks and more in our Holiday Collection and get ready to shine at every holiday celebration on your calendar. 

Happy holidays, and happy styling!

December 03, 2025 — Jenna Erb

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