Headbands are the chicest accessory to elevate your winter wardrobe with classic Blair Waldorf style.

<a href="https://www.lofficielusa.com/fashion/headbands-trend-thick-90s-skincare-headbands-to-wear-now">Headbands</a> are a timeless accessory to pair with your favorite looks this upcoming holiday season.&nbsp;The variety of wide and skinny options, from&nbsp;<a href="https://www.lofficielusa.com/fashion/headband-trend-90s-y2k-fashion-accessory" target="_blank" rel="noopener">cloth to zig-zag</a> headbands, allows anyone to accessorize their hair while matching their stylish outfit.&nbsp;And in the early 2000s, every girl and her mother were in a chokehold when each week Gossip Girl showed <a href="https://www.lofficielusa.com/fashion/how-to-dress-like-blair-waldorf-this-winter-gossip-girl-out-inspiration">Blair Waldorf&rsquo;s</a> new rendition of a padded headband.&nbsp;
Thanksgiving&ndash;a.k.a. <a href="https://www.lofficielusa.com/film-tv/every-gossip-girl-thanksgiving-episode">Gossip Girl&rsquo;s</a> favorite holiday&ndash;is just around the corner. And what&rsquo;s better than spicing up your glamorous red, brown, and orange outfits with a chic and fabulous headband to <a href="https://www.lofficielusa.com/fashion/best-gossip-girl-fashion-moments-blair-waldorf-serena-van-der-woodsen">recreate looks</a> from the best episodes of the Gossip Girl era?
Right after Thanksgiving, the best <a href="https://www.lofficielusa.com/shopping/luxury-jewelry-gift-guide-holiday-2025-harry-winston-cartier-bulgari-boucheron-earrings-watches-bracelets-valuable-expensive-gems">gift-giving</a> holiday is front and center: <a href="https://www.lofficielusa.com/film-tv/christmas-films-2024-tv-series-to-watch-netflix-disney-prime">Christmas</a>. Make sure that at the top of your list is an elegant headband, and if you&rsquo;re already shopping for gifts&ndash;go you&ndash;make sure to grab one for your fashion-obsessed friend too. From simple black and browns to <a href="https://www.lofficielusa.com/shopping/polka-dot-trend-unique-going-out-tops-shopping">polka dots</a> and <a href="https://www.lofficielusa.com/fashion/gingham-evolution-dior-alaia-judy-garland-dress">gingham</a>, there are a variety to choose from that can match any curated look of your choice.
Here at L&rsquo;OFFICIEL we gathered a list of headbands from your favorite designer brands like <a href="https://www.lofficielusa.com/fashion-week/prada-spring-summer-2026-runway-looks-photos">Prada</a> and <a href="https://www.lofficielusa.com/fashion-week/miu-miu-spring-summer-2026-runway-looks-aprons">Miu Miu</a> to the best underground hair accessory brands like Arc and Bow and Lele Sadoughi. So sit back, relax, and scroll through the most Blair Waldorf-inspired headbands to start off the <a href="https://www.lofficielusa.com/shopping/luxury-fashion-gifts-ideas-for-her-holiday">holiday season</a> right.

The crystalized, padded Gucci headband is a wonderful choice for your holiday attire. It is the perfect combination of sparkle and color for any festive gathering you choose. From the deep red hue to the sparkle from the crystals, it is the perfect addition to wear to your family&rsquo;s holiday party or even a New Year's Eve celebration. 
Gucci Canvas Headband with Crystals, $820, <a href="https://www.gucci.com/us/en/pr/women/accessories-for-women/hair-accessories-for-women/headbands-for-women/gg-canvas-headband-with-crystals-p-8550203HBG56100">Gucci</a>

Headband with Crystals by Gucci.

Gucci

Anthropologie&rsquo;s red tapestry headband is a perfect, eclectic addition to your hair accessory wardrobe. The tapestry texture adds rich depth, letting you style your favorite simple fall sweater in a more chic way. Ultimate for late fall and early winter style, this padded headband would be best paired with your favorite festive attire to bring a pop of color into your look. 
Anthropologie Puffy Tapestry Headband, $24, <a href="https://www.anthropologie.com/shop/puffy-tapestry-headband?color=060&amp;searchparams=q=headbands&amp;type=STANDARD&amp;size=One+Size&amp;quantity=1">Anthropologie</a>

Red Tapestry Headband by Anthropologie.

Anthropologie

When you think of Burberry, the first thing that comes to mind is the iconic Burberry Check that is featured in the majority of their designs. And their hair accessories are no different. This simple, Burberry Check headband is a classic staple to bring into your wardrobe. Perfect for a Thanksgiving aesthetic with its simple tans, or ideal for an evening by a toasty fireplace this Christmas, this headband checks all the boxes. 
Burberry Check Nylon Headband, $175, <a href="https://us.burberry.com/check-nylon-headband-p81086991?pla=true&amp;utm_source=google_ads&amp;utm_medium=CPC&amp;utm_channel=psr&amp;utm_campaignid=18020154894&amp;utm_placementid=&amp;gad_source=1&amp;gad_campaignid=18021574054&amp;gbraid=0AAAAADpt2lOk4Ytt7ocg5LUmuXKY_2wZk&amp;gclid=CjwKCAiAuIDJBhBoEiwAxhgyFl4jp-oOkG7TxPpfRSJ2xKX2pK1evtzWal-x2mz9riWe2jfinLr9shoCw34QAvD_BwE&amp;gclsrc=aw.ds">Burberry</a>

Check Nylon Headband by Burberry.

Burberry

Lele Sadoughi knows how to make headbands that all of us want, and this polka dot headband is just too cute. The classic black-and-white color scheme pairs nicely with any black or white outfit, elevating the look into a more whimsical style. It is slim and padded, perfect for making a statement, but not overshadowing the rest of your look. 
Lele Sadoughi Jet Alice Polka Dot Headband, $85, <a href="https://www.lelesadoughi.com/products/jet-alice-polka-dot-headband">Lele Sadoughi</a>

Polka Dot Headband by Lele Sadoughi.

Lele Sadoughi

This peach headband from Coach is an ideal hair accessory to channel that inner Gossip Girl feeling. Made from lamb leather, the padded headband elevates your look&ndash;literally. Due to its padded nature, the hair piece is lifted up from your hair which is perfect if you have natural curls because it sits nicely without flattening your hair.
Coach Leather Headband, $80, <a href="https://www.coach.com/products/leather-headband/CAT33.html?frp=CAT33+BLK++ONE&amp;fromSearch=headbands">Coach</a>

Pink Leather Headband by Coach

Coach

The Prada headband in brandy brown color, with the centered, iconic Prada triangle logo, is an essential accessory to fully embody that Blair Waldorf energy we all know and love. With the padded look it gives to the front-and-center luxury brand placement, you&rsquo;ll be giving style and wealth this holiday season, just like Blair would want.
Prada Re-Nylon Headband, $525, <a href="https://www.prada.com/us/en/p/re-nylon-headband/1IH080_2DMI_F0BR5">Prada</a>

Re-Nylon Headband by Prada.

Prada

The shiny, olive headband from Jennifer Behr is a simple yet classic addition to any winter outfit. It gives the right amount of elevation, going perfectly with the volumized, textured blowout you&rsquo;ve been waiting to show off. With 14 timeless color options in this Tori satin style, Jennifer Behr brings elegance to your closet this season.
Jennifer Behr Tori Headband in Satin, $188, <a href="https://www.jenniferbehr.com/products/tori-headband-in-satin-olive?variant=Olive&amp;">Jennifer Behr</a>

Headband in Satin by Jennifer Behr.

Jennifer Behr

If you have been thinking, &lsquo;where is the real Blair Waldorf approval?&rsquo; don&rsquo;t worry, we got you. We could never forget Chanel. This black tweed headband is the utmost, quintessential hair accessory you could have in your wardrobe this holiday season if you truly want to embody Blair Waldorf's style. The elegance of the tweed mixed with the slight sparkle embellishment in the cotton material is totally giving Upper East Side perfection.
Chanel Headband Cotton Tweed, $1,000, <a href="https://www.chanel.com/us/fashion/p/AAB518B2238694305/headband-cotton-tweed/">Chanel</a>

Cotton Tweed Headband by Chanel.

Chanel

This pearl headband from Anna Zuckerman is a sophisticated holiday hair accessory. With its angelic-like, white shine to the diamond pattern of the pearls, this headband will take any Christmas look from ordinary to opulent. Each headband made entirely by hand ensures that your headband will be unlike any other, making you a unique, one-of-a-kind, showstopper all season long.
Anna Zuckerman Midnight Glam Headband, $90, <a href="https://annazuckerman.com/products/midnight-glam-headband?tw_source=google&amp;tw_adid=&amp;tw_campaign=22256177677&amp;tw_kwdid=&amp;gad_source=1&amp;gad_campaignid=22256184673&amp;gbraid=0AAAAApFkpcPH5AYm3zV8pX35cjVLS296f&amp;gclid=CjwKCAiAuIDJBhBoEiwAxhgyFsE4tdowgtVMS--S7qrpxC-LiD9HSzgh8jKDz2Crh7cnMMFxn5qHxhoCnzAQAvD_BwE">Anna Zuckerman</a>

Midnight Glam Headband by Anna Zuckerman.

Anna Zuckerman

The Louis Vuitton monogrammed headband was first shown on the Fall/Winter 2024 runway. Now a part of their Travels with Grace Coddington collection, this fine leather-lined headband is an ideal accessory for your holiday attire. The beauty of this headband is that it adapts amazingly to any look you pair it with. Style it for an elegant dinner or wear it for a casual get-together; this headband works for any occasion without looking out of place. 
Louis Vuitton LV Outline, $555, <a href="https://us.louisvuitton.com/eng-us/products/lv-outline-headband-s00-nvprod6680090v/M96826">Louis Vuitton</a>

LV Outline Headband by Louis Vuitton.

Louis Vuitton

Arc and Bow know how to blend Gossip Girl chicness to everyday wear, and their Madeline headband is no exception. The pastel yellow color with the sparkled rhinestones is an ultimate addition to your closet this winter season. The slight padding gives the headband a minimal height while still sitting nicely, ensuring a preppy finish that adds the perfect amount of dimension. 
Arc and Bow The Madeline Headband in Yuzu, $78, <a href="https://arcandbow.com/products/the-madeline-headband">Arc and Bow</a>

The Madeline Headband in Yellow by Arc and Bow.

Arc and Bow

Dior&rsquo;s gold-toned, laced headband has a delicate silhouette that brings a stylish finishing touch to any outfit. Pairing nicely with your classic neutrals for Thanksgiving or bright reds for the Christmas season, Dior brings a beautiful hair accessory to boost any look.
Dior Headband Gold-Tone Cannage Lace, $330, <a href="https://www.dior.com/en_us/fashion/products/2WBM1SHACP_Y296?objectID=2WBM1SHACP_Y296&amp;query=headbands&amp;queryID=ed472c68715faf3de8515b2bb616fca8">Dior</a>

Headband Gold-Tone Cannage Lace by Dior

Dior

Miu Miu&rsquo;s crimson colored, patent leather headband is an ultimate choice for this upcoming Christmas season, and we think Blair Waldorf would absolutely agree. The slight height increase and the color give that preppy style we&rsquo;ve seen in Blair Waldorf's outfits. This holiday season, make sure to grab yourself more darker red hues in your accessories to match your new, and now all-time favorite, headband.
Miu Miu Patent Leather Headband, $550, <a href="https://www.miumiu.com/us/en/p/patent-leather-headband/5IH025_069_F0D27">Miu Miu</a>

Patent Leather Headband by Miu Miu.

Miu Miu

The burgundy headband from Hill House Home is probably the most accurate to our Blair style we want to recreate. This houndstooth pattern pairs perfectly with your Thanksgiving dinner and your Christmas Eve party simultaneously. Ideal for fall and winter attire, snag this hair accessory before it&rsquo;s too late!
Hill House Home The Cleo Headband, $50, <a href="https://www.hillhousehome.com/products/the-cleo-headband-burgundy-holmes-houndstooth">Hill House Home</a>

The Cleo Headband by Hill House Home.

Hill House Home

Maje&rsquo;s leather headband is an elegant addition to your season-changing wardrobe. The headband is structured with a simple black color, leaving you with an ultimate piece that is a perfect mix of standing out and blending in. We all know black goes with everything, but when you are shifting from fall to winter clothing, this headband is a great staple to smooth that transition. 
Maje Leather Headband, $95, <a href="https://us.maje.com/en/p/leather-headband/MFABO00478_2517.html#">Maje</a>

Leather Headband by Maje.

Maje

The silk headband from Celine is another great addition to your hair accessory collection. The simplicity of the black-and-white, with the small Celine logos that almost look like polka dots, gives the headband an overall feeling of luxury. Style it with a timeless black dress and your favorite black pumps. 
Celine Micro Triomphe Headband in Silk, $650, <a href="https://www.celine.com/en-us/celine-shop-women/accessories/hair-accessories/celine-micro-triomphe-headband-in-silk-B104B2AUK.38WI.html">Celine</a>

MICRO TRIOMPHE HEADBAND in Silk by Celine.

Celine

L'OFFICIEL USA&nbsp;may be compensated and/or receive an affiliate commission if products are purchased through our links. This item was gifted. Neither decide our editorial decisions.

Queen B Approved Headbands to Channel Your Inner Blair Waldorf

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