Favorite Preppy Bridesmaids Gifts 2017

Favorite Preppy Bridesmaids Gifts 2017

Editor’s Note: This post is sponsored as I was kindly sent some complimentary products featured in this post – all are designated with “c/o” – in exchange for writing about them. All editorial and opinions are my own.

Your bridesmaids are your besties for life and they clearly deserve a show of gratitude but sometimes it can be tricky to come up with a gift that is both thoughtful and meaningful. That’s why I’ve put together a tailored guide which highlights Classic Bride blog’s absolute favorite gifts for your gals – they’re guaranteed to gush over these gems for years to come!

Beauty rest:

I love the idea of giving gifts that lend a bit of luxury to rest and sleep. These beauty rest presents could be given together as a “slumber party” gift basket or as thoughtful individual gifts.

Monogrammed Pajamas | First up, pajamas! Nothing is ever more welcomed than a fresh new set of pj’s, am I right? And when they’re seersucker monogrammed pajamas with scalloped shorts, you’re bound to be the recipient of endless praise and thanks. I decided to pair a seersucker lounge top in pink (c/o) with scalloped seersucker shorts (c/o) from Blush & Co. Designs and I love that both pieces are monogrammed. The bright and cheery colors never cease to put a smile on my face and I was impressed with the quality of both the material and the monogramming. Shannon was so sweet to work with and she would be happy to work with you on a custom bridesmaids order. You could gift these pretty sets to your girls right before your bachelorette party so you could all be matching and/or during your wedding weekend festivities.

Silk Eye Mask | Sometimes nothing feels more luxurious than a silk eye mask to help you drift off to sleep (and stay asleep well after the sun rises). This darling silk eye cat mask (c/o) from Adorabella Baby feels like heaven and how can you not love the kitty ears? Such a perfect and fun loving gift to include in a slumber party basket for your gals. And the masks come in many different colors and styles to suit any taste or personality.

Monogrammed pillow cases | Monogrammed pillow cases are just the best. You can actually sleep on them (and not create a mountain of “decorative” pillows on the floor next to your bed each night 😉 ) and they look so crisp and tailored. A perfect bridesmaids gift to pair with an eye mask and some lavender relaxing spray! The darling set featured here comes as a set of two (c/o) from Bridget Delaney Designs.


Classic Style | I discovered this beautifully illustrated book, Classic Style, (c/o) on Instagram because everyone I was following was raving about it and, as I came to find out, for good reason! Kate Schelter curated a darling collection of simple yet iconic classics (in watercolor!) and wrote about the personal meaning of each one. From striped bikinis and sailor shirts to fisherman sweaters and favorite weathered knots, this book is filled with oft overlooked items that instantly feel familiar and comfortable and beautiful. The book is about cultivating those same feelings over and over, until it becomes a signature style or way of life. When the book arrived at my door, I devoured it each night after I put W to bed, staying up past my “bedtime” because I didn’t want to stop reading – it’s that fun! It would be a great beach read for your besties … say if you’re planning a bachelorette getaway to the Cape or ACK.

Monogrammed Cosmetic Bag | These catch-all bags are great for collecting everything from make-up to toiletries to pens and notepads. Their versatility make them the perfect gift and I love that you can fill them with any number of fun items to suit your friends’ tastes … make-up, candy, jewelry, nail polish, etc. They’d be great to give out if you’re having a destination wedding as you could fill them with all the traveling essentials your friends need – soaps, shampoo, make-up, perfume, aspirin, etc. – a perfectly stylish care bag! This monogrammed make-up bag (c/o) from Simply Embroidered is also great because it’s super easy to wipe clean!


Jewelry is always a great go-to gift and it can also be a perfect way to ensure your bridesmaids’ jewelry will be aesthetically cohesive and fitting to your tastes on your big day!

I adore the timeless appeal of Meg Carter Designs and as most of her jewelry is made from seashells and pearls, they would be perfect bridesmaids gifts for a coastal wedding. The Sandy Beach necklace in blue (c/o) (featured at top) is so fun and would look great paired with a bridesmaids’ dress in a summery seersucker shade. Made from shells, freshwater pearl and mother of pearl, this beauty simply epitomizes summer. Meg Carter Designs also offers an array of timeless studs that come in at a very affordable price point which could be a saving grace if you have 10+ bridesmaids. On top of that, Meg also offers discounts for large bridal parties! My personal favorites of the studs are the big pearl, little pink opal studs (c/o) and the blossom pearl studs (c/o). Meg loves working with brides so definitely check out her website to see her full collections!


As we usher in the coziest season of all, I couldn’t help but create a category specifically for autumn bridesmaids. I love the idea of giving your gals something warm and cuddly (bonus points for personalization!) to take the chill out of those crisp fall nights.Sherpa | Monogrammed sherpas are one of my favorite go-to outfits as soon as the weather turns crisp. They’re incredibly cozy and feel like you’re wearing a (chic!) blanket. This sherpa (c/o) from Simply Embroidered is definitely rating as my favorite pullover in my closet at the moment and I think these would make the sweetest bridesmaids gifts as you can personalize them with a monogram. Wouldn’t it be fun to have a bachelorette camping trip in the autumn and gift your gals with these cuddly sherpas?

Beanie | As those temperatures keep dipping, a beyond chic beanie with a (removable!) fur pom pom is both a practical and posh gift. I just adore this Gunn Beanie in White Lie (c/o) from Sh*t That I Knit and I also love the story behind the company. While all of the hats are designed by STIK’s CKO, the hats are hand-knit by women in Lima, Peru (which allows them to work from home and still be with their kiddos). And with each purchase, the company donates Give-A-Sh*t Knit Kits to young adults going through cancer treatment. I mean, seriously, can you feel the love? Now how great would it be to sit around an après-ski bonfire with your besties in matching STIK beanies getting excited over your impending wedding? Use promo code classicbride to save 10%!

Blankets | It just doesn’t get more warm and cozy than this mountain lodge blanket (c/o) from Southeast Stitchery II Inc. I think these toasty blankets would make ideal bridesmaids gifts for fall and winter weddings. I can already see a bride with her besties sitting in adirondack chairs around a fire roasting s’mores with these (monogrammed!) lodge blankets on their laps! Just so perfect for a woodsy wedding, don’t you think? The featured blanket is in a soft camel color and measures 50″ x 60.”

Baseball Hats | I could probably fill a closet with the amount of baseball hats I have and I know I’m not alone on that. If you’re a baseball hat fanatic like me, these black watch tartan cuties are probably already calling your name. And I can’t get over the cute idea of ordering personalized caps for your bridesmaids and taking pictures on the wedding day with the hats (from the back with hats on backwards!). This monogrammed baseball hat (c/o) from The Bella Bean Shop had me at hello and I know your gals will love it, too! Check out the shop because they have lots of other tartan and monogrammed goodness!

Pop the question!

Who said velvet ring boxes were just for the brides? Pop the (bridesmaid!) question to your besties with a custom signet ring nestled inside a luxe velvet box from The Family Joolz. How could a girl say no? These boxes are expertly handmade and you can custom order specific colors to match your wedding palette. The box shown features vintage blue velvet with light blue grosgrain ribbon and you can find it here. Melissa, the shop proprietress was lovely to work with and she can create custom boxes with gold lettering on top, to boot!

That’s all I have for this round-up but I hope you’ll let me know if I left any must-have bridesmaids gifts out. xo

Photography and styling by Sarah Darcy of Classic Bride blog.