20 Bridesmaid Proposal Gifts That Guarantee a Hard "Yes!"

Now it's your turn to pop the question in style. No pressure!

by Blair Donovan
Updated 03/01/19

Photo by Carrie Patterson Photography

Your future spouse may have just popped the question, but now it's your turn—hello, bridesmaid proposal gifts! Because your wedding day obviously wouldn't be complete without your best friends by your side (and to hold your dress while you use the restroom), your future bridal party deserves to be asked for their hands in planning/assisting/shopping/hosting with a grand gesture as meaningful as your own engagement (sans diamond ring).

To put it even more in perspective, bridesmaids are essentially the behind-the-scenes stars of all weddings. Your bachelorette party? Count on your crew to organize a final fling before the ring you'll all talk about for ages. What about caving to your fashion wants and splurging on your bridesmaid gowns of choice with zero hesitation or complaints? Not all heroes wear capes—they wear purple silk chiffon and own it. And let's not forget about any stress-induced meltdowns on your end, because who will be there to piece you back together? You guessed it—your bridesmaids. At the end of the day, your 'maids have a lot of work cut out for them.

That's why your friends deserve something special. Bridesmaid proposal gifts encapsulate "I love you and appreciate you" paired with a side of "I WILL need you to wipe my tears when my dream venue falls through." To get the point across, there's no shortage of ready-to-ship gift boxes, filled to the brim with personalized goodies and a "Will you be my bridesmaid?" card. Alternatively, you can woo your crew with proposal cookies, chocolates, mini piñatas, and even a surprise coffee mug (you'll see!). No bridesmaid proposal idea could be complete without a piece of corresponding stationery, either, to pen sweet validations to your dearest friends.

However you decide to propose to your bridesmaids, be it a box or card, no one will be able to resist saying "yes!" to any of these 20 creative bridesmaid proposal gift ideas.

01 of 20

Bridesmaid Proposal Piñata

Courtesy of Lula Flora

Pop the champagne [piñata] to celebrate your bridal crew. Whether paired with more goodies or simply sent with a card, each personalized party essential comes equipped with a removable bottom to make way for your choice of filling. These can even make an encore appearance at your bachelorette.

SHOP NOW: Etsy, $14.06

02 of 20

Blush Bridesmaid Proposal Box

Courtesy of Mod Party

Per the go-to bridesmaid proposal box route, surprise your future 'maids with a pretty-in-pink (or any of eight other colors) personalized package, stemless wine glass, candle, matches, lip balm, compact, and "Will you be my bridesmaid?" sticker.

SHOP NOW: Etsy, $26.50

03 of 20

"Will You...?" Bridesmaid Cards by Olivia Goree

Courtesy of Minted

A dainty standalone card gets the point across just as effectively. You can even customize the interior or back with photos of you two together.

SHOP NOW: Minted, starting at $19.95 for 5

04 of 20

Mini Heart Cookies With Personalized Message

Courtesy of Rojos Bakery

Hit your 'maids where it truly counts—the sweet tooth. Five heart-shaped sugar cookies will truly be irresistible.

SHOP NOW: Etsy, $18 for 5

05 of 20

Scratch-Off Telegrams

Courtesy of Inklings Paperie

Whoever said snail mail was boring has obviously never opened a scratch-off note that asks them to be a bridesmaid. Write your message on each sustainably produced card, cover with the provided stickers, and let your leading ladies uncover the surprise.

SHOP NOW: Etsy, $21for 6

06 of 20

"Simple Chic" Bridesmaid Cards by Angela Thompson

Courtesy of Minted

For modern 'maids, keep it short (and just as sweet) with this minimal card.

SHOP NOW: Minted, starting at $19.95 for 5

07 of 20

"Nail the Proposal" Bridesmaid Proposal Gift

Courtesy of Hanson and Hopewell

Skin balm and cuticle oil and soap bar, oh my! Nothing says "I love you and need you at my wedding" quite like a nail-inspired kit (hello, self-care score).

SHOP NOW: Etsy, $47.63

08 of 20

Definition of a Bridesmaid Cards by Jennifer Postorino

Courtesy of Minted

So she knows exactly how much she means to you (and what she's getting herself into).

SHOP NOW: Minted, starting at $19.95 for 5

09 of 20

Will You Be My Bridesmaid Box

Courtesy of White Confetti Box

A silk sleep mask, eyelash ring dish, facial tonic spray, and a mini travel candle all cater to the beauty gurus in your future wedding party crew. Bubble candy bites, a stemless champagne flute, gold paper straw, and matchsticks don't hurt, either.

SHOP NOW: Etsy, $56.75

10 of 20

Bridesmaid Proposal Confettigram

Courtesy of Inklings Paperie

As the grown-up, wedding-worthy version of candygrams, this confetti-infused note pairs perfectly with a bouquet of flowers or bottle of wine.

SHOP NOW: Etsy, $6

11 of 20

BOXFOX Gift Box

Courtesy of BOXFOX

If you know standard bridesmaid memorabilia isn't their thing (all-pink-and-personalized everything isn't everyone's cup of tea), pop the question with a more evergreen kit that feels just as sentimental. BOXFOX allows you to send your besties pre-made themed packages with to-die-for goodies, or you can assemble your own unique boxes with an assortment of beauty, beverage, food, and home picks. The "Love you, mean it" card says it all, but let it show with a Corkcicle champagne flute, velvet bow, luggage tag, and more.

SHOP NOW: BOXFOX, starting at $30

12 of 20

"Best Day Just Got Better" Bridesmaid Cards by Lea Delaveris

Courtesy of Minted

For the girls who put the "party" in bridal party.

SHOP NOW: Minted, starting at $19.95 for 5

13 of 20

Bridesmaid Champagne Label

Courtesy of Label Your Life

There's bridesmaid proposal bubbly...and then there's bridesmaid proposal bubbly with special labels just for your best friends. Add a personal touch to any bottle, be it full-sized wine or mini champagne.

SHOP NOW: Etsy, starting at $5

14 of 20

Bridesmaid Candle

Courtesy of Lulu Sugar

Another definitive way to warrant an unanimous "Yes" out of your crew? A wedding cake scented candle, sealed with a pretty bow in a "Say you'll be my bridesmaid" box.

SHOP NOW: Etsy, $24

15 of 20

Soon-to-Be Sister-in-Law Card

Courtesy of Aceti Design Co.

If you're giving your future spouse's sibling a starring role in your big day, this bridesmaid proposal card hits on your future familial status.

SHOP NOW: Etsy, $4.31

16 of 20

Handmade Bridesmaid Gift

Courtesy of Little Flower Soap Co.

In honor of finding your perfect bridesmaid matches, keep the spirit alive with none other than a decorative matchbook. An additional personalized candle and citrus-lavender bath salts add to the sentiment for a low-key, yet still completely sentimental, proposal package.

SHOP NOW: Etsy, $28.50

17 of 20

Bridesmaid Proposal Gift Pack

Courtesy of Design Mummy

For brides who want to dabble in a bit of DIY, get a head start on creating your own kit with the proposal trifecta: a customizable card, wine label, and—best of all—chocolate wrapper.

SHOP NOW: Etsy, $10.36

18 of 20

Will You Be My Junior Bridesmaid Card

Courtesy of XOXO Kristen

Don't leave any junior bridesmaids hanging! Your little sister or younger family friend might not be able to partake in any booze-infused proposals, but that doesn't mean you can't still pop the question in style. Exhibit A: an adorable card that's just for her.

SHOP NOW: Etsy, $3.15

19 of 20

Bee Bridesmaid Proposal Box

Courtesy of Glassgoat

It's hard to find bridesmaid proposals that cater to all your girls, but if your crew is more contemporary than cutesy, this feels right up their alley. Who wouldn't want to "bee" your bridesmaid after they get their hands on these insect-infused goodies!?

SHOP NOW: Etsy, $35

20 of 20

Bridesmaid Proposal Coffee Mug

Courtesy of The Letter Loft UK

What looks like a standard coffee mug from the outside actually comes with a secret message once she finishes her drink. Warning: involuntary/excited coffee spitting may ensue.

SHOP NOW: Etsy, $21.77

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