We know how special these best friend bonds are, so when it's time to ask the big question, you want to be prepared! That's why having a "Bridesmaid Proposal" is the cutest way to ask your girls to be your bridesmaids! With so many cute options, it's easy to find the perfect one to ask your bridesmaids with!
"Will You Be My Bridesmaid?" Proposal Ideas for 2027
Looking for bridesmaid proposal inspiration? Here are some of our favorite items to gift your bridesmaids during the proposal - from complete bridesmaid proposal boxes to adorable accessories.
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1) Custom Photo Jewelry Dish
Personalized Jewelry Dish with Photo
Your bridesmaids will absolutely lose it over these adorable, customized jewelry dishes. Not only are they sweet and sentimental, but they are perfectly useful as well! They're the perfect addition to any bridesmaid proposal.
2) Fun Wine Glass Bridesmaid Proposal Cards
Bridesmaid Proposal Cards with Wedding Details
Another bridesmaid proposal card we love is one that keeps it fun. These cute wine glass-style cards are sure to be a hit amongst your bridesmaids. Plus, it's so cute to hang up on the fridge as they await your big day!
3) Adorable Magnets for the Fridge
Personalized Bridesmaid Magnets
Give your bridesmaids-to-be a keepsake they'll love! These sweet customizable magnets include a photo of you + your bridesmaid and text options to include. Every time they're in the kitchen, they'll be reminded of your friendship (& the wedding day to come!)
4) Mini Lip Balm Bridesmaid Keychains
Personalized Bridesmaid Keychains With Names
A cute and practical gift for a bridesmaid proposal! Choose each girl's favorite lip balm and the flower color she'd love most! This is extra cute if you attach it to a bridesmaid gift bag. Your bridesmaids will love this little gift.
5) Custom Hair Brushes for the Bridesmaids
What girl doesn't dream of a beautiful hair brush with her name engraved on it? This cute & practical bridesmaid proposal gift will leave your bridesmaids in awe. Choose the perfect color for each member of your bridal party.
6) Custom Bridesmaid Proposal Wine Label
Custom Bridesmaid Proposal Wine Labels
Place a wine label on your friend's favorite bottle of wine for a great way to celebrate together once they've said "yes!" You can get a label for specific roles - perfect for the Maid of Honor proposal.
7) Personalized Bridesmaid Tote Bags
Now, this is a creative and useful bridesmaid gift! Ask your closest friends to be in your wedding party with a simple, customized accessory. Your options include classic totes, duffel bags, acrylic clutches, makeup cases, and more. These personalized tote bags are perfect for all of your girls, their cosmetics, and hair tools!
8) 'Smells Like You're A Bridesmaid' Candle
With darling packaging and an adorably cute saying, a candle is an excellent way to propose to your bridesmaids! This is a sweet & simple way to ask your friends to stand up with you. And after all, who doesn't LOVE a candle?
9) Coordinating Custom Bridesmaid T-Shirts
Want to ask your girls to be in your bridesmaid party and give them a trendy gift at the same time? Consider bridesmaid t-shirts! Available in lots of colors and designs, your bridal party can wear them to pre-wedding events, including your bachelorette party.
10) Personalized Pearl Bridesmaid Bracelet
Gold + Pearl Bridesmaid Bracelet
For a darling, elegant touch - this sweet gold and pearl bracelet is perfect! Plus, it's a beautiful piece that your bridesmaids can wear often after the wedding day!
11) Custom Bridesmaid Mirror Compact
Personalized Compact for Bridesmaids
Perfect to have on the wedding day for touchups, these adorable mirror compacts are a perfect gift to include in your bridesmaid proposal box! Available in different colors and with the option to personalize - your bridesmaids will love these!
12) Embroidered Monogrammed Keychain
A super cute & thoughtful gift for your bridesmaids are these embroidered monogrammed keychains! They can hang them on their purse, keys, or overnight bag! Both useful and adorable, the girls are sure to love these.
13) Fun Claw Clips for Hair
Perfect for a chill bachelorette party - or for a sleepover before the wedding day! These super cute bridesmaid claw clips are a functional gift the bridesmaids will love.
14) Personalized Bridesmaid Proposal Cards
"Will You Be My Bridesmaid?" Proposal Cards
Keep it simple & sentimental with a thoughtful card asking your besties to be in your bridal party! Create your own personalized message for each of your bridesmaids. They'll absolutely love the gesture, and the thoughtful words will make them feel extra-special.
15) Pre-Made (& Cute) Bridesmaid Proposal Box
Instead of choosing just one item for your bridesmaids, why not give your bridesmaids an entire box of bridesmaid goodies? These classy yet elegant boxes are sure to please your girls, and are undoubtedly the most popular way to pop the big question.
16) Funky Personalized Bridesmaid Mugs
Who doesn't love a cute coffee mug - especially when it's customized? This is a simple, yet very thoughtful way to ask your girls to be part of your bridal party! Choose from a variety of colors that fits each bridesmaid's style.
17) Personalized Iced Coffee Glasses
A personal glass or coffee mug is one of the best ways to ask your bridal party! We just know this would make the most fun celebration to ask your bridesmaids the big question: "Will you be my bridesmaid?!"
18) Bridesmaid Pajamas (for Getting Wedding-Ready)
This adorable gift will work perfectly for an overnight bachelorette party, an event the day of the wedding, and especially if you're getting ready for the wedding day early in the morning. Add these adorable pajamas to a bridesmaid proposal box - we promise they'll love it!
19) Bridesmaid Makeup Bags with Names
Another cute (and practical!) gift for your bridesmaids is a personalized makeup pouch! Get these fun canvas bags personalized with each girl's name with a heart at the end.
20) Mini Stemmed Glass Tumbler with Names
A fun gift that the bridesmaids can use for all of the upcoming events! These cute mini glass tumblers come in a variety of colors - and you can get them personlaized!
21) Bridesmaid Scrunchies Proposal Gift
A girl can never have too many hair ties! Scrunchies are simple, inexpensive, and something your future bridesmaids will be able to use for a long time. To make the proposal extra special, consider creating a personalized tag that features a little bridal humor.
22) Personalized Bridesmaid Proposal Tumbler
A perfect bridesmaid gift that keeps giving! These personalized tumblers are adorable for getting wedding ready - but your girls can use them even long after the wedding!
23) Personalized Bridesmaid Hanger
Get your bridesmaids hangers they'll not only need to for bridesmaid dresses but will cherish even after they put away their gowns. These personalized clothing hangers will look stunning in your getting ready for the wedding photos. What a classy gift to give your ladies!
24) Bridesmaid Proposal Christmas Ornament
'Tis the season! What better time to pop the big question than during the Holidays? These glittery bridesmaid proposal Christmas ornaments are a lovely keepsake to hang it on their tree and remember year after year of that fond memory.
What to Put In Bridesmaid Proposal Box: Build Your Own!
You may prefer to build your own bridesmaid proposal box! Add in the exact items you want for each bridesmaid to make it more personalized. Get started with a cute box, and go from there! Here are some of our favorite cute (& useful) items to include!
a) Bridesmaid Portable Fan (For Wedding-Day Comfort!)
Shop similar portable fans on Amazon!
Make sure your bridesmaids stay cool and comfortable on your wedding day! These portable fans are a perfect functional item to include in your bridesmaid proposal. Not only are they handy for the wedding, but your bridesmaids will be able to use them long after the big day.
b) Moisturizing Sheet Masks (to Prep & Recover From Wedding Festivities)
Shop Similar Sheet Masks on Amazon
Make sure your bridesmaids feel pampered! These moisturizing sheet masks are a great little self-care treat to add into the proposal box. Buy in bulk for all of your girls!
c) Tiny Travel Size Candles (With A Vanilla Scent!)
Shop Similar Travel-Size Candles On Amazon
If you're on the hunt for cute little additions to the bridesmaid proposal box, this is simple & functional! After all, who doesn't love a little candle. Plus, these can come in handy at pre-wedding events, such as creating a calming ambience at the bachelorette party or bridal shower.
d) Bridesmaid Proposal Accessories Kit (Scrunchies, Sunglasses, & More!)
Shop Similar Bridesmaid Accessories On Amazon!
Keep it easy and buy bridesmaid proposal accessories in one cute (pre-made) bundle! Choose from a variety of color packs that match your wedding color palette, from blues & greens to pinks & oranges. Your bridesmaids will love these adorable hair accessories & heart shaped sunglasses.
e) Simple Travel Jewelry Case (Buy In Bulk!)
Similar Travel Jewelry Case On Amazon!
Are you having a destination wedding? Or, maybe you plan on traveling for the bachelorette party celebration? If that's the case, gifting your bridesmaids an adorable travel jewelry case makes for a super thoughtful gift! Find different colors to fit each of their tastes.
f) Custom Letter Ring Dish
Shop Similar Ring Trays On Amazon
Your bridesmaids will absolutely love the daintiness of this jewelry dish! And, how fun is it to customize each with their initials? This is a super easy, yet thoughtful gift they'll keep for years to come.
Considering a Special Maid of Honor Proposal?
She's your best friend, sister, family, and she is your number one person to go to for everything. It's no question that she'll be right by your side leading up to your wedding day. Once you've decided whom you want to hold that honor of being maid of honor, it's your turn to ask the special question: “will you be my maid of honor?”
Satin and Lace Bridal and Bridesmaid Robes
You are going to want to show this person how much they mean to you with something fun and creative, so instead of coming up with a list of items - we think it is essential to let you know that any of these bridesmaid proposal gifts are just as unique. There are plenty of customizable gifts to give to your future maid of honor, like the custom tote bag, a sparkly piece of jewelry, or even the customized maid of honor Christmas ornament.
How To Ask Someone To Be Your Bridesmaid
We all have those close friends, whether from childhood, our teenage years, or friends we met later on in life. Whether you're asking your best friend or family members to be your bridesmaids, there is nothing to be nervous about!
These girls have been with you throughout your life and would love nothing more than to support you as you marry the love of your life. You can ask each future bridesmaid all together in a group, or separately if you prefer time alone with each one of your gals. When it comes time to ask your ladies to be your bridesmaids, there are so many creative ways to do so! You've already said, "I do!" but what about your bridal crew?!
Kennedy Blue Bridesmaid Dresses in Forest Green
A bridesmaid proposal is our favorite way to creatively ask your girls to stand by your side. Whether you choose to gift each girl a bridesmaid proposal box, a pair of matching pajamas, or even with a customized wine bottle, there are a variety of ways to ask your ladies this special question.
When to Ask Your Bridesmaids to Be In Your Wedding
Once you're engaged, you should begin thinking about who you want in your bridal party. If you have a clear list of ladies in mind, we say waste no time! It's fun to celebrate with your girls for as long as possible, so why delay the bridesmaids and maid of honor proposals?!
Kennedy Blue Bridesmaid Dresses in Dusty Sage Satin
Ideally for planning, the latest you should ask your wedding party to stand by your side is 8 months to 1 year away from your wedding. This will allow time for your bridesmaids to help you plan, budget accordingly for all of the special wedding events like the bachelorette party, and allow you and them enough time to find the perfect bridesmaid dresses! Take advantage of this time to celebrate with your girls!
Time to Ask 'Will You Be My Bridesmaid?"
Now that we've covered a handful of bridesmaid proposal ideas and even a few maid of honor proposal suggestions, how do you plan to pop the question? All these ideas are bound to put a smile on your besties faces, and encourage them to say "Yes!" when you ask the question: "Will you be my bridesmaid?!"
Leave a comment below and tell us which bridesmaid or maid of honor proposal gift was your favorite! Have an idea of your own? Leave a comment below, to help other brides-to-be! We're in this together! Now it's time to maven to the next item on your wedding to-do list; checking out bridesmaid dresses. Head on over to our shop and browse our wide collection of bridesmaid dresses, featuring a variety of bridesmaids dresses in trendy colors, silhouettes, and designs.
I love these ideas!
I have my bridesmaid boxes done already but with all these ideas i feel the want to add more stuff! 😫😂🥰
For my bridesmaid proposals, I’m doing things that they love! My maid of honor loves deviled eggs so I made her some and put a note on it that says you are eggcelent, will you be my maid of honor, yes or no? And then for one of the bridesmaids, I bought a glass diet coke online and personalized the label with, Tierney, will you be my bridesmaid? Another bridesmaid and I love cheese so I’m making a sign that says will you be the ‘mac’ to my cheese, bridesmaid? (Her daughter passed a few days after she was born and her name was Mackenzie and we call her mac so I thought it would be a cute way to incorporate her as well. I’m still thinking of ways to propose to my others as well!
Love all of these!! I actually just made some scratch-off bridesmaid proposal cards for a friend & uploaded them to my website fo’ free just to share the love, if anyone’s interested: https://www.glitchesandstitches.com/blog/diy-will-you-be-my-bridesmaid-scratch-cards
Love these ideas!
Thank you so much this is really going to help me
This is uber awesome I have a few bridesmaids to ask but unsure how yet!
I love all of these ideas! I’m definitely going to be doing a box of random useful things! I’m trying to do them now so I can ask my bridesmaids in January. I’m so nervous though!
Love love the “now act surprised” card! Recently got engaged but my best friend and sister already know they’re on the bridal party. So this is definitely a super fun and sassy option to ask them.
Love the necklace ideas