The Ultimate List of Bridesmaid Proposal Ideas

Bridesmaid Pajamas

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 stylish items for all budgets that are fun and customizable, it's easy to find the perfect one to ask your bridesmaids with! 

Bridesmaid Proposal Ideas for 2023

Once you ask your best gals to be a part of your wedding, the fun will really begin! From here on out, these ladies will be by your side to help with your wedding. From the engagement party to the bachelorette party, the wedding dress shopping events, bridesmaid dress try-on's, and all the way to standing by your side on your big day, these ladies will be with you through it all.

Kennedy Blue Gold Satin Bridesmaid Dresses

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1) Bridesmaid Proposal Box (All-In-One Option)

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.

pink bridesmaid proposal box

blue bridesmaid proposal box with robe

Maid of Honor Gift Box

There's a huge array of options on the market. Regardless of your wedding budget or bridesmaids' personal style, you can find a bridesmaid proposal box that fits your needs. You can even find a box that aligns with your wedding theme or wedding color palette.

2) Bridesmaid Proposal Cards (Keep it Simple!)

If you want to keep your bridesmaid proposal sweet and simple, consider giving a proposal card! Writing a thoughtful message on what your bridesmaid means to you & how you are grateful for her means way more than you think. We promise - she'll keep this card for years to come.

will you be my bridesmaid card

Bridesmaid Proposal Cards

Another bridesmaid proposal card we love is one that features wedding details. Since your bridesmaid is technically a VIP and part of the wedding day, it's the perfect way to fill your bestie in on essential wedding details, before anyone else knows them! 

Wedding Details Proposal Card

3) Bridesmaid Proposal Jewelry (To Wear at the Wedding!)

Jewelry is a gift that any woman will appreciate, and perfect for a bridesmaid proposal. The best pieces of bridesmaid jewelry being simple and personalized items like a necklace or bracelet. Plus, they will be able to wear it after the wedding!

Bridesmaid Proposal Jewelry

Kennedy Blue Bridesmaid Teardrop Necklace Gold

Personalized Bridesmaid Jewelry


4) Custom Bridesmaid Totes & 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!

bridesmaid makeup bags
bridesmaid tote bag

bridesmaid acrylic clutch

These personalized tote bags are perfect for all of your girls, their cosmetics, and hair tools! On the morning of the wedding day, your bridesmaids will come prepared with all of their wedding day accessories!

5) Custom Bridesmaid Proposal Wine Label

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. 

Wine Label Bridesmaids

Bridesmaid and Maid of Honor Proposal Labels

Bridesmaid Proposal Wine Label

6) Custom Bridesmaid Jean Jacket

If you're willing to splurge a little on your friends, get them their very own denim jacket! You can even personalize the jean jacket with your bridesmaids' last name, a timeless phrase like "babe", or a fun nickname! A denim jacket is an on-trend accessory that they will be able to rock at the bridal shower, engagement party, or bachelorette party!

jean bridesmaid jacket

Customized Maid of Honor Jean Jacket or Denim Jacket

7) Personalized Bridesmaid Keychains

Everyone loves a new key chain, especially a personalized one! From acrylic keychains to leather, keychains are the perfect simple gift for your bridesmaids. Customized with your 'maids names, most of these keychains come with a ring for keys.

Custom Bridesmaid Keychains

Custom Bridesmaid Keychains

8) Bridesmaid Scratch-Off Proposal

Looking for a unique way to ask the big question - "Will you be my bridesmaid?!" A scratch off card is a cute and classic way to propose to your bridesmaids! There are lots of scratch-off bridesmaid proposal designs - here are our favorites!

Bridesmaid Proposal Floral Scratch Off Card

Scratch Off Will You Be My Bridesmaid Proposal Card

9) Personalized Travel Bridesmaid Jewelry Cases

Planning a destination bachelorette party or a destination wedding? Then consider popping the question with one of these adorable custom travel jewelry cases! Many of them can be personalized with your bridesmaid's monogram, making them the perfect gift for your gals to keep for years to come!

bridesmaid travel case

Bridesmaids Travel Jewelry Box

10) Bridesmaid Pajamas and Robes (for Getting Wedding-Ready)

Make sure your bridesmaids stay extra cozy when you gift them a personalized pajama set. If you're planning a fall wedding or a winter wedding, a cozy pair of customized flannel pajamas would make for fun photos! And for a summer or spring wedding, you can't go wrong with matching bridesmaids robes.

Kennedy Blue Bridal and Bridesmaid Pajama Set

Bridesmaid Pajama Set

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.

bridesmaid pajama set

Flannel Bridesmaid Shirts
Kennedy Blue Ruffle Bridesmaid Robes

11) Bridesmaid Scrunchies

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. Sometimes, scrunchies are perfect for early morning wedding days, especially if they're waiting around to get their hair done. To make the proposal extra special, consider creating a personalized tag that features a little bridal humor.

bridesmaid proposal scrunchies

Bridesmaid Scrunchies

12) Bridesmaid Proposal Cookies

What bridesmaid wouldn't want something sweet?! There is no way your friends can refuse a yummy treat, right? Ask your best friends to be in your bridal party by offering something that is sure to make their sweet tooth say, "YES!"

Bridesmaid Proposal Cookies

Bridesmaid Proposal Cookies

13) Bridesmaid Proposal Custom Candles

With cute packaging and a fun surprise inside, a candle is an excellent way to propose to your bridesmaids! We love that these candles are personalized and each bridesmaid will feel so special that you took time out of your day to create a candle label just for them! 

bridesmaid proposal candle

Bridesmaid Proposal Candle

Custom Bridesmaid Proposal Candle

14) Custom Bridesmaid T-Shirt

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.

Custom Bridesmaids T-Shirts

15) Bridesmaid Proposal Tumblers & Glassware

Whether it be for boozy brunch, happy hour, or a bridesmaids coffee date, it's fun to get your ladies together for a round of drinks! Let each bridesmaid find the personalized message written on the side of trendy glass or personalized mug! 

custom bridesmaid glass mug
Bridesmaid Tumbler for Bridesmaid Proposal

Available in a wide variety of styles, a personal glass, coffee mug, or water bottle, 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?!"

16) 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.

Bridesmaid Ornaments

bridesmaid proposal ornaments

Bridesmaid Proposal Ornaments

17) 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! 

Personalized Bridesmaid Hangers

Custom Bridesmaid Wedding Hangers

18) Fuzzy Bridesmaid Slippers

Let's get cozy! Fuzzy bridesmaid slippers are a great solo gift, a good addition to a self-care bundle, or even a great gift to include in a Bridesmaid Proposal Box, similar to the ones we shared above. Featuring a soft and fluffy material, they will be your bridesmaids new go-to house slippers. Plus, who doesn't love personalized slippers?!

Bridesmaid Fuzzy Slippers

Personalized Bridesmaid Slippers

19) Bridesmaid Proposal Plants

Are you and your girls plant lovers with green thumbs? Gift your best friend, future bridesmaid, and plant mom their very own personalized plant pot. Not only is this a gift your bridesmaids will cherish for years to come, but they make for the perfect shelf decor, too!

bridesmaid plant pots

Personalized Bridesmaid Succulent 

Thinking About 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?”

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. 

Kennedy Blue Maid of Honor Proposal Satin and Lace Bridal and Bridesmaid Robes

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 Teal

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?!

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!

Kennedy Blue Bridesmaid Dresses in Dusty Sage SatinKennedy Blue Bridesmaid Dresses in Dusty Sage Satin


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.

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Leave a comment

July 12, 2020 21:46

I never really knew about bridesmaid proposals until I got engaged! Such a fun way to show how I value the girls in my life. I made my maid of honor a proposal box and it came out great. Now time to decide for bridesmaids

July 12, 2020 21:46

I LOVE the candle idea!

Alexis J
July 12, 2020 21:46

I’m obsessed with the floral robes! I think my girls will be too.

July 12, 2020 21:46

Love the cookie and personalized necklace! I’ll definitely be using this list

July 12, 2020 21:46

These are all so great!!!

July 12, 2020 21:46

looks good

July 07, 2020 22:59

Love the cookie idea!!

July 06, 2020 21:44

love the scratch off idea!

Kayla Roll
July 06, 2020 16:42

I’m in love with the card in the succulent box! I’ll definitely be using that line!

July 06, 2020 16:42

I did the robes for my bridesmaids! it was great!

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