Are you looking for the best “Will you be my bridesmaid” proposal ideas? We have put together this ultimate guide to help you with the process.
Asking someone to be your bridesmaid or maid of honor is one of the most important things that you will do during the beginning of your wedding planning journey. These are the people that are going to be by your side throughout the entire process.
Here is what we will cover in this article:
- Creative ideas for doing a bridesmaid proposal
- Do you give gifts to bridesmaids when asking them to be a bridesmaid?
- Personalized will you be my bridesmaid proposal gift ideas
- DIY bridesmaid proposal (homemade ideas)
- FAQ (frequently asked questions) about asking your friends and/or family members to be your bridesmaid or maid of honor
Creative Ideas For Doing A Bridesmaid Proposal (Fun and Unique Ways To Ask Your Girls)
If you are looking for a few creative, unique, or fun bridesmaid proposal ideas, here are a few to get you started:
1. Host a wine party
If you and your girls are wine lovers, this is a really fun idea. Invite them over for wine tasting and dinner, and then have them all open a gift bag that includes a wine bottle with a custom “Will you be my bridesmaid” label. We have included a few options later in the article.
2. Have them over for brunch
Treat the girls to Sunday brunch and gift them a mini champagne bottle with a custom “Will you be my bridesmaid” label on it. Then make mimosas and enjoy some amazing food.
3. Take them out to coffee
Invite your girls out for a coffee date and surprise them with a custom “Will you be my bridesmaid” coffee/travel mug. We posted photos and a link to a really awesome Etsy store that makes them later in this article.
4. Go out dancing (or a retro skate night)
Plan a night out dancing with your girls or head to the local skating rink and have the DJ make an announcement. This is a super creative way to “pop the question” to your girls.
The DJ can say something like:
“May I please have your attention. We have a special girl in the house tonight with some very special friends. This is a message to all of the friends with (bride’s name), she was wondering if you would be her bridesmaid!”
5. Make each bridesmaid a memory box
This is a really sweet idea that your girls will definitely cherish. Make each bridesmaid a box with memories of the two of you together. And since you probably have girls from different times of your life, this will be a very unique gift to each girl.
Some of the things that you can include are:
- a small photo book
- A slideshow (video or photos)
- A scrapbook with memories that you shared together (concerts, school, work, etc.)
6. Ask them with a proposal box
This can be a box that includes personalized items that you want them to wear on the wedding day (robes, PJs, slippers, jewelry, etc.), or it can be things that you/they love (drinks, food, makeup, phone case, succulents, etc.).
We have a ton of ideas down below with photos and links. Some of the items below include cookies, jewelry, proposal boxes, sleepwear, robes, greeting cards, travel mugs, wine glasses, dress hangers, and more!
Do You Give A Gift To The Bridesmaids When Asking Them To Be A Bridesmaid? What Do You Give Them?
You do not have to give a gift when asking your friends or family to be your bridesmaids, but it’s nice to give them a little something, even if it’s just a card or letter.
If you do plan on giving them something when you ask them to be your bridesmaid, this would be the perfect time to get them robes or pajamas for the wedding morning, slippers, shirts for the bachelorette party, bags with their name, glasses to drink out of at the wedding, etc.
Anything that you want the bridesmaids to use or wear for/on your wedding day should be given as an extra gift (or for the bridesmaid proposal). This should not be a gift to thank them for helping you with the wedding. As mentioned before, if you want to save money, a simple card or letter would be very appreciated by your bridal party.
You can also give them a more personal gift closer to the wedding (bachelorette party, rehearsal dinner, the morning of the wedding, etc.). This can be something that they can actually use after the wedding day. Here are a bunch of ideas: (Article coming late Feb.)
If you are looking for bridesmaid proposal gifts, we have a bunch of ideas below.
Personalized Will You Be My Bridesmaid Proposal Gift Ideas
There are so many amazing proposal gift ideas to give your bridesmaids, maid of honor, or matron of honor. We have picked out a few of our favorites from the best shops on Etsy.
When personalizing your items, you can just do names, or you can add things like “bridesmaid” or “maid of honor”. Or you can simply leave off all personalization and purchase the items just plain.
Will you be my bridesmaid proposal boxes (complete and put together)
Here are a few beautiful “Will you be my bridesmaid?” proposal gift box ideas. These are complete packs that are already put together for you.
We love these bridesmaid proposal boxes from SincerelyMeGift on Etsy:
We absolutely love these beautiful “Will you be my bridesmaid?” proposal gift boxes from ModParty on Etsy.
And these gorgeous proposal gift boxes from LoveLinax on Etsy.
Check out these beautiful proposal boxes from PaolaBrownShop on Etsy.
Will you be my bridesmaid wine bottle labels and mini champagne bottle labels
Adding a custom “Will you be my bridesmaid?” label to a wine bottle or champagne bottle is a very simple gift idea to give your bridesmaids, maid of honor, or matron of honor.
We love these wine bottle labels from LifesMemorableEvents on Etsy.
These custom wine bottle labels from ThePrettyLittleMess on Etsy are so awesome!
We also love these bridesmaid proposal wine labels from LabelWithLove on Etsy.
Many more “Will you be my bridesmaid?” wine bottle label ideas here on Etsy.
Will you be my bridesmaid, maid of honor, or matron of honor macarons
These designer macarons by LeilaLoveMacarons on Etsy are such a fun and unique way to ask your bridesmaids, maid of honor or matron of honor to be a part of your special day.
Will you be my bridesmaid cookies
I mean c’mon, is there really a better way to ask someone to be your bridesmaid than with a cookie? We don’t think so either.
We love these “Will you be my bridesmaid?” cookies made by CookieDeauxCreations on Etsy.
We love these bridesmaid proposal cookies by OneSweetGift on Etsy.
For even more bridesmaid proposal cookie ideas, check them out here on Etsy.
Will you be my bridesmaid scratch off card
These scratch-off “Will you be my bridesmaid” cards from XOXOKristen on Etsy are such a fun and unique idea.
Bridesmaid and Maid of Honor proposal cards
If you are looking for the perfect bridesmaid card, we have so many great options for you to check out.
Here are a few “Will you be my bridesmaid?” cards that we love:
*Check out these other bridesmaid proposal cards on Etsy.
DIY Bridesmaid Proposal (Homemade Ideas)
If you want to customize your bridesmaid proposal gift box (or something else completely), here are a few ideas to get you started:
Making your own bridesmaid proposal box
When putting together your own “Will you be my bridesmaid?” proposal idea, here are a few ideas to get you started:
- Keep it simple with a cute card or hand-written letter to each bridesmaid.
- Make the proposal gifts something that each girl (or guy if you are having bridesmen) can use on the wedding day (dress hanger, robe, pajamas, slippers, drinking glass, etc.).
- If a cohesive look is important to you, make everything in the proposal box color coordinated to your wedding colors.
- Put together a gift bag of little things that each girl likes (make each bag unique to her). Get creative with the contents of the bag (her favorite candy, lipstick, books/magazines, food/snacks, drink, color, photo of the two of you, journal, pen, phone case, music/movie-themed, etc.).
Will you be my bridesmaid (empty boxes)
If you are putting together your own bridesmaid proposal boxes, you can start with these empty boxes that say “Will You Be My Bridesmaid” on them (one of the boxes is specifically for the maid of honor):
- A six (6) pack of boxes from Amazon
- A ten (10) pack of boxes from Amazon
- This ten (10) pack from Amazon is plain white for those who are looking to make their own labels.
- Gold gift boxes – Buy on Amazon
- A few other places to check for matching boxes would be Michael’s or Hobby Lobby.
Crinkle cut paper to go inside proposal boxes
Here are a few options of crinkle-cut paper to add to your bridesmaid proposal box to make them look extra nice:
- Metallic rose gold crinkle cut paper – Buy on Amazon
- Diamond white crinkle cut paper – Buy on Amazon
- Metallic iridescent silver crinkle cut paper – Buy on Amazon
- Gold crinkle cut paper – Buy on Amazon
- Metallic iridescent rose gold crinkle cut paper – Buy on Amazon
- Light pink crinkle cut paper – Buy on Amazon
What to include in your bridesmaid proposal box (ideas)
When putting together your proposal box, the sky is the limit with what can go inside. Here are a few ideas for things you can include in your DIY proposal box:
- A small (framed) photo of you and the bridesmaid who is getting the proposal gift box
- Custom dress hanger for the bridesmaid dresses
- Wine glasses
- Shot glasses
- Robes or pajamas
- Coffee mugs (travel mugs)
- Cookies (either Etsy or someone local to you)
- Bridesmaid shirts for the bachelorette party
- bath bombs
- Robe or pajamas for getting ready the morning of the wedding
- Slippers for the wedding morning
- Journal and pen
- Makeup bag
- Tote bag
- Chocolate (Etsy or a local shop)
- Soaps (maybe handmade soaps from local shops near you)
- Cozy socks
- lip balm
- sweet treats
- hair ties
Here are a few items to check out:
We love these satin lace bridesmaid robes from ModParty on Etsy.
Another shop to check out is LamarieeNewYork on Etsy.
Sleepshirts (long pajama shirts) for bridesmaids, maid of honor, or matron of honor (plus the bride-to-be)
We love these monogrammed oversized sleep shirts (pajama shirts) from ModParty on Etsy.
Check out these 50 bridal party pajama ideas for the bride and bridesmaids
Bridesmaid (Bride’s-Babe) beanie hats and cozy socks
ModParty on Etsy has an entire collection of “Bride’s-Babe” wearables. We love the beanies, t-shirts, cozy socks, and slippers. Visit their store to see all of them.
Custom hangers for bridesmaid dresses
We really love these simple personalized bridesmaid dress hangers from EverlyGrayce on Etsy.
We also love these wooden bridesmaid dress hangers from SeptemberAndGraceINC on Etsy.
We love these cozy bridesmaid/bride/maid of honor crew socks from BlissfulSocks on Etsy.
We also love these personalized bridesmaid socks by KOYSARsocks on Etsy.
The gray socks on the left are from one of our own weddings and we can confirm that these socks are so soft and look amazing!
Slippers for the bridesmaids and maid of honor (and bride)
We love these white slippers from ModParty on Etsy.
We also love these comfy fuzzy slippers from TheToBeShop on Etsy.
These personalized glasses from SweetClementinesCo on Etsy are beautiful!
We also love these wine tumblers and skinny tumbler sets from WorkofHeartGifts on Etsy.
Coffee mugs (travel mugs) from the bridesmaids and maid of honor
These personalized wedding Starbucks cups are such a fun and unique gift to give your bridal party. Made and sold by StarTangledArts on Etsy.
We also love these stylish travel mugs by WeddingsByLeann on Etsy.
Will you Be My Bridesmaid Message Ideas
Here are a few fun captions to use in your bridesmaid proposal cards (or you can have these made into a meme if doing a virtual proposal via text):
- It’s my turn to pop the big questions. Will you be my bridesmaid?
- My “I Do” would not be the same without you!
- If I told you there would be lots of single groomsmen, would you be my bridesmaid?
- It wouldn’t be a bridal party without you. Will you please be my bridesmaid?
- I promise not to make you wear an ugly dress.
- Obviously, you’re going to be my bridesmaid, so let’s make it official!
- I’ll only be a happy bride if my best friend is by my side.
- Will you be my bridesmaid? All you have to do is show up (and hold my dress when I pee)
- Please help me keep my sh*t together. Will you be my bridesmaid?
- Will you be my dress-bustling, bouquet-catching, champagne-drinking, dance floor-slaying, bachelorette-partying bridesmaid?
- So there’s gonna be this great party with an open bar? Wanna be my bridesmaid?
- Pop the bubbly, I’m getting a hubby! Please be my bridesmaid 🙂
- Will you join my bride tribe?
We have an entire post on funny and sweet bridesmaid captions and messages for Instagram (or whatever you need them for).
FAQ (Frequently Asked Questions) About Bridesmaid Proposals
There are so many questions you might have when choosing your bridal party. Here are some of the common questions that we hear (with our answers and opinions):
1. How soon should you ask your bridesmaids if they will stand by your side?
We recommend asking your friends and/or family to be your bridesmaids (or bridesmen) as soon as possible (8-12 months before the wedding is what you should shoot for). You want to give them enough time to take off work, plan any vacations they might be taking, plan your bachelorette party, plan your bridal shower, get their dresses, etc.
If you get engaged 18-24 months before you plan on getting married, you can hold off on picking your bridal party unless you simply don’t want to wait. Try to pick your future bridesmaids and ask them if they can do it 8-12 months before the big day.
2. Is it ok to text when asking someone to be your bridesmaid?
Yes, it is perfectly fine to do a bridesmaid proposal via text message. There are many times when a bride and her friends or family do not live near each other. Asking them to be a bridesmaid over the phone or text works great.
If doing a bridesmaid proposal through text message, we recommend using a funny caption, meme, or GIF (or it can be cute and sweet).
We also love this fun idea for asking someone to be your bridesmaid via text message (sending them a custom smartphone electronic card):
3. How do I ask my bridesmaids virtually?
If doing a bridesmaid proposal in person is not an option for you, you can simply do a virtual proposal.
Here are a few fun virtual proposal ideas:
One on one zoom or skype call
Tell each of your girls that you want to catch up with her over Zoom or Skype (because you simply need to see her face!). Then pop the question! Easy-peasy.
Send a bridesmaid proposal box
Do the same as above but send a bridesmaid proposal box in the mail and have her open it over Zoon or Skype so you can see her face.
Have a pizza delivered
To take it to the next level, have a pizza (or whatever her favorite food is) delivered to her house while you are on the zoom call. Also, have one at your house before the call starts (but don’t let her know it’s there).
*Make sure you order in advance so you can have it delivered at a specific time.
Then after you ask her to be your bridesmaid (while you are just chatting and catching up), her doorbell will ring. Then when she comes back to the call, you will be there with your pizza too. Now you get to enjoy dinner together!
This will make an amazing memory!
A group chat
This might be a little more difficult to set up, but it works the same as above.
You can simply get all of the girls (and guys if you have bridesmen) on a group Zoom chat and pop the question. Or you can send them all proposal gift boxes and tell them to only open the gift boxes on the group call.
*With any of these options, you should record the Zoom or Skype video call.
4. Do you send out save the dates before asking bridesmaids?
No, you do not need to wait for your save the dates to pick your wedding party. In fact, many couples don’t even send save the dates.
The average save the dates get sent out 6-8 months prior to the wedding date. You want to ask your wedding party about 8-12 months before the wedding date (if possible) in order to give them enough time to plan and get everything they need for the wedding day.
5. Who should be my bridesmaids?
Your bridesmaids (or bridesmen) should be those closest to you. Typically the bride-to-be chooses her sister/sisters, best friends, and maybe even her soon-to-be sister-in-law.
When choosing your bridal party, you want to make it easy on yourself. Don’t feel like you have to ask someone just because they are your sister or sister-in-law. If you are closer to a few friends than you are to your sister, then you should only have your friends included in the bridal party.
When choosing your bridesmaids, you want to think about the entire planning process. Chances are, your bridesmaids will also be going to your bachelorette party, bridal shower, rehearsal dinner, and spending your entire wedding day with you. That is a lot of time together. A time in your life when you want happy memories.
Some questions to ask yourself before asking anyone to be your bridesmaid:
- Do I want to spend my entire wedding with this person?
- Does this person attract drama wherever she goes?
- Is this person always late?
- Does this person complain a lot?
- will this person get along with the rest of my bridesmaids?
Once you honestly answer those questions, you will most likely know whether or not to have them as a bridesmaid.
6. How many bridesmaids should I have? How many bridesmaids is too many?
You should have as many bridesmaids as your little heart desires. If a giant bridal party is your jam, go for it. But if you normally do better in smaller groups, you should probably just have a few.
If you feel like a getting-ready room with 12 girls having hair and make-up done will stress you out, a big bridal party is probably not for you.
The average number of bridesmaids in a wedding is 5-6. We know this because we have planned and photographed about 500 weddings over the past 10 years, and a high percentage of those weddings (I would say 75%) had 5 or 6 bridesmaids.
The smallest amount was zero (0). We have seen quite a few with only 1 or 2 on each side.
The largest bridal party we ever worked with had 13 bridesmaids, 12 groomsmen, and 6 flower girls/ring bearers. 10 of the bridesmaids for that wedding were sisters of the bride!
Another thing to consider when deciding on how many bridesmaids to have is time. Everything is going to take longer with a larger bridal party.
- Hair and make up will take a lot longer
- Traveling to and from hotels, venues, photo locations, etc.
- The ceremony processional and recessional
- Receiving lines (if you are doing one)
- Posed photos
- Reception intros
Just budget extra time for all of those things if having a bigger bridal party.
Our advice to you is to have as many as you are comfortable with.
7. Do you have to ask someone to be a bridesmaid if they asked you?
No, you do not have to feel obligated to ask someone to be a bridesmaid if you were one of their bridesmaids.
Every wedding is different. You do not need to feel pressured into adding more people to your bridal party just to make room for every previous bride that you stood up with.
Make your bridal party the exact group of friends and family that you want. This is your wedding day.
8. How do I ask my future sister-in-law to be my bridesmaid?
You can simply ask your sister-in-law to be your bridesmaid the same way that you are asking the other girls. If you want her to be a part of the bridal party, just include her in everything the same way you would if it was your real sister or one of your close friends.
You can give her a card that says something cute like: “Soon you will be my sister, but until then, will you be my bridesmaid?”
9. What should be in a maid of honor proposal? Should it be different than the bridesmaid proposal?
If you want to do something extra special for your maid of honor, then you definitely should. Don’t feel bad about doing more for your maid of honor than the rest of your bridal party.
If you do feel a little awkward about it, just do it on the side and not in front of the other girls.
For example, maybe you are only giving the bridesmaids a cute card asking them to be your bridesmaid.
You could give your maid of honor a special card but also include a piece of jewelry, a bottle of wine, or something really nice like a day at the spa together.