The bride’s bachelorette party and bridal shower is why it’s a great idea to get them involved as soon as possible. Aim to ask your future bridesmaids-to-be at least six months before your big day so that they have enough time to prepare and plan accordingly.
1. Give a “Bridesmaid” Keepsake Gift
Lots of brides and grooms love to give their wedding party members a gift when they ask them the big question. Popular bridesmaid gifts include skincare gift sets, jewelry, and pretty hair ties (to wear on the wedding day), tote bags, personalized tumblers, stemless wine glasses, and notebooks. If you can give a keepsake gift like a personalized jewelry box or monogram towel, then even better — they’ll always remember the moment you asked when they see it.
2. Surprise Them at Their Doorstep
What better way to make your bridesmaid proposal than to show up at their doorstep as a surprise? Arrive with a bouquet of flowers in hand (and perhaps a bottle of wine or sparkling juice) and ask your bestie to be your maid of honor or bridesmaid. You can toast the moment when she says yes!
3. Send Cookies or Cupcakes
For a bridesmaid proposal idea that’s sweet and tasty, it doesn’t get better than delicious cookies or cupcakes. Bake your own at home, then with icing, you can write the words “Will you be my bridesmaid?” You can ice each cookie or cupcake with individual words or try fitting the question all on one (depending on the size)! Or you could order custom-made sweets for a perfect presentation. Whichever option you choose, your besties are sure to smile when they open the package.
4. Have a Dinner Party
Invite your besties to a dinner party at your place. Whether you cook up a homemade meal or order from a restaurant, don’t tell them the reason for the dinner — just say you want to gather everyone for a nice meal. Then, as dinner comes to a close, pour some bubbly and bring out a cake iced with the question “Will you be my bridesmaids?” It’s sure to be a night to remember.
5. Put Together a Bridesmaid Proposal Box
While you can buy a prepackaged bridesmaid proposal box, consider making a personalized version if you have the time (and crafty skills). To put together a DIY bridesmaid proposal gift box, all you need is a note and some goodies to fill the container — chocolate candies, face masks, notebooks, scented candles, and cozy socks are favorites. Decorate the box with stickers and spruce up the interior with confetti and tissue paper that matches your wedding theme.
6. Send a Bouquet of Flowers with a Note
You can’t go wrong with flowers, and they make a wonderful bridesmaid proposal gift idea. Order a bouquet of beautiful blossoms and have them delivered to your future bridesmaids along with a personalized message that ends with, “Will you be my bridesmaid?” For a contemporary (and longer-lasting) twist on sending flowers, you could send a houseplant instead.
7. Surprise Them with a Bridesmaid Robe
We’ve all seen those wedding day photos with the bride and her bridal party wearing matching personalized robes. Surprise your would-be maid of honor and bridesmaids with their very own robes as the perfect way to ask them to take on the role of standing by your side on the big day.
8. Give a Personalized Wine or Champagne Bottle
Wine makes a great gift for any holiday or celebration and you can step it up with a personalized wine label. Simply buy your (or your soon-to-be-bridesmaid’s) favorite bottle of wine or bubbly. Then, affix a customized wine label with the words, “Will you be my bridesmaid?” If you have the budget, you can present the bottle with a pair of champagne flutes or wine glasses.
9. Send a Bridesmaid Proposal Card
The best way to ask someone to be your bridesmaid is often the simplest. A heartfelt bridesmaid proposal card is sure to make their face light up. Make your own card and mail it to someone special, or send a digital card to your would-be bridesmaids.
Message Ideas for Your Business Proposal Card
Whether you give a gift or not, chances are you’ll be sending a card to ask someone special to be your bridesmaid or maid of honor. Naturally, you can simply ask, “Will you be my bridesmaid?” But if you’d like to add to that question or change it up a bit, here are some ideas to inspire you.
- Will you be by my side on my wedding day, [Name]?
- I couldn’t do this without my best friend. Be my bridesmaid?
- Wedding planning is going to be so much fun with you! Please say you’ll be my bridesmaid!
- Excited to tie the knot with you close by, [Name]. Will you do me the honor of being one of my bridesmaids?
- We’ve been BFFs forever, now it’s time to make you my bridesmaid!
- I’d love to have you by my side on the big day. Will you be my maid of honor?



