The most exciting, important proposal in your life is the one that makes your boyfriend or girlfriend your fiancé. The second? Popping the question to your bridesmaids. And just like a wedding proposal is well-planned, thought out, and special, your bridesmaid proposals can be as well. Whether you want to ask everyone together or create a personalized experience for each friend, here are 5 bridesmaid proposal ideas you can use to pop the question that are sure to make them say, “Yes!”

Throw a Wine Night 

Wine nights are always a good idea, and they are also the perfect place to gather your best friends and ask them to be your bridesmaids. After an evening of wine tasting or cocktails, present each bridesmaid with a custom label wine or champagne, playfully asking them to be part of your wedding party. For a daytime option, you can do the same with a tea party and some scones and finger sandwiches.

Popping the question to your bridesmaids, bridesmaids, bridesmaid, wedding party

Begin the Robe Life

Hoping to recreate that popular photo of you and your bridesmaids in matching robes? Get everyone ready by gifting them each a robe as you ask them to be in your bridal party. Matching robes make for some of the cutest “getting ready” photos on your big day!

Plus, there are so many different styles and colors you can choose from. Whether you want something sweet and simple or want ones specifically for a wedding party that say “Bride,” “Maid of Honor,” and“Bridesmaids” on the back, there is something for everyone. Find both solid and printed silk robes here and some of the best robe options here. Or, if you want to match while getting ready but want to wear something other than robes, check out these alternate getting ready outfit options.

Popping the question to your bridesmaids

Keep it Simple with Flowers and a Card

If you’re looking for a sweet and simple way to pop the question to your bridesmaids, send a beautiful bouquet of flowers to each friend. Be sure to include a custom card asking the age-old question, “Will you be my bridesmaid?” This bridesmaid proposal idea works well if you want to personalize the experience for each friend because you can give the flowers in person or send them to out-of-town maids.

Customize the Perfect Picnic

For something as important as popping the question to your bridesmaids, not just any picnic will do. It needs to be just right, and companies like Popovers and Peonies, The Picnic Collective, or Al Fresko can make it perfect. All you have to do is pick your favorite picnic spot–at the beach, in your yard, at the park, on a boat, or wherever feels special to you–and they will take care of the rest. 

These pop-up picnic and culinary experiences are fully customizable. Not only will they set up a beautiful custom picnic with delicious drinks and bites for you and your maids, but you can even get a custom “Will you be my bridesmaids?” board for all your friends to see when they arrive. For a more personalized way to pop the question, customize the picnic to have little gifts on each place setting asking your friends to be your bridesmaids as they sit down for lunch.

Popping the question to your bridesmaids
Bridesmaids Gifts

Send a Custom Gift Box

If your bridesmaids can’t all get together in one place you can still ask them to be in your wedding party with a customized gift. Marigold & Grey offers high-quality and aesthetically pleasing gift boxes you can send. Alternatively, Box + Bow gives you the option to engrave each maid’s name on the front of the box and write a personalized message on the inside of the lid. You can fill the box with tons of cute gifts and a card from each shop selection. Lastly, The Knot Shop also offers cute, personalized gift boxes and gift options to add to each box. Regardless of the company you choose, sending a gift box straight to each friend is a fun way to ask them to be your bridesmaid.

The Most Important Parts of Wedding Planning

Popping the question to your bridesmaids is one of the most exciting parts of planning your wedding. These are the friends who are going to be by your side throughout the entire process from going wedding dress shopping with you to planning your bachelorette party to helping you get ready on your wedding day to standing next to you as you marry the love of your life. With the right bridesmaid proposal, you can show each one of them how much they truly mean to you. 

There are also so many other important things to do leading up to your wedding day. So be sure to check out our wedding planning checklist so you don’t miss a thing. Who knows, maybe your new bridesmaids can help with some of the other tasks on the list. Either way, as your wedding planner, we will always be there for you!