How To Pop The Question To Your Wedding Party

Nicole Wegman
“Proposing” to your party members is a fun way to get the party started!
A bridesmaid proposal is the perfect opportunity to put your DIY skills to the test and let your nearest and dearest know that you couldn’t say “I do” without them by your side. After all, nothing says “will you be my bridesmaid?” quite like a nostalgic trip down memory lane with photo collages and pretty props that honor your friendships, both old and new. If you’d prefer to purchase a little gift set or a classic “bridesmaid” sash,  we’ve put together a list of the most creative ways to pop the question to your girls (or guys!). 
Pro Tip: Make sure you have these wedding gifts included in your overall wedding budget! If you’ll be purchasing multiple items, the costs will start to add up!

Do It with Some Bubbly (Yes way, Rose!)

Whether you decide to toast all the important ladies in your life at a girls-only dinner or take a moment to pop the question over mimosas at your next one-on-one brunch, proposing to your friends over some boozy bubbles will have everyone feeling all fuzzy for days. For a DIY twist, use glitter-guised mini bottles of champs that you decked out yourself.

A Simple & Heartfelt Card

Nothing is more heartfelt than a personal note written directly to your bridesmaids. Whether you’re proposing or delivering a gift, create a custom card and make it personal. 

Cute & Personalized Gift Items

The sky's the limit when it comes to gift ideas for your wedding party. Ask, but keep in mind, little items can add up. You can fill these gift baskets with everything from lip balm to candles to personalized bags. They’re a great way to let your best friends know that you can’t wait for them to be a part of your big day. Here are some ideas:
  • Succulents 
  • Jewelry
  • Hair Accessories
  • Soap boxes
  • Personalized makeup bags
  • Proposal box set
  • Candles
  • Mini Pinatas 
  • Personalized Puzzles
  • Floral arrangements 
  • Sugarfina candies 
  • Bottle of wine with a personalized label (our fave!)
  • Merchandise 
  • Self-care box

Customized Clothing

This may be one of the more pricier options, but we guarantee if you go the clothing route your bridesmaids will be thrilled! These items of clothing can include robes, slippers, pajamas, sweat sets, sweatshirts, accessories - you name it!


Who could say no when they’re chomping on cookies or cupcakes or anything covered in chocolate? We love the idea of having an old-fashioned baking party with your partner and churning out treats for your besties. You can pop the question with a frosted confection, a dozen doughnuts or even with a batch of brownies. Whatever you choose, it’s sure to go down well! 

Coffee Date 

“Perk” your girls up with a cute coffee mug that’ll have them smiling for many mornings to come. Come up with some cute quotes or notes and bring the graphic to a printer. Alternatively, you could try an online printing site to bring your mug of love to life. Then, fill it up with your favorite coffee beans and pay each one of your girls a visit on a cold weekend morning with a warm and toasty surprise!

Balloons & Confetti

Purchase a pack of balloons and fill each one with colorful confetti (simply hole punch dots from colored paper) and a note that asks “Will you be my bridesmaid?” Inflate the balloons and tie them off with a small card that reads “POP ME.” Once the confetti falls and the important question unfolds. It’ll be a great memory!

Host A Killer VIPs-only Event

Everyone’s daydreamed about being invited to an exclusive, you-need-to-be-famous party. So, give your entourage an all-access pass to a perfect day! Kick-off the day with brunch then Uber the  VIP over to the nicest nail salon for matching manis and pedis. Make the announcement while everyone has their toes in the tubs!