The Ultimate List of Bridesmaid Proposal Ideas

by Danielle Salazar February 06, 2015 8 Comments

Asking your ‘maids that one big question is almost as exciting as getting engaged! And let’s be honest - coming up with fun bridesmaid proposal ideas is half the fun! Whether you gather your girls together for a fun gift-giving party or deliver them individually, the element of surprise is what really makes the whole experience so memorable. So to help you out, we’ve come up with a list of some of our favorite creative ways to ask your bridesmaids that will get them yelling “yes!” at the top of their lungs!

The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaids

25 bridesmaid proposal ideas your girls will love.

1. Give your girls a scratch off card that is seriously too cute for words! You can even write a personal message for each of your soon-to-be 'maids to reveal. Bonus: Now through March 31st, use the promo KENNEDY10 for 10% off any orders at Inklings Paperie!

'Will you be my bridesmaid?' scratch off card. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsInklingsPaperie

2. Let's be real - who doesn't love a sweet treat every now and then? These cupcakes in a jar are not only delicious, but the perfect proposal idea!

'Will you be my bridesmaid?' cupcakes in a jar. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsSweetSistersCupcake

3. A personalized box is a great way to incorporate all of your little goodies into one fun package. Include items like a card, color palette ideas, inspiration for what you want them to wear, important dates, etc. The options are endless!

'Will you be my bridesmaid?' box. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaidsthefathomsbelow

4. A custom crossword puzzle is fun, unique, and makes your ‘maids work for their surprise! Perfect for your puzzle-loving friend.

'Will you be my bridesmaid?' crossword puzzle card. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaidscamispaperie

5. Let’s face it, there’s a little Bridezilla in all of us. Show off your funny (and honest!) side by gifting this fun card that is sure to bring a smile to your ‘maid’s faces.

'Will you be my bridesmaid?' bridezilla card. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaids

JulieAnnArt

6. What girl wouldn't want a gift that comes from the city of love (Paris!)? These sweet and simple pom pom necklaces are a fun present that your future 'maids will adore!

'Will you be my bridesmaid?' pom pom necklace. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsPamelaLoops

7. How fun would it be to get your girls together, pour a round of drinks, and let them find the personalized message written on the side of these shot glasses? Sounds like a party to me!

'Will you be my bridesmaid?' shotglasses. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsLetsTieTheKnot

8. It's small, it's chic, it's the perfect way to ask! This pretty little box comes with a dainty (adjustable!) bow ring that your girly-girl friends will love.

 'Will you be my bridesmaid?' glitter bow ring and box. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaidslusterdesignsbym

9. It may not be the most sentimental of cards, but this design will definitely make your girls laugh! Besides, your need for them to help you pee is totally legit.

A funny 'will you be my bridesmaid?' card. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsFINCHandHARE

10. These pretty little clothespin dolls are a unique way to ask your bridesmaids and a gift they can treasure forever. Not to mention, they are just plain adorable!

'Will you be my bridesmaid?' clothespin dolls. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsLeftonLynnaLane

11. We're drooling at the sight of these fancy bridesmaid cookies. Lucky for you, SugaryCharm is offering 10% off of these delicious treats when you use the promo KennedyBlue10!

'Will you be my bridesmaid?' cookies. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsSugaryCharm

12. A simple and classic choice, this floral print card is seriously adorable. It’s straight to the point and the design is super pretty!

The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsGrainandDot

13. Bring your bestie a cup of coffee and slap this label to pop the big question. She'll be surprised, happy, and caffeinated - the perfect combination for a fun celebration!

A personalized 'will you be my bridesmaid?' Starbucks label. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsLoostersShop

14. Propose with this charming muslin bag that's perfectly rustic chic! Personalize their bag by adding in a fun little bonus like nail polish, candies, coffee, or whatever you think they might enjoy!

A rustic 'will you be my bridesmaid?' bag. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsThePaperShoppeCA

15. Almost every girl loves to receive something shiny so this gold locket will give them a fun surprise inside that they won't be expecting!

'Will you be my bridesmaid?' locket necklace. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaidskathylorockskeepsake 

16. This proposal idea seriously could not be more fun! Ask your 'maids to join your wedding day by having them pop this confetti-filled balloon with a secret question inside.

'Will you be my bridesmaid?' confetti-filled balloon. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsStudioPepWeddings

17. A koozie is something that can be used time and time again so by asking with something so practical means they'll constantly remember the special day they were invited to take part in your wedding!

'Will you be my bridesmaid?' personalized can koozies. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsTheMonogramLine

18. You're friends will be filled with curiosity while they're attempting to figure out the hidden message on this pretty, custom jigsaw puzzle. Imagine their amazement once they finally put it together!

'Will you be my bridesmaid?' personalized jigsaw puzzle. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsTotesMcgoatsShop

19. Place one of these glamorous labels onto a tasty bottle of wine and not only does it become a creative way to ask your bridesmaids, but it's a great way to celebrate together once they've said "yes!"

'Will you be my bridesmaid?' wine bottle labels. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsStudioBLabels

20. Dainty necklaces are totally trending so why not gift your girls with a chic, circular necklace that they can wear over and over again? We'd definitely be excited if we were given something this cute!

'Will you be my bridesmaid?' necklace. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsPetalandPaperie

21. These push-up confetti poppers will have you and your friends laughing and cheering "hell yeah!" out of excitement. Not to mention, they just look like a ton of fun!

'Will you be my bridesmaid?' confetti poppers. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsRelishPrintDesign

22. These dreamy candles are a gorgeous piece for your 'maids to enjoy in the comfort of their homes. With the soft smells and rustic look, it's a great gift to surprise them with!

'Will you be my bridesmaid?' scented candle. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsBordeauxMtnCandles

23. Propose to your besties by giving these adorable bottle necklaces that are filled with colorful confetti. Besides, what girl doesn't love confetti?

'Will you be my bridesmaid?' confetti-filled, glass bottle necklace.. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsBaublesBubblyBelle

24. Especially perfect for those passionate wine lovers (you know who you are!), this simple cork unravels an unsuspecting message for your friends to discover.

'Will you be my bridesmaid?' wine cork. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your BridesmaidsPetite25

25. It's not a party unless there's a confetti-filled piñata! Your girls will love the excitement that this childhood toy brings as they pull on the string to reveal the exciting surprise inside!

'Will you be my bridesmaid?' party pinata. | The Ultimate List of Bridesmaid Proposal Ideas - 25 Creative Ways to ask Your Bridesmaidslusterdesignsbym

How would you ask your bridesmaids?

We're super inspired by all these fun ideas and it's hard for us to even pick a favorite. Leave a comment below and tell us which 'will you be my bridesmaid?' gift was your personal fave! Have an idea of your own? Leave that in the comments as well! And once you've checked out all of these fun ideas, head on over and start browsing our collection of bridesmaid dresses for some more wedding inspiration you'll adore!

Looking for more great blogs? You'll also like:

11 Tips on How To Choose Bridesmaid Dresses Bridesmaid Duties: 7 Ways to be a Great 'Maid Trend-Setting, Lace-Top Bridesmaid Dresses



Danielle Salazar
Danielle Salazar

Author



8 Responses

Iman
Iman

April 25, 2016

Took my bridesmaids/maid of honor/matron of honor out to dinner for GNO and surprised them with personalized champagne flutes and a placecard that says “As I Prepare for the day when I become Dominic’s bride, it would be a blessing to have you sipping by my side” We toasted and had a great time!

Ali
Ali

January 24, 2016

“I would run a mile from anybody who asked me in such a way.” Why, though? These are cute and fun, and offer a great memory. If they’re not your taste and you wouldn’t ask someone by popping a confetti pinata, that’s great, but some of us like to look for little ways to make memories and have a good time. I also feel like putting this much thought into asking your bridesmaids shows them how much you care about having them stand with you on your big day.

That all being said, I think these are adorable. Most of them are a little too cutesy for what I would do (the confetti pinatas, etc.) but I’m loving the idea of the necklace. She will have that necklace forever as a memento of her friendship with you. So sweet.

Janine Melnitz
Janine Melnitz

September 18, 2015

Oh my god. I just asked them, and I would run a mile from anybody who asked me in such a way.

Tommie
Tommie

September 17, 2015

I bought my bridesmaids their shoes for the wedding then I wrapped the box and made it pretty with the first letter of their name/glitter/bows and on the inside of the lid had a post card asking them to be my bridesmaids. I recorded all of them opening their boxes. It was really awesome cuz they weren’t expecting it.

Jaqueen
Jaqueen

June 25, 2015

I absolutely loved all of these! so creative! You can do so much more than just asking the question these days so fun!

Lynnette
Lynnette

June 01, 2015

I enjoyed all of them…my favorite- “personalized box”-with color palette ideas, important dates, etc.

Lumina Kaldi
Lumina Kaldi

March 11, 2015

I love them all ! Seriously, i looked over and over again and i can’t pick only one favourite !
Here is my idea for proposing to a Bridesmaid or Maid of honor :
https://www.etsy.com/listing/207371020/maid-of-honor-gift-box-will-you-be-my?ref=shop_home_active_3

Brooke
Brooke

February 06, 2015

I love the scratch off and balloon to pop! They are so adorable! I would do any of these! LOVE!!

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Measurement Guide

Taking Your Measurements

For the most accurate measurements, do not measure over your clothing. Your measurements should be taken while wearing undergarments similar to the ones you will wear with your dress. The measuring tape shouldn't be pulled too tight or have too much slack, and should always be parallel with the floor. 

**Wedding apparel is typically sized differently than retail clothing, so keep in mind that it's not uncommon to find yourself requiring alterations.




Bust size: Wrap the tape around your back and under your arms at the fullest part of your bust (not underneath the bust).

Waist size:  While standing up straight, bend at the waist to one side. Take the measurement where the natural crease happens in your side. This should be a few inches above your belly button.

Hip size: Standing with your feet together, wrap the tape around the fullest part of your hips and butt to get this measurement.

Choosing your correct size

Compare  these three measurements to the Kennedy Blue size chart above. It is very important that you order the largest size that corresponds to your measurements. For example, if your bust measures 40.5" (size 12), your waist measures 31" (size 10) and your hips measure 41.5" (size 8), we advise that you order a size 12, and get your dress altered down to custom fit your body. Ordering anything smaller than a size 12 would not fit in the bust area. Please note: Our bridal gown size chart is different than the bridesmaids sizing and is listed below.