Unique Maid of Honor Proposal Ideas She’ll Say YES To!

This post is all about maid of honor proposal ideas.

So, you’re engaged… Congratulations! The next step is coming up with the perfect maid of honor proposal ideas that your future maid of honor will love.

Whether you’re proposing to your long-time bestie, your sister, or another friend or family member, I know we’ll be able to find you the perfect proposal idea in this post.

Here, you’ll find great bridesmaid proposal gift boxes, cards, and other gift ideas.

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MAID OF HONOR PROPOSAL IDEAS

Maid of Honor Proposal Ideas

1. Ask over dinner

A cute and memorable way to ask your friend to be your maid of honor is to take her out to dinner.

Bonus points if there’s a restaurant you both love or where you have lots of memories to make it even more special!!

2. Send flowers with a note

You can never go wrong with flowers. If you live long distance from your future maid of honor, sending flowers is the perfect classy way to ask her!

3. Send personalized cookies

Personalized cookies are the cutest for bridesmaid proposals!!

You can get one with your wedding date, one with her name, and “yes” or “no” cookies. I also love the bridesmaid dress cookie idea!

4. or send out macaroons

Something about macaroons just feels so elegant.

These ones can have the “will you be my maid of honor” words on them, and you can even get one with her name!

5. Send custom message shortbread cookies

These shortbread cookies are another cute spin on the custom cookie message idea!

Everyone loves a sweet treat, so you can’t go wrong with this idea.

6. Ask with a custom wine bottle

These custom wine bottle stickers are the cutest! You can customize these with her name and a photo of you two. Then, you can put it on your favorite wine.

7. Get her a personalized scratch off card

These personalized scratch off cards are such a cute and interactive way to ask your bestie to be your maid of honor.

8. Gift her a custom pull out photo album

If you’re looking for sentimental maid of honor proposal ideas, putting together a photo album for your maid of honor is such a meaningful way to do it!

When she gets to the bottom of the photo album, she’ll see the question “will you be my maid of honor.” So cute!

9. Give her a Will You Be My Maid of Honor Sister Morse Code Beaded Bracelet

This beaded bracelet is a really cute way to ask someone to be your maid of honor.

The message on the card it comes with is so sweet!

10. Take a tour of the wedding venue with her

Taking a tour of your wedding venue with your bestie would be so fun!

Here, you can present her with a proposal box, a personalized card, or just simply ask her.

11. Get her a personalized maid of honor puzzle

These customized puzzles are so cute, and something she’ll keep for a lifetime!

12. Send out a personalized proposal card

A personalized proposal card is another great idea whether you’re long distance or giving it to your friend in-person.

You can never go wrong with a heartfelt card that she’ll hang onto forever.

13. Send a maid of honor box

A maid of honor proposal box is so fun to put together, and something your maid of honor will truly appreciate!

She’ll likely put lots of time, energy, and even money into your wedding celebrations over the coming months, so a proposal box is a great way to say thank you in advance.

14. Take her to brunch

I’ve never met a girly who doesn’t love brunch. Take your future maid of honor on a brunch date to a cute restaurant, and ask her there to be your maid of honor!

This is a great way to turn the proposal into more of an experience and quality time.

Maid of Honor Proposal Box Ideas

15. Wooden Proposal Box

This wooden proposal box is perfect if you want your proposal gift to feel elegant, personalized, and high-quality!

You can add your maid of honor’s name to the box which makes it super personalized.

16. Hair Accessory proposal box

This proposal box comes with a bunch of different hair accessories including acrylic clips, claw clips, a flower clip, and a satin scrunchie.

You can personalize the cup with her name and order this in blush pink or sage green!

17. Sleek Proposal box

This sleek proposal box comes with a bunch of useful and personalized items.

It comes with a personalized cup, compact mirror, lip balm, soap, scrunchie, knot bracelet, and diamond pen. All the cutest little items!

18. Summery proposal box

This proposal box has all the cute gifts like a flower clip, compact mirror, jewelry organizer, and more… But it also gives off such a summery vibe!

This is perfect if you’ll be having a summer wedding.

19. Custom Bridesmaid dress card boxes

You can personalize this bridesmaid proposal box with your maid of honor’s name along with a dress and silhouette that looks like her.

The box itself comes with a tumbler, ring dish, diamond pen, hair claw, and scrunchie!

20. Maid of Honor Era Box

This maid of honor era box comes with all the items you see pictured AND you can choose from so many different colors!

You can select terracotta, sage, black, or a bunch of other colors when you order this.

21. Pajama themed proposal box

Every girl could use another set of PJ’s, which makes this pajama themed proposal box perfect!

You can buy them in champagne, blush, burgundy, or choose from a bunch of other colors.

22. Elegant minimalist proposal box

This minimalist proposal box comes with all the basics you need like a pen, scrunchie, tumbler, and makeup bag.

Just enough to give her a cute gift without going overboard!

23. Relaxation proposal box

If you’re looking for the best maid of honor proposal ideas that will help her relax, you’ve got to get her this relaxation proposal box.

It comes with tons of items to help her relax like a candle, shower steamers, a little towel, and more.

24. Custom baking proposal box

If your maid of honor loves baking, this baking gift box is such a unique option!

25. Elegant maid of honor proposal box

This maid of honor proposal box has all the core items that you would want to see in a proposal box, but with a super elegant and bridal vibe.

26. Healthy and Natural proposal box

This proposal box is perfect for the healthy gals. It comes with a soy wax candle, tea infuser, honey jar, natural lip balm, and a few other items that health-focused girls would love!

27. Beach themed proposal box

If you’ll be heading to the beach for your bachelorette or even doing a destination wedding, this maid of honor proposal gift fits that theme perfectly!

Maid of Honor Proposal Gifts

28. Personalized digital faceless portrait

You can gift your maid of honor this digital faceless portrait by either printing it out and framing it or sending it to her digitally.

This is such a sweet way to capture your favorite memories in your maid of honor proposal!

29. Personalized Wallet

A personalized wallet is such a cute and practical gift. Perfect to add to any maid of honor proposal gift box!

30. Personalized makeup brush case

Speaking of personalizing things, what about a personalized makeup brush set?

This is a practical gift that you can add a meaningful touch to when you add the name of your future maid of honor!

31. Personalized Hair Clip

Hair clips are some of the most popular maid of honor proposal ideas.

These personalized hair clips come in so many different colors and they’ll be the perfect, practical addition to your gift box.

32. Custom initial birth stone ring

This initial birthstone ring is a really cute and personalized addition to a maid of honor proposal. You can order it in silver, gold, or rose gold… whichever would be her favorite!

33. Initial jewelry dish

This jewelry dish is so elegant!

Every girl needs a jewelry dish, and personalizing this one with her initial is a great way to say ‘thank you’ for all the ways she’ll celebrate you through this chapter of your life.

34. Maid of honor sweatshirt

This maid of honor sweatshirt looks so cozy. You can choose between 19 different colors when you order it!

35. Personalized makeup bag

Makeup bags always come in handy for trips and keeping your makeup organized.

These personalized makeup bags are so cute and the perfect addition to any maid of honor proposal box!

36. Funny makeup bag

Any Swifties here?!

If you and your maid of honor are Swifties, this funny makeup bag is the perfect representation of who you are!

37. Wine bottle and bag

This maid of honor wine bag is so adorable.

Buy her favorite bottle of wine to go along with it. You could pair this with flowers and a card, or any of the other maid of honor proposal ideas on this list!

38. Personalized Slippers

You can’t go wrong with personalized slippers. You can customize these ones with her name and choose from six different colors!

39. Custom mug

These custom mugs are the cutest!

You can make the image look like you and your maid of honor by choosing from eight different designs and adding your names to it.

40. Personalized travel perfume bottles

These personalized travel perfume bottles are super convenient and practical gifts.

She can use these going forward to carry her favorite perfume with her when she travels, and even to keep extra perfume on her on the wedding day!

41. Custom tumbler

You’ve seen by now that most maid of honor proposal boxes include a personalized tumbler of some kind.

This tumbler can be customized with her name and you can even choose from eight different cup colors and several font colors!

42. Cute keychain

This maid of honor keychain is an easy, affordable addition to your maid of honor proposal that she’ll keep by her side for years to come!

43. Butterfly tea gift set

If your maid of honor loves tea, she’ll love these floral teas. It’s such an elegant little set that will help her take care of herself and relax.

44. Maid of Honor Candle

Can’t go wrong with a candle! This candle gives a sweet definition of maid of honors that will instantly help her know she’s appreciated.

45. Team bride candle

This team bride homesick candle is another cute candle option. It has a lily and beach plum scent, which is perfect for your gals!

46. Custom tote bag

Everyone needs more tote bags! This custom maid of honor tote bag is so cute. You can even use this to hold her maid of honor gifts when you propose to her.

Maid of Honor Proposal Cards

47. Classic white card

White feels very bridal, so this classic white maid of honor card will match no matter what your wedding colors are!

48. Trendy Bow Card

Bows represent all things girly, fun, and elegant… all things your wedding will be. I love this trendy bow card!

49. Photo card

Photo cards never get old. Pair one of your favorite memories with the “will you be my maid of honor” question, and it makes your proposal all the more special.