Unique Ways to Propose to Your Bridesmaids and Groomsmen

Choosing your wedding party is a big decision, you’re inviting the people closest to you to be by your side on one of the most important days of your life. So why not make it memorable? Bridesmaid and groomsman proposals are a special way to ask your friends and family to take on this important role. Here are some creative and unique ways to pop the question and make them feel truly appreciated.

1. Personalised Proposal Boxes

A proposal box filled with personalised gifts is a lovely way to ask friends to be part of your wedding.

For Bridesmaids: Include items like a mini bottle of champagne, a scented candle, a piece of jewellery, or a small, handwritten note.
For Groomsmen: Think of essentials like a small bottle of their favourite whiskey, cufflinks, a custom tie, or socks for the big day.

Add a heartfelt card that says, “Will you be my bridesmaid/groomsman?” for a special touch.

2. Pop the Question Over Brunch or Dinner

Gather your friends for a brunch or dinner and make the question a part of the event.

Set the Scene: Reserve a table and decorate it subtly with flowers, name cards, or a small sign that says, “bridesmaid brunch” or “groomsmen dinner.”
A Personal Toast: Once everyone is gathered, make a toast and ask each person individually to stand by your side. Not only is this personal, but it’s also a wonderful way to create a memory together.

A celebratory meal adds a touch of luxury and lets your future wedding party members know how much they mean to you.

3. Gift a Customised Puzzle or Game

For a playful twist, give each person a puzzle or game with a hidden message.

Puzzle Proposal: Have a custom puzzle made with the message, “Will you be my bridesmaid/groomsman?” so they only see the question when the puzzle is complete.
Scrabble or Word Search: Design a small word search or Scrabble board where the highlighted words spell out the proposal.

This method is both fun and interactive, and it will keep your friends guessing until the final reveal.

4. Send a Video Proposal

Record a personalized video message for each person in your wedding party. Share your favourite memories and tell them why they’re special to you.

Personal Touch: Share the video privately or add a bit of humour to make it light-hearted.
Destination Reveal: If your wedding involves travel, include a few clips of the location or activities planned, so they’ll feel even more excited to be part of it.

This works especially well if your friends or family members are far away and can’t be there in person for the proposal.

5. Plan a Scavenger Hunt

For the adventurous spirits in your life, organize a scavenger hunt with clues that ultimately reveal your proposal.

Map It Out: Create a simple map or list of clues leading them to special places, like the coffee shop where you first met or a favourite hangout.
Final Clue: Have the last stop be a spot where you’re waiting with a “Will you be my bridesmaid/groomsman?” sign or leave a note and small gift at the final location.

A scavenger hunt proposal is creative, fun, and provides an exciting twist they’ll never forget.

6. Plan a Surprise Group Outing

Invite your friends on a special outing and pop the question during the day’s events.

Bridesmaid Spa Day: Plan a relaxing day at the spa and surprise them with proposal cards at the end of the pampering session.
Groomsmen Adventure Day: Organize an activity like mini golf, a hiking trip, or even a day at a local brewery, and ask them as you toast to the occasion.

An unexpected group outing is a fun way to celebrate, and everyone will appreciate the thoughtfulness behind it.

7. Create a “Proposal” Playlist

If music plays a big role in your relationship with your friends, create a personalised playlist to pop the question.

Special Playlist: Create a Spotify or Apple Music playlist titled “Will You Be My Bridesmaid/Groomsman?” and fill it with songs that have significance to you both.
Personal Song Dedication: At the end of the playlist, include a voice recording where you ask them to join you on your big day.

This is a fun, easy way to personalize the proposal, and it gives them something they can keep forever.

8. DIY Proposal Candles

For a handmade touch, create custom candles that ask the question when they’re opened or lit.

Custom Labels: Order or design a label with a message like “Will you be my bridesmaid/groomsman?” and stick it on the front.
Hidden Message: Place a hidden message inside the lid or attach a small note that reveals the proposal when they open it.

Handmade gifts show thoughtfulness and give your friends something they can use long after the wedding.

9. Have a Mini Photo Shoot

If you have friends who love taking photos, organize a mini photo shoot and pop the question in front of the camera.

Surprise Reveal: During the photo session, hold up a sign that asks them to be part of your wedding or hand them a framed proposal card.
Capture the Reactions: A photographer can capture their surprised and excited reactions, giving you all fun memories and keepsake photos to look back on.

10. “Open When” Letters

Write “open when” letters that lead up to the final reveal.

The Lead-Up: Write a few “open when” notes, like “Open when you’re missing me,” “Open when you want to laugh,” and finally, “Open when you get to the big question.”
The Big Question: In the final envelope, include a card that says, “Will you be my bridesmaid/groomsman?” along with a small keepsake.

This approach is sentimental and personal, perfect for friends who love a little mystery and enjoy heartfelt gestures.

Final Thoughts

Asking your friends and family to stand by your side on your wedding day is a special moment worth celebrating. No matter how you choose to pop the question, make it personal and memorable. Your wedding party will appreciate the thought you put into the proposal, and it’s a wonderful way to kick off the celebrations for your big day!

Unique Ways to Propose to Your Bridesmaids and Groomsmen

Create your Free Account Today.