Gathering gifts for a unique bridesmaid proposal box is the most heartfelt way to ask your best friends and family members to join your bridal party. After all, you’re asking them to commit time and money to your wedding. You can even make a unique design for a maid of honor proposal box that adds special significance to the role. Creating fun, personalized bridesmaids boxes for your maid of honor and bridesmaids is a small gesture of your appreciation. It gets everyone hyped for your wedding while also letting you finalize your bridal party.
From personalized bridesmaid proposal cards to custom bridesmaid shirts, use GotPrint’s guide to curate the best bridesmaids proposal box for your friends.
What to Put in Bridesmaid Proposal Boxes
Your bridesmaid boxes can be as elaborate or as simple as you want. Ideally, it is full of useful products that won’t get tossed out. The contents of the personalized gift boxes should both match your wedding theme and be something your bridesmaids want to use.
Here are GotPrint’s bridesmaids boxes ideas for cute, budget friendly unique personalized bridesmaid gifts.

Proposal Card:
The most important part of a bridesmaid box is the bridesmaid proposal letter where you ask someone to join your bridal party. This can be as simple as a “Will You Be My Bridesmaid?” notecard or a cute greeting card with a note written inside. You could also write a long, handwritten letter that details why you want them to join your group.
You can order custom wedding stationery, including bridesmaid proposal cards, from GotPrint. Select one of our elegant paper stocks, like 18 pt. Ultra Premium Pearl or 13 pt. Premium Linen, for a luxury, delicate postcard. Read our guide to wedding stationery paper to find the best material for your prints.
Matching Bridal Party Apparel:
Cute personalized apparel is a fun way to connect the group. Personalized t shirts, sweatshirts, and hats let your bride gang show up to the bachelorette trip or any other bridal party looking great. Whether you’re relaxing at a spa, chilling at a brewery, or lying on the beach, everyone will know that your group has something to celebrate.
These apparel items can be themed to the wedding. Most will just say Bridesmaid, but you can also make funny designs that say “tipsy bridesmaid” or “bride’s bestie.” GotPrint already has some cute bridal t shirt designs you can order. Some people want to personalize apparel for their friends and family that have a general matching design theme that aren’t super bridal. You can monogram initials, embroider full names, or print cute artwork on cozy custom clothes.
Matching apparel also looks great in your wedding day photos. If you have a photographer joining the prep period, then cute clothes instantly ties the whole image together. Your bridal party will look coordinated in matching funny shirts or delicate embroidered crewnecks.
Ordering custom apparel from GotPrint is an affordable way to give personalized gifts to your friends and family. We offer a wide variety of colors for shirts, sweatshirts, crewnecks, and hats, so you can find a color palette that matches your wedding theme. GotPrint has no order minimum for apparel customization. This allows you to upload individual designs for different apparel products within one order, and you can give everyone a truly personalized gift.
Here are different kinds of matching bridesmaids clothes:
- Bachelorette Party Shirts: Hype everyone up for your pre-wedding pirates with bridal party shirts. Get yourself a bride shirt, then create cute or funny bachelorette party shirts for your group. GotPrint’s t-shirt printing uses cozy fabrics and high-quality ink for long-lasting designs.
- Bridesmaid Sweatshirts: Print or embroider a design on a custom bridesmaid sweatshirt that matches your own bride sweatshirt. It can just say “bridesmaid,” “bride squad,” or it can have each person’s name integrated into the design. Design a unique maid of honor sweatshirt to give her role extra importance.
- Bridesmaid Crewnecks: A cute embroidered bridesmaid crewneck is a cozy apparel gift for your girl crew to wear on the bachelorette trip. A cute monogrammed crewneck sweatshirt is a gift that everyone can wear long after your wedding festivities have ended.
- Bridesmaid Hats: Design custom embroidered hats for the group to wear while out and about on your bachelorette trip. Embroider a white bride hat with matching bride squad hats, or any other funny hat design.

Personalized Bridesmaid Gifts:
Small but meaningful – and practical – gifts can fill out the rest of your box. While you might be tempted to buy some pre-packaged goodies and call it a day, there are many ways you can fully personalize everything in your bridesmaids gift boxes. You can print custom labels to stick on any product or gift bag you create. Not only does this cover up any logos, but it gives everything in your gift box a consistent aesthetic.
More Bridal Box Gifts:
- Bridesmaid Mugs: Order a set of matching custom mugs for the whole group. Print their name with an artistic design, or create a simple bridesmaid mug design. Pair them with everyone’s favorite tea, coffee, or hot chocolate.
- Wine/Champagne: Design a custom wine bottle label branded for your wedding theme. You can also continue to use these labels on bottles used at other wedding events. Browse GotPrint’s wedding wine label templates to get started.
- Candles: Create custom candle labels to stick onto gifts for your friends. Whether you’re making your own candles or buying them from a store, using your own label design makes the gift feel personal instead of generic.
- Candy/Snack Bags: Give everyone a small bag full of fun snacks and goodies. Decorate the bag with a cute sticker that makes it look much more elegant. Your sticker design can say “Bridesmaid Fuel” or something related to your wedding theme.
- Self-Care Kit: Being in a wedding party is a lot of work. Gather a bunch of skincare and wellness products – like face masks, tea bags, lotion, and under-eye patches – so everyone feels rejuvenated throughout the wedding planning process. Print labels that say Bridesmaid Survival Kit to add a bit of humor to your gift box.
- Makeup Kit: Gather some fun products for everyone to wear at your various bridal festivities. Small items, like lipstick, mascara, blush, and setting spray, are easy to gather in a small makeup bag decorated with a custom sticker.
How Do You Deliver a Bridesmaid Box?
In Person: The most memorable bridesmaid box unboxing happens in person. Gather everyone together or stop by each person’s home with your special delivery to instantly see their reaction – and capture some great social content.
Mail: If your favorite people are all spread out, then shipping bridesmaid boxes is the most efficient method. Just make sure any delicate or fragile elements, like glasses or candles, are securely wrapped.
Bridesmaid Proposal Ideas:
Half the fun of gathering gifts for a bridesmaid box is anticipating people’s reactions. Here are different ways you can deliver your special gifts
- Bridesmaid Proposal Party: Set the tone for your wedding festivities with an intimate party for your bridal party. It can be a throwback theme with a sleepover, a formal cocktail party, or a chill wine and cheese night.
- Bridesmaid Brunch: Plan a girls brunch party with each person’s bridesmaids gift boxes at their table setting.
- Personal Delivery: Each member of your party is an important part of your life. Taking the time to individually deliver each box to the recipient makes the moment more heartfelt – and removes any pressure to say yes.
- Group Video Call: If you’re mailing boxes, it can be tricky to garner the same enthusiasm as an in-person gathering. You can ask everyone to hold onto their package until a certain point, then have everyone hop on a video call and open it up together.
- Individual Calls: If a group call feels too chaotic, you can ask people to call you when they’re ready to open their box. This creates an intimate moment, and it gives you an opportunity for everyone to respond in a low-pressure environment.
When Should You Ask Your Bridesmaids to be in Your Wedding Party?
Ask your friends and family to be your bridesmaids at least 8 months before the wedding day. Most wedding planners suggest making the request as early as 11 months before.
That might sound early, but being a bridesmaid – let alone the maid of honor – is a big commitment. It involves planning and attending several events, like the bridal shower, bachelorette party, rehearsal dinner, and the wedding itself. Asking as early as possible ensures everyone has that day marked off on their calendar without any conflicting events.
Most people will ask their maid of honor before anyone else, since it’s a role with added importance. Make distinct maid of honor proposal boxes with designs specifically for this special honor.
It’s also important for planning other elements of your wedding. You need to order bridesmaids’ dresses several months before the wedding, and plan any required tailoring and alterations. How large your bridal party is will also influence the bouquets you order, bridal party seating arrangements, and spots at the bachelorette party.
Prepping in advance with all your bridesmaid gifts, group bridesmaids outfits, and bridesmaid proposal postcards ensures the wedding planning process happens smoothly.