15 Holiday Marriage Proposal Ideas

The holiday season is the perfect time to plan a magical proposal. Joy is in the air, family time is abundant, and twinkling lights are everywhere which means the decorating has already been done for you. Planning a proposal this season? These holiday marriage proposal ideas will get you inspired to create some holiday magic of your own!

Holiday marriage proposal ideas in the snowBreanna and Justin’s Holiday Photo Shoot Proposal

Under the Mistletoe

As if getting a kiss under the mistletoe isn’t wonderful enough, getting engaged is even better! Hang mistletoe in the house, set the scene in your backyard, or whip it out of your back pocket it and hold it over your heads at whatever proposal location you wish.

mistletoe proposal ideaHarmonee and Kevin’s Christmas Shoot Proposal

Ugly Sweater Party

With the holiday season comes the socially acceptable time to wear ugly sweaters every day of the week without judgement. Host an ugly sweater party with your friends and family as an excuse to have them all in attendance for the big moment. You can even get a custom “Will You Merry Me?” sweater like this man did for his ugly sweater proposal.

ugly sweater party holiday proposal ideasBrianna and Brandon’s Ugly Sweater Proposal

Secret Santa

Set up a Secret Santa surprise gift exchange with your friends or family. Be the one to organize it so you can rig the recipient list so that your partner goes to you. When it comes time for everyone to get together to reveal who has who, your partner will be blown away when you get down on one knee to present them with their gift.

Cookie Decorating

Sweeten up your proposal with a side of cookies. Bake them together and as you’re decorating write “Will You Marry Me?” on one of them and then ask your honey if they’d like to take a break from decorating to eat a few. Baking not your thing? Use some frozen cookie dough and sneak in an engagement ring shaped cookie or professionally decorated one from a local bakery to help with your proposal. The results will be just as delicious.

Veronica and Kody’s Christmas Cookie Proposal

Ornament on the Tree

As you’re decorating the tree, hang up your engagement ring tied to a ribbon when your partner isn’t looking or attach the box to some string. When they finally notice the ornament (or when you ask them, “where’d this one come from?” if you start to get impatient) begin telling them why you love them as you take the ring off the tree and get down on one knee.To capture it on film, suggest you want to start a new Christmas tradition and record the tree decorating so that the camera will already be rolling when you propose.

Andy's Proposal in Kuipers Family Farm, IllinoisAshley and Andy’s Christmas Ornament Proposal

eight days of engagement

Hanukkah comes with eight days of celebration opportunity. Start with an engagement ring as the first night of Hanukkah gift, then team up with friends and family to shower your new spouse-to-be with engagement gifts each night for the rest of Hanukkah. Alternatively, start the first night of Hanukkah with a small gift, like a framed photo of your favorite date or a love letter, and continue to build up each day until you pop the question with the biggest gift of all!

Sleigh ride

Propose with the bling as the sleigh bells ring. Propose on the sled as you take a snowy ride around a park, or pose for some photos in front of the horse and carriage then celebrate the moment with a ride around town that ends at local restaurant for a celebratory surprise party.

Sleigh ride holiday marriage proposal ideas Haley and Matthew’s Sleigh Ride Proposal

holiday card photo shoot

Get into the holiday spirit by scheduling a photo shoot to get pictures for your holiday cards. The photographer will already by there, the suspicion level will be low, especially if you’re an annual photo taker, and you’ll both be guaranteed to be looking your best. If photos aren’t something you typically do, enlist the help of your parents or partner’s parents to suggest the idea of holiday photo cards this year. Bring parents and siblings to be part of the holiday family photo shoot to capture everyone’s reactions on camera as you pop the question.

Christmas card proposalAmanda and Lane’s Family Christmas Card Proposal

Ask Santa for an Engagement Ring

If an engagement ring is on your holiday wish list, ask Santa for something shiny and you might just get it, delivered by Santa himself! Make your sweetheart’s wish come true by getting them the ring of their dreams. Bonus points if you’re the one to dress up as Santa and deliver it yourself.

Santa marriage proposalLauren and Will’s Santa Marriage Proposal

Christmas Eve Service

Attending worship on Christmas Eve is an important tradition for many families. If having family in attendance is on your proposal wish list, doing it after church or during dinner before heading to the service is the perfect time to make sure everyone is together for the big moment.

Winter Walk

The holiday season is a perfect time for a walk around town or a trip to a nearby city to check out the twinkling lights, store window displays, or seasonal outdoor set-ups. Grab a hot cocoa and go for a romantic walk with a final destination that only you know. If you don’t live in a cool climate, arrange a fake snow scene to bring the magic of snow to your warm town.

snowy winter walk proposalEmma and Brian’s Snowy Proposal in Texas

Holiday Lights

Go for a drive around town to look at all the decorated homes, take a road trip to your closest holiday lights display, or build one in your own home. Get wrapped up in the beauty of the lights and Christmas decor so that just when the moment can’t seem to get any more perfect, you top it off with a proposal.

Christmas Eve Marriage Proposal IdeasDanielle and Jessica’s Christmas Eve Proposal


Get together with your partner, friends and family and go door to door singing holiday carols. Make a plan with a friend or a photographer to have their camera ready when you stop at their house. When they open the door and start recording, it won’t be suspicious since it will look like they’re recording your performance. If your love isn’t one for singing, surprise them at their house with a group of carolers and get down on one knee after singing their favorite song.

Drop to One Knee When the Ball Drops

“5…4…3…2…1…will you marry me?” When midnight strikes, skip the kiss and go straight for dropping down on one knee to “ring” in the New Year.

New Year's Eve holiday proposal storiesJohn Michael and Meredith’s Amazing New Year’s Eve Marriage Proposal

pajama proposal

Getting engaged does not need to a be a dressed to the nines occasion. Get comfy cozy for a night in or spend the morning in your favorite PJs. Wear matching pajamas on Christmas morning or just cuddle up any night of the week for an intimate proposal at home.

Christmas morning pajama proposal with puppyMorgan and Mark’s Christmas Puppy Proposal