Blog

Romantic Winter Proposal Ideas To Make Your Loved One Swoon

There is something magical about winter that makes it extremely romantic. Maybe it is the holiday cheer that fills the air; or, perhaps the picturesque snowflakes, the flames crackling in the fireplace, and the lovely wintry atmosphere. No matter what you love about winter, it is the perfect season to get down on one knee and pop that all-important question.

A proposal is one of the most magical moments in any relationship and should be unforgettable. Whether you plan to ask for your loved one’s hand in marriage on a vacation, in front of the family for the holidays, or spend time indoors as a couple, there are countless opportunities to propose.

You think the world of your special someone, which is why you need to choose a proposal spot that will make her heart skip a beat. Thankfully, these eight awesome winter proposal ideas are poised to help you kick off your engagement on the right foot.

(1) Propose On a Romantic Winter Stroll

Winter air is crisp and pristine, especially during the first snowfall, which makes for a lovely walk outside. A slow, romantic stroll through your favorite street or park will create the picture-perfect setting for proposing.

For the most alluring atmosphere, it might be best to avoid busy streets or highly trafficked parks. Even if it is not snowing, your special someone will certainly appreciate the romantic nature of a winter stroll. 

Once you have proposed, be sure to take pictures. If you are able to plan ahead and know the exact destination you will request a hand in marriage, contact an engagement photographer to capture the exact moment you are down on one knee.

(2) Invite the Carolers

We all like to welcome carolers on Christmas Eve. They are enchanting, cheerful and unquestionably adorable. Carolers get to do their thing only once in a year, so why not let them do the talking (and singing)?

If you want to up the ante, round up a few friends or family and let them join the carolers. As they sing their hearts out, go down on your knee and propose. Nothing could be more romantic!

(3) Propose at a Skating Rink

This might seem like a cliché, but skating rink proposals are timeless. They have all the holy trinity elements of a perfect proposal — music, fun, and romance. And the best part, you don’t have to be a pro at ice skating to make it work.

If you know your way around this activity, you can take it to the next level by reserving the entire ice rink for one or two hours. This way, you can skate around your special someone as you unleash the proposal of the year.

(4) Christmas Proposal

There is something about Christmas that makes it magical. You can incorporate your proposal into the whole shebang of Christmas to make it truly unforgettable. After all, you can propose right in front of the Christmas tree, surrounded by family, friends, and loving neighbors.

For best timing, be sure to propose during Christmas morning which will allow you to make elaborate arrangements. For instance, you can disguise the ring as a small holiday gift.  There are endless ways to pop the question on Christmas.

(5) Winter Getaway Proposal

A winter getaway proposal is romantic and exciting; it can be designed around the likes of each particular couple. This is especially true if you live in a place with a warmer climate that rarely gets snow. You can go on a skiing vacation, Alaskan cruise, or winter cottage getaway.

The good news is that there are plenty of getaway destinations that will provide breathtaking backdrops for your winter proposal.

(6) Winter Wine and Dinner Proposal

Here’s another winter proposal ideal that offers a timeless appeal. No one can resist the appeal of proposing during or after a romantic dinner and wine.

Whether you prefer to whip up a delicious dinner at home or take your partner to your favorite restaurant, it’s all about creating a proposal-worthy dinner setting. Remember this proposal is all about the two of you, but you enlist the help of musicians to pep up the evening.

(7) Horse and Carriage Ride Proposal

Since time immemorial, humans have associated carriage rides with love, comfort, and romance. It’s time you capitalize on that to wow your better half. To create that magic spell and send sparks flying all over; take the ride through a lush park or the city.

(8) Spell It Out in the Snow

If you are on a lean budget, there’s no better way to make your proposal memorable than to write it in the snow. You can use Christmas decoration lights, candles, flower petals, or anything in between.

Make sure the message is fun, sweet and creative. Soon after the proposal take her out for a romantic hike, stroll or diner. Or, stay in to celebrate with friends and family.




The Best Beach Proposal Spots in San Diego

Deservedly dubbed America’s Finest City, San Diego serves up an array of picture-perfect proposal settings. It offers a delightful blend of beaches, lovely weather, enchanting museums, easygoing locals, vibrant culture, and plenty of gorgeous spots that’ll act as perfect backdrops for a proposal photographer in San Diego. If you envision popping the question in a […]


Comments: 0 Read More »




Chicago Proposal Ideas: Millennium Park

Looking for a unique spot to propose in Chicago? We love Millennium Park as a Chicago proposal spot. Our planning team and hidden photographer can make sure your Millennium Park proposal idea goes off perfectly. The Bean is such an iconic location in Chicago and a gorgeous location for a proposal and portraits after!    […]


Comments: 0 Read More »

Chicago Proposal Ideas: Riverwalk

You would be hard-pressed to find a better place to propose in Chicago than the Chicago Riverwalk. So we’ve pulled together our favorite Chicago proposal ideas on the Riverwalk for you. The Riverwalk features live music, boat tours, incredible views, and, best of all, plenty of places for our hidden proposal photographer to capture the most […]


Comments: 0 Read More »

New York Proposal Ideas: Brooklyn Bridge

If the Brooklyn Bridge is your idea of the perfect location or backdrop for a proposal, we have got the best Brooklyn Bridge proposal ideas for you.  The iconic bridge that the world associates with the City That Never Sleeps connects the boroughs of Manhattan and Brooklyn; so why not make it the proposal spot that […]


Comments: 0 Read More »

Our favorite proposals in September

Our hidden proposal photographers were busy in September, capturing memorable moments all around the country. Take a look at a few of our favorite proposals! Baltimore waterfront proposal Will picked a gorgeous spot to propose in Baltimore and for their engagement photos right after! Hermann Park in Houston Casey picked a gorgeous park to surprise […]


Comments: 0 Read More »

Boston Proposal Ideas: Charles River Esplanade

One of our hidden proposal photographer’s top spots to propose in Boston is along the Charles River Esplanade. The places to propose along the Charles River are endless so your proposal photography is guaranteed to be gorgeous.  The dock right by the Hatch Shell is a picture-perfect location to propose. With the right planning, the sun […]


Comments: 0 Read More »