If wedding season is spring through fall, then wedding proposal season begins with Thanksgiving and runs through Valentine’s Day. Not surprising, with its twinkling lights, roaring fireplaces, and friends and family galore, the holiday season practically writes a love story. If you’ve been scheming for the right time to pop the question and decided that a holiday proposal is it, the time to begin planning is now. Fear not - we have a few tips and tricks to help you plan a proposal so perfect there will be no doubt it is indeed the most wonderful time of the year for you and your soon-to-be-spouse.

Christmas Tree Lighting
The great thing about choosing to ask your person if they want to spend the rest of their life with you while under the twinkling lights of the tree is that it can be as public or intimate as you want. Whether by the roaring fireplace, or amidst the hustle and bustle of the city, popping the question before, after, or even during the tree lighting is a perfect way to begin your holiday season.
Christmas Tree Farm
This is an especially fun idea if going to the tree farm is already a tradition for you. Whether or not it is, though, your partner will have no idea you have a ring stowed away while you stroll amongst rows of firs. Take precautions to ensure the ring is safe until you need to put in on their finger and turn this year’s tradition into a forever memory.
Christmas Morning
If you want your proposal to have the perfect buildup, saving it for Christmas morning provides a plethora of options. Save the best gift for last, but throw them off the scent by wrapping the ring in an oversized box. Ring boxes also make great stocking stuffers, and you S.O. will hardly suspect a ring to be waiting. For the advent calendar-lovers, turn a festive countdown into the ultimate surprise when your partner opens the final day and ring with a question awaits.
Ski Slope Proposal
For adventurous couples, a mountaintop moment after a snowy trip down the slopes makes for a breathtaking proposal. For something more between the two of you, consider a cabin retreat or camping trip, stopping at a scenic overlook on the way or keeping it cozy by the fire.
Christmas Card Photoshoot + Family Gathering
Ideal for the person with family values, this is a great way to combine family time AND have it all on film. If you're already planning holiday photos, even better. Your future spouse won’t suspect a thing about being in their best outfit surrounded by parents, siblings, perhaps even your family pet! Pop the question mid-shoot for the candid reaction that will be forever captured and then celebrate with family after. Pro-tip: hire a photographer early since Christmas is typically time off for everyone.
New Years Eve Proposal
There is no better way to start a new year off than with a proposal! Surprise them with more than just a kiss at midnight and keep the party going well after the ball has dropped.
Tips and Tricks
Don’t be afraid to enlist the help of others, especially if your idea involves proposing in public, among family, or a party with friends. Even if it just simply having someone on champagne duty, you will want to have peace of mind that everything was thought of. Consider not just the event, but the day as a whole. What happens after the proposal? You don’t want it to be just one more thing to check off. Consider most of all the wants of your future spouse. If nothing excites you more than the thought of a proposal in front of the Rockefeller tree but your S.O. would rather crawl under a tree than be the center of attention, maybe opt for a cozy night by the fireplace with a mug of hot chocolate. Hire vendors early, as this time is not just your holiday season, but everyone’s. Above all, plan for the biggest moment of your life. The next one comes when you say “I do.”
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