The Best Holiday Proposal Ideas in Colorado Thanksgiving to New Year’s

Looking for a way to propose between Thanksgiving and Christmas? Or how about as the ball drops on New Years Eve? Here are 10 of the best ways to propose through the holidays.

Rainbow over the ceremony site at Lost Pond wedding venue near Canon City Colorado

A rainbow over the tree as seen from the wedding reception area of Lost Pond wedding venue.

By Lost Pond Wedding Venue

The holiday season in Colorado, from golden fall leaves to sparkling snow, is filled with cozy charm and romance. Between Thanksgiving gatherings, glowing Christmas lights, and joyful New Year’s celebrations, it’s no wonder this is one of the most popular times of the year to get engaged.

If you’re ready to pop the question, here are the best holiday proposal ideas to make your engagement story unforgettable.

🦃 1. A Heartfelt Thanksgiving Proposal

Thanksgiving table set waiting for a proposal and to book at Lost Pond wedding venue near Canon City Colorado.

Proposing over Thanksgiving break is a way to show your love.

Thanksgiving is a day for gratitude, and what better way to express yours than by proposing to the person you’re most thankful for? Gather your loved ones, share what you’re grateful for, and end with:

“I love you, I’m thankful for you, will you marry me?”

You can make it private or include family for a warm, emotional surprise.

After the big “yes,” start dreaming about your Colorado wedding by visiting our Pricing & Packages page.

🎄 2. Propose Under the Christmas Lights

A lit up Christmas tree ready for the engaged couple to book a wedding at Lost Pond wedding venue near Colorado Springs Colorado.

Dropping to one knee under the string lights shows how much you love her.

Nothing says romance like twinkling lights and crisp mountain air. Colorado towns like Canon City, Colorado Springs, and Manitou Springs come alive with holiday light displays.

A couple in love on a frozen lost pond.

Falling deeper in love in the snow.

At Lost Pond, picture fairy lights reflected on the water make a perfect, quiet moment to ask your biggest question.

❄️ 3. Snowy Mountain Picnic Proposal

Colorado’s mountain views make for a dreamy winter backdrop. Pack a picnic, a thermos of cocoa, and a cozy blanket. When the snow begins to fall, surprise your partner with a proposal surrounded by evergreens and mountain peaks.

For an intimate version, walk the trails near Lost Pond and propose beside our pond and stream for a natural, peaceful setting.

💫 4. Cozy Christmas Morning Engagement

A Christmas morning proposal is as cozy and sentimental as it gets. Slip the ring into a stocking, wrap it in a small gift, or tie it to your pet’s collar.

It’s personal, warm, and perfect for couples who love simple, meaningful moments.

After the excitement settles, book your Venue Tour and start picturing your outdoor ceremony under the elm tree.

🕯️ 5. Fireside Proposal with Family

Holidays are all about connection — and a fireside proposal surrounded by loved ones is unforgettable.

At Lost Pond, you can host a cozy outdoor engagement celebration under the Colorado sky, music, and laughter make the night truly magical.

Plan your celebration using our Packages and Pricing page.

🥂 6. New Year’s Eve Countdown Proposal

Fireworks over the water like the pond at Lost Pond a wedding venue near Colorado Springs Colorado.

Fireworks over the water.

Start the new year with the ultimate “yes.” As the clock strikes twelve, drop to one knee and make your first words of the year unforgettable.

Whether it’s a mountain getaway or a celebration under the stars at Lost Pond, this moment will sparkle as brightly as your ring.

Schedule a Tour early — January engagements book fast!

🏔️ 7. Adventure in the Snow

For adventurous couples, Colorado’s winter is your playground. Propose after a day of snowshoeing, skiing, or hiking a quiet trail.

Our couples love exploring nearby trails before ending their day by the water at Lost Pond. It’s private, peaceful, and full of rustic Colorado charm.

❤️ Celebrate Your Engagement at The Lost Pond

From Thanksgiving gratitude to New Year’s sparkle, the holiday season is the perfect time to begin your forever.

At Lost Pond, you’ll find everything you need for an unforgettable outdoor Colorado wedding:

  • A ceremony site by the water

  • Outdoor reception spaces for up to 150 guests

  • Full-day access, planning sessions, and venue coordination

  • Family-run warmth and hospitality

Explore our FAQs page, or reach out on our Contact us Page to schedule a private tour.

an outdoor wedding ceremony under the elm tree at Lost Pond wedding venue near Pueblo Colorado.

Chairs set up for a wedding ceremony at Lost Pond.

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