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.

Read More

💕 Why Couples Fall in Love with Wedding Ceremonies at Lost Pond

All the reasons couple fall in love with Lost Pond wedding venue near Canon City, Colorado. Is it the views? Or the vibes? Or the feeling of serenity as they stare at the pond while the stream sings in the background? It could be the inclusions, or the day of coordinator. Whatever it is. Couples who get married at Lost Pond are happy to have made that choice.

The waterside wedding ceremony at Lost Pond wedding venue near Canon City Colorado.

Pondside ceremony

There’s something magical about saying “I do” surrounded by nature. Where mountain views stretch across the horizon, wildflowers bloom along the stream, and the sound of water rippling across the pond fills the air. That’s the experience couples fall in love with when they choose Lost Pond, a rustic outdoor wedding venue near Cañon City, Colorado.

At Lost Pond, your wedding ceremony isn’t just a moment, it’s a feeling. It’s that quiet peace you get when you step onto the property and realize you’ve found the perfect place to start your forever.

🌿 A Ceremony Space Like No Other

The heart of every ceremony at Lost Pond is the lone Elm tree, standing tall beside the sparkling pond. Beneath its sweeping branches, couples exchange vows as the Colorado sun glows warm through the leaves. Guests take in the mountain views in the distance, and the tranquil sound of the nearby stream creates a natural soundtrack that feels straight out of a dream.

The Colorado sunset over the pond with the wagon wheel at the wedding venue near Canon City Colorado

Every ceremony here feels different, because every couple makes it their own. Some choose a soft, romantic setup with white florals and greenery, while others embrace a rustic wedding look with wooden benches, wildflower bouquets, and vintage accents. Whether you want timeless elegance or laid-back Colorado charm, the space transforms effortlessly.

💍 A Setting That Feels Personal and Private

Couples often say what makes Lost Pond special isn’t just how beautiful it is, it’s how peaceful it feels. Hidden among rolling hills and surrounded by open space, the venue feels like your own private escape. There’s no traffic noise, no distractions, just the people you love and the beauty of nature.

It’s perfect for couples who want an outdoor ceremony that feels authentic, intimate, and uniquely them. You’re not confined to a ballroom or chapel, instead, your backdrop is the open Colorado sky.

🌸 Perfect for Every Season

From wildflowers in spring to golden leaves in fall, each season brings its own charm to Lost Pond.

The Colorado Sunset at Lost Pond Wedding Venue in Penrose Colorado
  • Spring & Summer: The pond shimmers, the grass is lush, and the flowers bloom in every direction. It’s ideal for bright, joyful celebrations filled with color.

  • Fall: The landscape turns warm and golden, with cozy rustic vibes perfect for harvest-inspired décor.

  • Evening Ceremonies: As the sun sets behind the mountains, the water reflects the colors of the sky, making for unforgettable photos and a romantic transition into your reception.

🕊️ Seamless Flow from Ceremony to Celebration

After the ceremony, guests can stroll toward the reception space where two charming grain silos create an unforgettable setup , one transformed into a bar, and the other into a lively dance floor.

This natural flow from ceremony to celebration keeps the day simple, fun, and relaxed, just as a Colorado wedding should be.

📸 Stunning Photo Opportunities Everywhere You Look

Your photographer will love Lost Pond as much as you do. The pond’s reflection, the stream, the wildflower fields, and the rustic silos all create a variety of backdrops without ever leaving the property. You’ll have photos that capture both the grandeur of nature and the intimacy of your love story.

From golden-hour portraits to sparkler send-offs, every photo at Lost Pond feels like it belongs in a storybook.

❤️ Why Couples Keep Coming Back

What couples tell us most often is how at home they felt here. Lost Pond isn’t a venue that forces you into a mold — it’s a place that bends and blends with your vision. Whether you’re planning a full weekend wedding or a simple outdoor ceremony with close family, it’s a space where your personalities and love story shine.

Colorado Fall colors against the mountains at Lost Pond Wedding Venue in Penrose Colorado.

Because at the end of the day, Lost Pond isn’t just where you get married.
It’s where you pause, breathe, and realize: this is exactly where we were meant to be.

🌄 Ready to Fall in Love Yourself?

Come see why so many couples choose Lost Pond for their Colorado wedding ceremony. From the quiet beauty of the pond to the rustic charm of the silos, it’s a venue that feels alive with love and nature.

📅 Schedule a tour today and experience the magic for yourself — we can’t wait to show you around.

Read More