Engagement Session at Ashcroft: Lee and Will’s Mountain Story

Engagements

August 11, 2026

Learn more

Hi there! Welcome to the blog, a place where you'll find lots to see: Weddings, Portraits, Travels, and some Business Stay a while and enjoy!

Hi, I'm Maggie.

arrow

The ENGAGEMENT guide

I've put together a few ideal engagement guide for you to look through!

DOWNLOAD

FREE DOWNLOAD

Engagement Session at Ashcroft: Lee and Will’s Mountain Story

Growing Up Together and Saying Yes in Aspen

When you spend high school, college, and your early adult years side by side, your relationship builds an unbreakable foundation. For Lee and Will, planning an engagement session at Ashcroft was a joyful celebration of a love story that started years ago. Nestled in Castle Creek Valley, the open meadows and historic ghost town scenery provided a gorgeous backdrop that matched their playful energy

Planning an Engagement Session at Ashcroft

Choosing an engagement session at Ashcroft offers couples a timeless alpine setting filled with rustic mountain charm. Located just outside of Aspen, Ashcroft features historic wooden structures, dramatic mountain peaks, and quiet valley paths. Consequently, the vast landscape allowed Lee and Will to relax, explore, and simply focus on having fun together in front of the camera.

From High School Sweethearts to Birmingham

Lee and Will knew of each other growing up, but their friendship truly bloomed later in high school. They started dating during Lee’s senior year and navigated long-distance throughout college without ever looking back.

Moreover, they always knew making it work was the only option because their bond was so strong. When Will moved to Birmingham, Alabama after college to be in the same city again, their conversations turned naturally toward marriage and their shared future.

An Antique Surprise and Candid Fun

Lee loved how fun Will was right from the start, appreciating how easily people gravitate toward his kind, outgoing nature. When searching for the ring, Lee wanted an antique piece but eventually handed the task over to Will.

He found the absolute perfect antique ring through a jeweler and sent her a sneak peek video. However, Lee did not see the real ring in person until the day he proposed, making it a wonderful surprise.

Capturing a Playful and Genuine Connection

The main goal for their photos was to keep the atmosphere playful, candid, and full of laughter. As we walked through the valley during their engagement session at Ashcroft, Will happily went along with every idea, showing off the sweet dynamic that Lee loves most about him.

Additionally, the soft mountain light created a warm glow across every frame as they shared genuine smiles and quiet embraces. Documenting a couple who has grown up together and built such a solid bond is always an absolute joy. If you want to see more mountain love stories, feel free to explore my Aspen engagement photography gallery.

Ready to Plan Your Mountain Engagement?

Are you dreaming of your own engagement session at Ashcroft or looking for a scenic Aspen location to celebrate your proposal? Whether you want a playful mountain session or a romantic village walk, I would love to help you capture your unique story.

  • Visiting Aspen?: Let’s plan a candid portrait walk through Ashcroft!
  • Based in Dallas?: I am available for local engagement sessions, family portraits, and destination travel year-round.

Contact MaggShots Photography Here to Book!

 

Leave a Reply

Your email address will not be published. Required fields are marked *

reader faves

browse by category

Weddings

Portraits

bridals

Browse
Categories

Destinations

ENGAGEMENTS

Search

Learn more

Hey y'all, I'm Maggie and I'm so happy you're here. This blog a journal about all of our fabulous couples. Stay a while and say hello!

welome to THE blog

arrow

Hello

STEAL THIS
WEDDING DAY GUIDE

Want the best timeline breakdowns for your wedding day to be fabulous? Click the link below!

free download

© Maggshots Photography 2008-2025

photos by Maggie Mahan

|