Meghan & Chris

A Fall Wedding at The Chocksett Inn

There’s something undeniably special about a New England wedding in early October—and Meghan and Chris’s celebration captured that magic effortlessly.

Set against the rolling hills of Sterling, their wedding day embraced everything we love about the season: crisp air, warm tones, and a natural backdrop that felt both vibrant and intimate. With rich maroon, soft pink, and terracotta details woven throughout the day, every element reflected a sense of relaxed elegance and thoughtful design.

For Chris, a connection to the area made The Chocksett Inn an easy choice. For Meghan, it became the perfect setting to bring their vision to life.

How It All Began

Like many modern love stories, theirs started somewhere unexpected—the gym. What began as a simple meeting quickly grew into something much more meaningful.

The Proposal

Chris planned a proposal that perfectly matched Meghan’s love for the holiday season. During a festive outing to a winery filled with Christmas lights, he patiently waited for the right moment.

After walking through the display together in the cold evening air, he finally asked the question—and the moment couldn’t have been more fitting. It was quiet, genuine, and unforgettable, with a few lucky passersby capturing the excitement as it unfolded.

The Wedding Day

From the moment Meghan arrived, the day carried a calm, joyful energy. She got ready on-site at The Chocksett Inn, allowing everything to flow seamlessly from start to finish.

The couple chose to share a private first look and exchange personal vows before the ceremony—a meaningful pause that gave them space to be fully present with one another before the celebration began.

The weather couldn’t have been better, and every part of the day unfolded effortlessly. With everything taking place in one location, Meghan and Chris were able to fully relax and enjoy each moment, surrounded by their closest family and friends.

Thoughtful Details

One of the most memorable parts of the day was how personal it felt.

After the ceremony, the couple enjoyed an intimate cocktail hour with immediate family before joining their larger guest list—creating a beautiful balance between private and shared moments.

Even their pets were included in the celebration in a creative way, inspiring signature cocktails named in their honor—a detail guests loved and won’t soon forget.

A Moment to Remember

For Meghan and Chris, one moment stood out above all: their first look.

It was quiet, emotional, and completely their own—just the two of them (and their photographer) taking it all in before the day truly began. In a celebration filled with energy and excitement, it became a grounding moment they’ll carry with them forever.

A Seamless Celebration at The Chocksett Inn

Weddings like Meghan and Chris’s are a perfect example of what makes The Chocksett Inn so special. With everything in one place—from getting ready to the final toast—couples can focus less on logistics and more on what truly matters: the experience.

Their day was heartfelt, beautifully styled, and effortlessly executed—a true reflection of both the couple and the setting.