There’s something magical about a summer wedding at Winbrooke. Nestled in the serene hills of the Berkshires, this historic venue blends breathtaking outdoor spaces with timeless interiors, making it the perfect destination for a summer celebration. Over the years, we’ve planned countless weddings across New York, New Jersey, Connecticut, and Massachusetts, and there’s always something uniquely special about the Berkshires in the summer.
Recently, we had the pleasure of planning an intimate summer wedding at Winbrooke. From the venue’s lush surroundings to the thoughtful cultural touches we incorporated, every detail came together to create a truly unforgettable day. We can’t wait to share it with you today!
Are you looking for a wedding planner in New York or beyond? We’d be honored to work with you. View our wedding package options here or contact us today so we can start planning a celebration that’s uniquely yours!

The Perfect Venue for a Summer Wedding
Winbrooke’s charm lies not just in its beauty but in its versatility. Built in 1905 and lovingly renovated, this venue combines historic elegance with modern convenience. For couples who dream of an outdoor ceremony with sweeping views, the Terrace Lawn is an idyllic choice. Framed by the rolling hills of the Berkshires and the majestic Tyringham Cobble, it provides the perfect backdrop for exchanging vows.
For this summer wedding, our couple Alice and Otoja, kept their guest list small and meaningful, focusing on their closest family and friends. The ceremony, held on the Terrace Lawn, was full of heartfelt moments and set the tone for a day filled with love and joy.
Curious about what makes Winbrooke such a special venue? Dive into all the details here!
A Tented Reception with Personal Touches
After the ceremony, we got to work designing and bringing to life a stunning tented reception that was intimate as it was elegant. For couples dreaming of a summer wedding in the Berkshires, tents are an excellent way to create a defined space while still embracing the beauty of a summer evening outdoors. We worked with Alice and Otoja and an amazing team of vendors to create a reception space that reflected their style, with thoughtful details and personal touches.
One of the most special aspects of this wedding was how Alice and Otoja honored Otoja’s culture. They incorporated traditional Nigerian attire and dances into the later part of the evening (let’s just say, the dance floor was electric!). It’s moments like these that remind us why we love planning weddings so much!
Pro Tip: If you’re planning a summer wedding here, we always recommend having a tent on standby—just in case those unpredictable summer showers make an appearance!
Winbrooke’s Unique Features
If you’re looking for a Berkshires wedding venue, we absolutely love working at Winbrooke. Winbrooke isn’t just a venue; it’s an experience. With its historic architecture and thoughtful renovations, it offers couples a variety of spaces to make their day unique. Alice and Otoja made the most of every one!
Here are a few of our favorite spaces:
- The Library Bar: Once the home’s original library, this cozy space is now a stunning bar with all of its 1905 origins (how charming is that?). The wood shelves, still intact, are a testament to the venue’s history and make it a standout feature for cocktail hour or late-night toasts.
- The South Patio: With its incredible lookout views, the South Patio is ideal for smaller gatherings or even a quiet moment before the festivities begin. It’s also a lovely spot for photos, capturing the beauty of the Berkshires in the background.
- Hilltop Fire Pits: Perfect for an afterparty, this cozy area features four fire pits surrounded by Adirondack chairs. It’s a magical way to wind down the evening, sharing stories under the stars.
Whether you’re hosting an intimate celebration (like Alice and Oteja), or a grand affair, these spaces give you the flexibility to create a day that feels uniquely yours.
Why Summer is the Perfect Season for a Winbrooke Wedding
The Berkshires truly come alive in the summer. The lush greenery, warm temperatures, and endless blue skies create an atmosphere that’s both relaxed and romantic. A summer wedding at Winbrooke allows couples to take full advantage of the season. From outdoor ceremonies with stunning views to receptions that transition seamlessly from day to evening.
For couples who love the outdoors, the Berkshires also offer plenty for your guests to enjoy. From hiking trails to charming small towns filled with local art and culture. It’s the perfect location for a weekend wedding that feels like a mini vacation for everyone!
Thinking about a wedding in the Berkshires? Learn everything you need to plan your special day here.

Let’s Plan Your Summer Wedding in the Berkshires
We were truly honored that Alice and Otoja entrusted us to help bring their vision to life. It was a joy to be part of such a heartfelt and meaningful celebration.
If you’re considering a summer wedding at Winbrooke, our team at Christofora Events is here to help! We specialize in planning unforgettable weddings in the Berkshires and beyond. We’d love to help you bring your vision to life. From scouting the perfect venue (yes—we do that too!) to designing a celebration that reflects your unique story, we’re with you every step of the way.
Ready to get started? Contact us today and let’s create a day you’ll cherish forever. And don’t forget to follow along on instagram where we share more behind-the-scenes moments and endless inspiration!
Planning & Coordination: Christofora Events | Photography: Monika Eisenbart Photography | Catering: The Break Room at Greylock Works | Rentals: Mahaiwe Tent | DJ: DJ Zeke | Venue: Winbrooke | Makeup & Hair: Seven Salon & Spa | Florals: Township Four






























