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Plan the Perfect Berkshire Wedding

Posted on August 21, 2024Written by Nancy Macy
Updated on March 12, 2025

A bride and a groom stand embracing outside their wedding at Gedney FarmGedney Farm, photo by Eric Limon

Create a meaningful celebration of your love, in the Berkshires

If you’re looking for a great wedding experience that’s a reflection of who you are as a couple, the Berkshires has plenty of options!

Say ‘I Do’ at an Historic, Cultural, or Hotel Venue

What’s your vision for your special day? Berkshire wedding sites range from elegant estates like Winbrooke or Ventfort Hall Mansion to cultural attractions such as MASS MoCA, The Clark, Jacob’s Pillow, and The Mount. Some couples exchange vows at a private ceremony, then bring friends and family together to celebrate at an event space such as Bounti-Fare Restaurant, Proprietor’s Lodge, or Gedney Farm. Others choose a mountainside (or mountaintop) location such as Bousquet or Jiminy Peak. Whatever your taste or budget, there’s something in the Berkshires for you.

Two men stand arm in arm overlooking the mountain view at Jacob's Pillow

Jacob’s Pillow, photo credit Mark Constable

Get Married Outdoors

Outdoor weddings are popular in the Berkshires. With spectacular natural surroundings, perhaps defined by a romantic flowing tent from Classical Tents, what’s not to love? Imagine your ceremony and reception on the Tanglewood grounds. Or, tying the knot at Hancock Shaker Village with historic buildings, vibrant gardens, farm animals, and sweeping views of the Berkshire mountains that director of engagement Michael Crotty calls ‘a magical setting for anyone seeking a unique outdoor wedding venue.’ Exactly!

Serve Really Good Food

It’s no secret the Berkshires has a fabulous food scene, where artistic creativity blends with agricultural bounty. The best Berkshire caterers source locally, offering delicious menu options crafted with farm-fresh ingredients and artisanal foods. Ask your caterer or bartender about serving beverages from local craft breweries, wineries, and distilleries. Chocolate Springs is an excellent source for wedding cakes (if not from your venue) and take-home favors for your guests.

A couple holds hands while walking up the staircase at the Mount in Lenox

The Mount, photo credit Sweet Monday Photography

Trust the Details to Berkshire Wedding Professionals

Enlist the expertise of wedding planners, florists, and photographers to help you curate a one-of-a-kind experience. Only in My Dreams Events can guide you to the vendors who are the right fit for your vision and then keep things flowing smoothly on the big day so that you and your partner can focus on each other and your guests. Berkshire flower growers, like Pryjma Petals, offer beautiful blooms and a DIY option that enables brides to effortlessly align their floral arrangements with their personal aesthetic by adding their own creative touches to the day. Thistle ’n Thorn is another choice for colorful bouquets and décor elements. With everything picture-perfect, be sure to capture the memories with Tricia McCormack Photography.

A bride stands open arms after a wedding at Tanglewood

Tanglewood, photo by Tricia McCormack Photography

Enjoy Yourselves

Part of the appeal of a wedding in the Berkshires is all the wonderful places to stay and activities that forge connections before and after the main event. Good fun shared with your guests as you pledge your love for each other helps make unforgettable memories for everyone!

Planning a wedding involves a lot of details. We’re here to help you find the inspiration and resources that make a Berkshire wedding the best choice for you. Learn more about saying “I do” in the romantic Berkshires.

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