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5 Picture-Perfect Wedding Spots in the Berkshires

Posted on October 12, 2023Written by Nancy Macy on behalf of 1Berkshire
Updated on October 29, 2024

Wedding ceremony with bride, groom, and bridal party standing in front of a large gathering at MASS MoCA surrounded by lights across the ceiling

Plus, our guide to everything you need for your special day.

One of the wonderful things about planning a wedding in the Berkshires is the wide variety of beautiful spaces available for your ceremony and celebrations. Are you picturing an historic inn or an all-inclusive resort? A formal garden? A world-class art museum or Gilded Age mansion? The Berkshires has it all!

Bride stands in front of autumn foliage

Credit Tricia McCormack Photography

Museums & Historic Inns for Your Berkshire Wedding

Museums and cultural sites in the Berkshires are memorable places for a wedding, marrying the arts with unique event spaces that accommodate gatherings large and small. Imagine saying your vows with renowned artworks as a backdrop at the Norman Rockwell Museum or MASS MoCA, or tying the knot on the grounds of Hancock Shaker Village, Tanglewood or Chesterwood with panoramic views of the Berkshire hills setting the stage.

There’s no shortage of quintessential New England inns in the Berkshires that are just the right setting for celebrating your special day with family and friends. Consider the Apple Tree Inn across from Tanglewood, the Inn at Stockbridge, 1800 Devonfield in Lee, or Seven Hills Inn in Lenox. You’ll have all you need for a spectacular event at hand, and your guests will have walkable small towns nearby for exploring during their stay.

Bride and groom ascend the staircase outside of The Mount

The Mount, credit Sweet Monday Photography

Estates & Gardens for Your Special Day

If your dream wedding in the Berkshires is set on an estate with gardens, there are several notable options. Wheatleigh, Kemble Berkshires, and The Mount are among them. Each has its own architectural style and place in the area’s history. What they have in common is elegance. 

Boutique Inns & Hotels for Matrimonial Bliss

From large hotels such as the Hilton Garden Inn Lenox Pittsfield to boutique inns, some of the most popular places to eat and stay in the Berkshires are also ideal places for a wedding. If you’re looking for a venue near one of the region’s vibrant downtowns with activities nearby for your guests during their downtime, book your event at Hotel on North, The Porches at MASS MoCA, or The Red Lion Inn. For a more rustic venue surrounded by natural beauty, there’s Race Brook Lodge, and for couples looking for a lakeside event with mountain views, The Proprietor’s Lodge on Pontoosuc Lake may be your spot.

Outdoor canvas tent at dusk surrounded by hundreds of candles on the grass for a wedding reception

Classical Tents and Party Goods, credit Leila Brewster Photograph

All-Inclusive Resorts to Say All Your Vows

Plenty of places in the Berkshires check off all the boxes when it comes to comfortable lodging, amenities, and delicious food, but if an all-inclusive destination wedding where you never have to leave the property sounds good to you and your guests, book your event at Miraval Berkshires Resort & Spa

No matter what type of wedding you envision, be sure to work with an event planner such as Only In My Dreams and T. Warner Artists. To capture your special day in stunning detail, check out Tricia McCormack Photography. For other special event needs consider Thistle ‘n Thorn Floral, Kelly’s Catering, Classical Tents and Party Goods, and Berkshire Shuttle – everyone in the Berkshires will be happy to help you create a personalized experience you’ll remember for a lifetime! 

Learn more about planning your Berkshire wedding here.

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