Winter Weddings in Western Massachusetts & The Berkshires (MA)

Stockbridge is like a fairyland in the winter – all sparkling snow and lights and white-capped mountains in the distance – and at its center is the stately Red Lion Inn, ready to make your winter wedding the stuff dreams are made of. Imagine taking your vows in one of the village’s beautiful churches, decorated in local greenery, then adjourning to the inn for an elegant candlelit dinner in a private room. Or perhaps you would like to have your ceremony in one of the inn’s nine charming guesthouses: perhaps the turn-of-the-century Firehouse or the sylvan sanctuary called Meadowlark. Dine with your guests on perfectly prepared seasonal cuisine, or mingle with them before a crackling fire or in an antique-filled common area.

Although the Cranwell Spa & Golf Resort is gorgeous all year long, it is particularly pristine in the winter, the perfect time for a fairy tale wedding. With the snow-capped, pine-forested Berkshire Mountains and quaint Lenox as a breathtaking backdrop, the 380-spa can offer wedding couples a timeless setting for their ceremony, award-winning chefs for their reception and an attentive staff, including a wedding coordinator on your big day, to make sure everything from seasonal centerpieces and crystal stemware to bridal party hair and makeup is perfect. Venues range from intimate rooms with cozy fireplaces to the Mansion Ballroom and the popular, newly renovated Harvest Barn. And imagine waking up in your complimentary luxurious wedding suite to a sparkling winter wonderland.

Snow-capped mountains in the distance, the glittering lights of a Berkshires town outside your window: It’s the perfect setting for a winter wedding. And it’s what the dramatic Hotel on North has to offer, along with the touches only a hotel with a sense of character and a long heritage can provide. That means a vintage birdcage elevator, ideal for cocktails for the bridal couple; a reception hall with 11-foot ceilings, vintage chandeliers and exposed-brick walls; and comfortable guest rooms, some with gas fireplaces and claw-foot tubs. Cocktails, appetizers, creative sit-down meals: They can all be provided by the hotel’s award-winning culinary staff. The hotel will work with you on everything from flowers to entertainment.