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Winter Weddings in Western Massachusetts & The Berkshires (MA)

Winter Wedding Couple - Hotel on North - Pittsfield, MA - Photo Credit Elaina Mortali
Hotel on North

297 North Street Pittsfield, MA, 01201 Phone: 413-358-4741

Berkshires magic makes for fairy-tale winter weddings at this boutique hotel

The Berkshires really are like a magical kingdom once the snow begins to fall, making the elegant Hotel on North the perfect place for your winter wedding. The hotel, a former men’s haberdashery, blends classic 19th century architecture with its smooth urban vibe. It’s a Gilded Age ambiance with a distinctly modern twist, reflected in its dramatic Shire Hall, textured with centuries-old exposed brick, vintage chandeliers, 11-foot ceilings and panoramic windows. The sophisticated room can accommodate up to 80 guests for a banquet or 200 for a stand-up reception. Three smaller rooms outside an atrium are ideal for more intimate affairs. The stylish digs and passionate culinary team ensure a truly magical, memorable wedding.
Queen Room - Red Lion Inn - Stockbridge, MA
Red Lion Inn

30 Main Street Stockbridge, MA, 01262 Phone: 413-298-5545

Your wedding will be a dream come true in the beauty of a Stockbridge winter

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.