Welcome to Race Brook Lodge, gateway to the Berkshires! Nestled at the foot of Mount Race in Sheffield MA, Race Brook Lodge welcomes you to a place of peaceful respite and outstanding hospitality in alignment with local sustainability and inner harmony right here in the Berkshires. When you step outside your room, you’ll be greeted with breathtaking hiking trails that will lead you to the must-see views from the top of Race Brook Falls. We host couples seeking a tranquil, romantic Berkshires getaway for anniversaries, weddings, or just because. We also host wellness and yoga retreats, corporate events, and family gatherings. Regardless of your needs, we are here to provide you with an unforgettable, easeful experience that will leave you feeling rejuvenated, refreshed, and more connected to yourself, nature, and any new friends you made along the way.

Callicoon Hills is best suited for an entire weekend of wedding events. Greet your guests with an early evening cocktail and rehearsal reception on our porch overlooking activities on the lawn. Catch up over coffee or a morning mimosa. Experience nearby recreation, small towns, or just relax. Spend your evenings in the bar or by the fire pits. Then plan your Ceremony and Reception by making the Barn your own. Before you leave, spend the day by the pool to top off an unforgettable weekend. We typically host Barn events May thru October for up to 200 guests, although more may be accommodated with flexible seating arrangements. Our banquet room can hold up to 100 guests for a seated event all year round.

At The Eldred Preserve, located in the heart of the picturesque Catskill Mountains, you’ll find flexible indoor and outdoor spaces that are perfect for weddings, corporate retreats, employee appreciation events, client appreciation events, baby showers, family or school reunions, bar/bat mitzvah celebrations + more. Each unique space can be scaled and decorated to suit any small- to medium-sized event or party (from 50 to 100 people), and our team will work with you throughout each step of the planning process to ensure your event offers the memorable luxury that guests will immediately recognize as second-to-none. Delicious and flexible catering options are available as well, thanks to the talents of Chef John Botti, a graduate of the renowned Culinary Institute of America, Middletown native, and chef-owner of John’s Harvest Inn for 30 years. Chef Botti and his team are always happy to create a custom menu or suggest alternative selections to meet the dietary needs of your guests.

Longhill Farm is a one of a kind property that has the size, amenities and flexibility to accommodate a variety of events. The possibilities are endless with a gorgeous 1840s renovated barn that accommodates 125 guests with sliding barn doors bringing the outdoors in. Choose from several ceremony locations, the one acre pond, the Long Hill meadow, the Front Lawn, or the covered porch. A bridal suite in the pool house makes for a private and convenient getting ready space for the couple. This venue offers a unique, personalized, boutique experience that can truly enhance your celebration.

Let the historic Columbia County Fairhouse and its surrounding buildings create the perfect backdrop for your unique country wedding. Decorate with hanging lanterns from the barn rafters or hay bales with wildflower bouquets to create the rustic charm and atmosphere you dream of for your special day. While your bridal party has photos taken by the barns, pond and fountain, your guests will enjoy cocktails and hors d’oeuvres on adjacent lawns and in the show ring among the whiskey barrels of summer flowers and shade trees. Complete your celebration with a champagne toast beside a split-rail fence and you have a wedding to remember.