152 Resorts/Retreats near Pittsfield, MA

Pittsfield, MA  
Capacity: 225
The camp is located on 135 acres with a half mile of lake frontage on Richmond Pond in Pittsfield Massachusetts. Owned by the Northeast Baptist Conference.
Lanesboro, MA  
Capacity: 200
Let our uniquely private and festive lakeside environment be the setting whether you’re gathering family and friends or coworkers and colleagues. Whether you’re planning a family reunion, a getaway, or a birthday celebration, we offer an intimate escape allowing you to focus on what is truly import
Richmond, MA  
Capacity: 150
New Lebanon, NY  
Capacity: 80
Lenox, MA  
Capacity: 175
The Kemble Inn is perfect for weekend trips, anniversary parties, weddings, reunions, corporate functions… take one room or take over the whole house! 13 guest rooms, 12,000 square feet, and all of it can be yours. Nothing makes us happier than being able to host your memories, so please think of us
Hinsdale, MA  
Capacity: 200
Lakeside Retreats at Dan Duquette Sports Academy offers 22 well-manicured acres of fields and athletic facilities, surrounded by 100 wooded acres. The Academy is a state-of-the-art sports training facility modeled on those built for Major League teams. Located in Hinsdale, MA, about a 2-hour drive f
Stockbridge, MA  
Capacity: 150
Majestic property with sweeping lawns that overlook the Housatonic River. Beautiful ballroom, billiard room and sunroom for any special event.
Becket, MA  
Capacity: 175
A National Historic Landmark and recent recipient of a National Medal of Arts, Jacob’s Pillow is home to America’s longest-running international dance festival. “The Pillow” offers beautiful and unique spaces for weddings and special events. Nestled on 163-acres in the Berkshire hills of western Mas
Locally owned and operated seasonal family business since 1928. Restaurant, bar, beach and picnic grounds for any type of event, located on Lyons Lake. The restaurant can accommodate up to 150 guests for weddings and other types of events.
Becket-Chimney Corners YMCA and Outdoor Center is available to host Corporate and Private Groups both large and small. Set on 1,350 acres, this is a full-service facility with a professional year-round staff. Staffed recreational activities are available for groups. Basic Conference and Retreat P
Lee, MA  
Capacity: 450
Williamstown, MA  
Capacity: 150
An upscale lodging and dining getaway set amidst water landscapes, romantic foot bridges, gardens, and a stately gazebo. The 1896 House offers 36 guest rooms - 30 traditional country rooms & 6 Luxury Suites, complimentary breakfast, on-site dining, event spaces, free wifi and much, much more! Whet
Williamstown, MA  
The lodge provides accomodations and meeting space for small groups of artists, musicians and college faculty. Local artists are invited to display their work at no cost.
North Adams, MA  
Capacity: 50
Opened in July 2001, the Porches Inn consists of seven renovated Victorian-era buildings that originally provided housing for the area’s mill workers. Located across the street from MASS MoCA, Porches’ guest rooms and public spaces employ a clever synthesis of retro and contemporary designs. The i
Monterey, MA  
Capacity: 200
Hillsdale, NY  
Swiss Chalet in estate setting - Walking distance to ski area; 20 min from airport.
Wynantskill, NY  
Capacity: 100
Chesterfield, MA  
Capacity: 25
$375 per event
Suitable for small events related to ecology and spirituality, Inn Nature is a B&B with two rooms and has a great room with a cork floor that serves as the yoga studio. Built into the hillside on 12 acres of woodland and meadow, this earth sheltered, solar powered home is surrounded by working gard
Albany, NY  
Capacity: 150
Notable restaurant, bar + lauded live music venue in Downtown Albany! Our private party space includes a performance stage, full bar, professional sound stage with space to set up banquet tables for a sit-down affair, buffet or cocktail party. Our Chef + Special Event Manager will work with you pe
Bennington, VT  
Capacity: 80
Bennington Area Chamber of Commerce
Albany, NY  
Capacity: 500
The Radisson Hotel can provide the perfect destination for your stylish celebration. The Radisson is a full service Hotel conveniently located just 5 minutes from Albany International Airport as well as over 100 limited and full service restaurants, pubs, and shops. The hotel features our Full Se
Norfolk, CT  
Capacity: 65
Colebrook, CT  
Capacity: 50
Fabulous Weddings, Celebrations & Meetings at Rock Hall Luxe Lodging! Elegant ambiance and magnificent grounds make it a distinctive setting for weddings, events, celebrations and corporate meetings. The Rock Hall estate is nestled in the natural beauty of the Litchfield Hills and Southern Berkshire
Latham, NY  
Capacity: 60
$250-$400 per event
Our school provides real estate education programs for real estate professionals in NYS. We have a large classroom, max capacity 60 and a small classroom, max. capacity 40, both set-up classroom style, equipped with LCD proctors, tables, chairs and instructor tables.
Wilmington, VT  
Capacity: 200
Built in 1915 as a private summer home to lumber baron Martin Brown and converted to a Country Inn. 16 private guest rooms with working fireplaces and whirlpool tubs. Award-winning restaurant and tavern on premise. Weddings, Corporate Retreats and Special Events welcome. Wedding coordinator and
Lakeville, CT  
Capacity: 175
$45-$199 per person
$295 per event
Country Inn & Resort situated between 2 lakes, on 30 manicured acres in the foothills of the Berkshires. Ideal for corporate meetings & retreats, with onsite team building programs and choice of meeting spaces.