152 Resorts/Retreats near Canaan, CT

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.
New Haven, CT  
Capacity: 125
$16.95-$19.95 per person
Lively farm-to-table bistro in New Haven’s Westville Historic District. The New American menu has savory traditional selections plus low calorie, vegetarian, paleo, and gluten free dishes. Great weekend brunch! The open floor plan can be partitioned for private parties and events. Full bar; Staff is
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
Sharon, CT  
Capacity: 250
Thee Ellsworth Manor is an elegant wedding/event venue in the Litchfield Hills. Located in the town of Sharon, Connecticut on a 300 acre wildlife preserve; high on a hill overlooking Connecticut, New York and Massachusetts. A spectacular venue capable of handling groups up to 250 people. The M
Hillsdale, NY  
Swiss Chalet in estate setting - Walking distance to ski area; 20 min from airport.
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
Litchfield, CT  
Capacity: 130
As a country retreat and conference center, Wisdom House spans 70 acres of meadows, woods and brooks. Indoor and outdoor sanctuary areas and labyrinth encourage meditation, prayer and creative thinking. The campus of Wisdom House is comprised of the Farm House, the Colonial Brick Building and the Sp
Litchfield, CT  
Capacity: 80
Nothing compares to the rustic setting of a historic vineyard for the location of your private or corporate event. Consider Haight-Brown Vineyard when selecting a venue for your next event. Facilities include the Wine Cellar, entire second floor Tasting Room, upstairs terrace and downstairs patio, V
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
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
Morris, CT  
Capacity: 500
Nestled in the bucolic Litchfield Hills lies a quiet getaway; Winvian. Set amidst 113 acres of rolling hills and meadows this extraordinary property can serve any of your needs from corporate event & meeting planning to special occasions. The property boasts 18 individually designed Cottages and 1
Elizaville, NY  
Capacity: 250
$5,000-$15,000 per event
Camp Eagle Hill located in Elizaville, NY is available for weddings, Mitzvahs, corporate picnics, or any other single day or overnight group event on the grounds of our beautiful two hundred acre property. We are located just 90 miles from NYC in the foothills of the Berkshire Mountains. We prov
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.
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
New Lebanon, NY  
Capacity: 80
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
Woodbury, CT  
Capacity: 90
$19-$32 per person
We cater at the inn for a multitude of occasions ranging from baptisms to graduations, rehearsal dinners to intimate weddings, bridal and baby showers, and so much more. Celebrations of every kind are extra special shared at The Inn. For those times though when home is where you wish to entertain yo
Lagrangeville, NY  
Capacity: 60
$100 per event
We have a 1500 square foot facility, including a brand new bamboo floating dance floor, four-speaker sound system, mirror ball, ambiance lighting, 5 tons of central A/C & heat, large opening windows and an elevator. There is carpeted entrance and a small refrigerator, microwave and water cooler. We
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