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We recommend any of these activities if you're looking to do some fun activities outdoors! Most of them are a quick drive from the Inn. We've also included a map at the bottom for easy directions.
Hiking Trails:
Appalachian Trail Hiking
Massachusetts is home to Mt. Greylock, the mountain said to inspire Herman Melville to write “Moby Dick.” At 3,491 feet, this mountain is the highest point in Massachusetts and rises above the surrounding Berkshire landscape.
Berkshire Scenic Treks & Canoe
Berkshire Canoe Tours is a family owned and operated business that takes you, your family and your friends for a relaxing, fun filled guided canoe trip on the Housatonic River.
Olivia's Overlook
Free, kid-friendly tourist attraction offering scenic trails.
Housatonic Flats Reserve
Easy hiking area with a loop trail through meadows and wetlands.
Monument Mountain Reservation
Watch bald eagles soar across the Housatonic River Valley from Monument Mountain’s 1,642-foot summit and discover why this ancient landmark has inspired countless generations.​
Family Fun:
Berkshire Scenic Railway
Our all-volunteer staff professionally operate both the historic Berkshire Scenic Railway Museum in Lenox, MA, and the Hoosac Valley Train Ride, a tourist train ride in Adams, MA.
Blue Rider Stables
Blue Rider Stables' mission is to offer a holistic educational environment in which people and animals can safely interact and, through their mutual therapeutic experiences, broaden the scope of their lives.
Hilltop Orchards
Plan a day or an afternoon of apple cider sipping, wine tasting, cider donut eating, cidery touring, hiking, strolling, relaxing and rejuvenating at the foothills of the Berkshires. There is so much to do and taste. Open year-round.
Hancock Shaker Village
A living history museum in the Berkshires of western Massachusetts, Hancock Shaker Village brings the Shaker story to life and preserves it for future generations.
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Winter Activities:
Ski Butternut
Ski Butternut is a True Family Ski Resort nestled in the Beautiful Berkshire Mountains of S. Western Massachusetts.
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Canterbury Farm
Canterbury Farm, located in the beautiful Berkshire Hills of Massachusetts, offers fun for the whole family with skiing, skating, snowshoeing, skating, snowshoeing, rentals.
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Jiminey Peak Mountain Resort
Jiminy Peak Mountain Resort is the largest ski and snowboard resort in southern New England, summer home to Mountain Adventure Park and the only mountain resort in North America to generate its own energy using alternative wind power.
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Catamount Mountain Resort
Offering some of the most varied terrain in Southern New England, Catamount is suited for skiers and snowboarders of all levels. Spring, summer and fall bring a range of activities including the longest zipline in North America and one of the largest aerial adventure parks in New England.
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Bousquet Mountain
Established in 1932, Bousquet Mountain is the 5th oldest continuously operating ski area in the United States. Proudly rooted in the Berkshires, Bousquet made history as the birthplace of night skiing, thanks to an innovative collaboration with General Electric.
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Maple Corner Farm
Maple Corner Farm is a working family farm that has been in continuous operation since 1812. Once a Beef and Dairy operation, the farm now produces hay, pure maple syrup and maple products, as well as pick-your-own blueberries.
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