With such beautiful landscapes, the Berkshires are a best bet for the outdoor adventurer year-round. Our forests provide a picturesque landscape for hiking and snowshoeing, our mountains are perfect for skiing and biking, and our shimmering lakes provide the perfect setting for summer fun. Check out the following resources for year-round activities for the adventurer at heart.
Appalachian Trail in the Berkshires
Nearly ninety miles of the Appalachian Trail wind through Berkshire County. Hike for a day or take advantage of the numerous overnight shelters for long trips. Explore the natural world of mountains, streams, lakes and forests in the hills of western Massachusetts.
15 acres of intimate landscapes and display gardens in Stockbridge, MA. Educational programs, events, gift shop.
Take a course or enjoy camps held each summer at the Pittsfield or Great Barrington Berkshire Community College Campus.
Private club located on a 125-acre lake in a pristine, 850-acre natural environment untouched by development.
Berkshire Rowing and Sculling Society
“Dedicated to teaching rowing in single sculls and crew boats for pleasure and competition.” Pittsfield, MA at Onota Lake.
Vertical drop of 750 feet, twenty-four trails, three lifts, two magic carpets, three terrain parks, and 85% snow-making coverage. Day & night family-oriented Snowsports School. Rental skis/snowboards. Summer Activities: Six waterslides and activity pool for younger kids, Zip Line, and Bousquet’s Berkshire Adventure Park.
Catamount in Hillsdale, NY has 6 lifts, 26 big mountain trails, many long or wide that provide the most enjoyable skiing & riding as well as short lift lines. Catamount Adventure Park- an aerial forest adventure – is open in summer.
New England’s largest rafting outfitter since 1983. Family owned and operated. Full and half-day trips range from mild to wild.
18-hole championship Par 70 course on 380 acres. World class instruction at this Lenox club.
A website with all local activities and a summary of events and places to go.
Click above to view resources on where to hike and bike in the Berkshires!
Experience a working farm. Educational tours, hiking trails, sugar house, stables, bike races, animals.
“Seasonal Farm Fun for ages 1 to 101 in the Beautiful Berkshire Hills.” Hancock, MA.
The Josh Billings Run-a-ground
Team Triathlon! Get ready, get set, GO…Bike for 27 miles, Canoe for 5 Miles and finish with a 6 mile Run. Held annually in September.
Berkshires’ only 4-season resort/conference center. Skiing, tennis program, alpine slide, mini-golf, trout pond. Exquisite lodging and dining.
Weekend Harvest Festival in the Historic Village of Lenox, MA. “Handmade crafts, sculptures, and original art works fill the streets along with handmade jewelry, textiles, wood carvings, leather goods, and hand woven clothing. Enjoy foods, wines, beers and delicacies from around the world as local farmers display the bounties of the year’s harvest. Apples and all imaginable apple recipes abound.” Live, family-friendly performance.
“Mass Audubon’s wildlife sanctuaries across the state offer people of all ages and abilities opportunities to get outdoors and connect with nature. Take to our trails on your own, or join a regularly scheduled program that explains the wonders of our natural world.”
Visit the Mohawk Trail in western MA for hiking, biking, outdoor recreation, rafting, beautiful scenery, fall foliage at its best and great shopping, lodging and dining.
“Renowned for its Nordic skiing, Notchview in Windsor, MA also entices year-round adventurers for hiking and birdwatching.”
Otis Ridge Ski Area & Ski Camp
Family atmosphere, full range of terrain.
Pine Ridge Cross Country Ski Area
7 mi west of Berlin NY. 38 km wooded private forest with views: 35 km groomed, 4 km lighted at night. Lodge, all services: lessons, rentals, retail.
Pleasant Valley Wildlife Sanctuary
Seven miles of trails. 1500 acres of natural beauty. Nature programs, including naturalist guided canoe trips offered.
Truly a family mountain. They offer terrain for everyone. Known for its beauty, ambiance and dependable snow. 110 acres of skiing, spread across 22 trails.
Lovely farm near Tanglewood in Lenox. Licensed instruction: hunt seat & dressage.
Whitney’s Farm Market and Country Gardens
Whitney’s Farm has many activities for children including a free petting zoo, free play yard and dairy bar. Stop by in the fall for pick your own pumpkins, a corn maze, and other fall activities fun for the whole family.
Williamstown Summer Sundays and Holiday Walk
Williamstown Summer Sundays- Each Sunday during the month of July, “Williamstown bursts with activity! Discover local merchants’ clothing, jewelry, gifts, and more. Taste delectable food from downtown and area restaurants. Experience art in all forms, being created and displayed against the backdrop of the downtown’s classic facades. Listen to performers from a diverse array of musical styles. It’s fun for all ages, young and old, rain or shine.”
Williamstown Holiday Walk – Held on the first Saturday in December, “holiday festivities with traditional New England flair. Old-fashioned caroling, horse-drawn carriage rides, a Reindog Parade, a Penny Social and Santa Claus.”
New England’s whitewater rafting leader. They also offer canoe & kayak clinics.
If your organization would like to become a part of this page or if you would like us to update your information, please drop us a line at support@berkshirerealtors.org.