Outdoor Recreation - Why Lenox
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The hundreds of acres of town parks and miles of trails are just the beginning. We are also home to multiple lakes and rivers for boating, with 20 minutes of multiple downhill and cross country ski resorts and Lenox is home to a 1,000 acre Audubon sanctuary.


101 Dan Fox Dr, Pittsfield, MA 01201


Voted “Best Downhill Skiing in the Berkshires” in the 2010 Berkshire Eagle Readers poll, Bousquet rests on the edge of the city of Pittsfield, in the beautiful Berkshire Mountains of Western Massachusetts. Bousquet’s Snowsports School is known for its professional, dedicated, and knowledgeable instructors that will provide you and your children with an experience of a lifetime. Five U.S. Olympic downhill skiers have evolved from the Bousquet Race Team including Heidi Voelker and Kim and Krista Schmidinger — all honing their skills on Bousquet’s diverse terrain.


Our Mountain Operation team is dedicated to grooming, snowmaking and creating top-notch terrain parks with features to challenge you on the snow. Bousquet’s staff offers warm hospitality and a family friendly atmosphere making Bousquet your #1 choice for fun in the Berkshires.


In the summer Bousquet is home for endless summer fun in the Berkshires. Families love our six waterslides and activity pool for younger kids. Last summer, adventurers discovered the joy of soaring through the sky on our brand new zip line with two sections totalling over 700 feet. The excitement continues this summer with Bousquet’s Berkshire Adventure Park. The Adventure Park consists of challenging ropes, bridges and balancing features hovering over the ground at up to 30 feet high.


When your feet are back on the ground you can enjoy classic activities like our go-karts, 18-hole mini-golf course, bungy trampoline, climbing wall, bounce castle and more. Bousquet is where families in the Berkshires find their affordable summer fun!


380 State Road, Great Barrington, MA 01230


Ski Butternut, also known as Butternut Basin, is a ski resort in Great Barrington, Massachusetts, located on Warner Mountain in The Berkshires.


Ski Butternut is a True Family Ski Resort nestled in the Beautiful Berkshire Mountains of S. Western Massachusetts. We offer 22 Trails, 1000ft vertical, 3 Quad Chairlifts, 1 Triple Chair, 1 Double Chair 4 Carpet Lifts, a Poma lift, 2 Awesome Terrain Parks, a Full Service Ski & Snowboard Shop with a Tuning Center & Demo Skis, 2 Restaurants, a 350 Member Professional Ski & Snowboard School and an 8 Lane Tubing Center!


11 Corey Rd, Hancock, MA 01237


Jiminy Peak is a mid-sized ski resort in Hancock, Massachusetts in the Taconic Mountains. The peak of Jiminy Peak, which includes the Hendricks Summit Lodge, is located in Lanesborough, Massachusetts. The mountain is owned by CNL Lifestyle Properties but the operating company is owned and managed by Brian Fairbank, the longtime former owner of the Resort.


During the winter Jiminy Peak offers activities for the whole family, including skiing, snowboarding, outdoor pools, and various restaurants. There are 45 trails and nine lifts, including a six-person, high speed chairlift. In the summer additional activities are offered at Mountain Adventure Park, such as an alpine super slide, mountain coaster, hiking, and mountain biking. The Aerial Adventure Park is a challenge course up in the trees. Five levels provide both physical and mental challenges for all levels. Courses range from 15–50 feet in the air. Jiminy Peak has installed the second mountain coaster in the country, and first on the East Coast. And is the first Alpine Super Slide in the nation (June, 1977).


In August 2007, Jiminy became the first private US business to invest in its own megawatt class wind turbine.[3] The turbine generates approximately 35% of the annual energy used at the resort. The winds blow strongest in the winters which is when the resort uses the most energy for things like lifts and snowmaking. This is the largest commitment in Jiminy Peak’s ongoing environmental sustainability efforts. In February 2012, the Resort installed a CoGeneration Unit in the Country Inn to provide both heat and hot water to the hotel.


In the past decade the mountain has been increasingly developed for real estate, as the demand for housing and activities has also increased. The mountain has 15,000 square feet of meeting space for meetings, conferences, weddings, parties, and other events.


Our mission is to provide positive, memorable, Mountain Resort experiences with outstanding, friendly and helpful service in remarkably beautiful surroundings; inspiring guests to return again and again.


78 Catamount Rd, Hillsdale, NY 12529


Catamount Ski Area is a ski resort located on Mount Fray of the Taconic Mountains in Hillsdale, New York and South Egremont, Massachusetts. It is one of the few remaining family-owned ski areas in New England. Catamount is also one of the largest ski areas in the Berkshire/Taconic Mountains.


Catamount offers the most diverse trail network in the Berkshires! From super-gentle to super-steep, Catamount offers terrain that’s just plain unmatched, over 35 trails and park areas in all.


In the summer they run an adventure park with over 50 zip lines. Come experience the exciting aerial forest adventure that provides a variety of courses that are fun for all ability levels. After participants are fitted with harnesses, they are led through a safety and park usage demonstration, fitted with gloves and are then free to navigate their chosen treetop courses. With twelve courses of varying difficulties (think ski trails; yellow, green, blue, black and double black), you are challenged to cross bridges, climb ladders, obstacles and zip lines. The park is built to meet the standards of the Association for Challenge Course Technology (ACCT).


The adventure park is for ages 7 and up (suggested minimum height is 48″, maximum weight is 265 pounds). No previous experience is needed, 12 separate courses and over 170 elements.


Route 7 and 20, Pittsfield Road, Lenox, MA 01240


Town-owned & maintained hardwood forest with old carriage roads & nearly 15 miles of groomed trails. Ideal for hiking, picnics, & X-country skiing. Trail map available at The Arcadian Shop and www.townoflenox.com.


20 Bank Row, 
Pittsfield, MA 01201


Humans, meet nature. Nature, meet humans. We keep land for you. And we can only do it because of you. Your support makes landkeeping possible.


This is what we’re about: preserving, or keeping land so we can all have access to it, enjoy it, find peace and serenity in it. We keep land so we can all experience the beauty that the Berkshire mountains have to offer. Take a hike! Or a walk, a swim, catch a fish, have a picnic, climb a mountain.


Our top ten trails offer a range of activities. Find the one that is right for you…then try another one next time. Be sure to tell us how you liked it!


2. HOOSAC RANGE, North Adams
4. STEVENS GLEN, West Stockbridge/Richmond
5. YOKUN RIDGE, Lenox/Richmond/Stockbridge/West Stockbridge
6. CLAM RIVER, Sandisfield
7. HOLLOW FIELDS, Richmond
8. BOB’S WAY, Monterey/Sandisfield
10. HOUSATONIC FLATS, Great Barrington


The Trustees of Reservations was proposed in 1890 when the New England periodical Garden and Forest published a letter by landscape architect Charles Eliot (protégé of Frederick Law Olmsted) entitled “The Waverly Oaks.” Eliot’s letter proposed the immediate preservation of “special bits of scenery” still remaining “within ten miles (16 km) of the State House which possess uncommon beauty and more than usual refreshing power.” To this end, Eliot proposed that legislation be enacted to create a nonprofit corporation to hold land for the public to enjoy “just as a Public Library holds books and an Art Museum holds pictures.”


In the spring of 1891, the Massachusetts Legislature established The Trustees of Public Reservations “for the purposes of acquiring, holding, maintaining and opening to the public beautiful and historic places within the Commonwealth.” The act was signed into law by Governor William E. Russell on May 21, 1891. The word “Public” was dropped from the organization’s name in 1954 to avoid confusion with government-owned land.


Virginia Wood in Stoneham was the first property acquired by The Trustees. This property was conveyed to the Metropolitan District Commission in 1923 and is now a part of the Middlesex Fells Reservation. Waverly Oaks itself was also conveyed to the state by TTOR and is part of the Beaver Brook Reservation, established in 1893.[2]


In 1925, The Trustees joined with the Appalachian Mountain Club, Massachusetts Audubon Society, and the Society for the Preservation of New England Antiquities (now Historic New England) to organize a conference on “The Needs and Uses of Open Spaces.” This conference led to a 1929 report emphasizing the need to protect the state’s rural character and countryside and the importance of identifying and describing the qualities and characteristics of specific sites that should be preserved. Today, nearly every site listed in the report is protected by a government or nonprofit conservation agency.


You can explore many locations along the trail including shelters, A.T. Communities, Trail Clubs, and more! The track runs right through the Berkshires and it’s easy to enjoy the Appalachian Trail for just a day. Check out the map to see where you can jump on.


The Appalachian Trail Conservancy’s mission is to preserve and manage the Appalachian Trail – ensuring that its vast natural beauty and priceless cultural heritage can be shared and enjoyed today, tomorrow, and for centuries to come.


400 Undermountain Rd.
P.O. Box 733
Lenox, MA 01240


Year-round riding is a pleasure at Undermountain Farm.Whether you are riding in the protection of our spacious indoor arena, or happily trotting through lovely fields and woods, we encourage all levels of ability to enjoy the equestrian life at Undermountain Farm.


We are located one mile from the center of Lenox and 1 1/2 miles from the front gate of Tanglewood, the summer home of the Boston Symphony Orchestra.
Our beautiful Victorian Farm buildings are surrounded by 150 acres of pasture, forest and hay fields.  A large airy indoor arena (81 x 160), a spacious outdoor arena, and access to miles of  riding trails provide ample facilities for your riding pleasure. We invite you to visit.


293 Main Street Route 7A
, Lenox, MA 01240


Time to saddle up for adventure! Travel along the beautiful shaded trails of Kennedy Park and Lenox Mountain. Enjoy breathtaking views of Berkshire County. On a clear day you can see the Catskill Mountains of New York and the Green Mountains of Vermont. All this while mounted on a well trained horse guided by a professional horseman.



91 Pittsfield Road, Lenox, MA 01240


Arcadian Shop loves the outdoors and we hope to entice you into our passions.  Berkshire County has tons of opportunities for exploring and if you don’t have the proper equipment you might find that one spot you’ve been looking for.  We rent the equipment that you need.  Here is what we have to offer:


Bike rentals, kayak rentals, stand up paddleboard rentals, and for your winter excursions cross country ski rentals, telemark ski rentals, snowshoe rentals.


Guide service is also available please contact us for details.


We are the only shop in the Berkshires with an extensive Mountain Bike trail system that begins at our front door.  Test ride a Mountain bike the real way….on a trail.  That’s right we have 500 acres of trails to keep you busy on a hike, mountain bike ride, Cross Country Ski or Snowshoeing adventure.


Snowshoes and Skis – Winter is one more reason to enjoy living in The berkshires.  Arcadian Shop knows all of the secrets to having more fun in the winter.  Snowshoeing is a great activity for people from all walks of life, we offer Snowshoes from Atlas, Tubbs, and MSR.  For those of you that like to move a little faster, We offer Cross Country and Back Country skis and gear from Fischer, Rossignol, and Salomon.  And for all of those in between moments we offer traction devices from Kahtoola, Ice Trekkers and Yaktrax.


Bikes – Expert advice, lifetime bike adjustments and perfect fitting for Road, Mountain, Kids, Cross and Hybrid bikes from Cannondale, Trek, Salsa, Pivot Cycles and more….
Clothing and accessories from Gore, Pearl Izumi, Castelli, Bontrager, Lazer and many others.


Clothing – Technical and fashion clothing from companies such as Kuhl, The North Face, Patagonia, Arc’Teryx, Mountain Hardware, Habitat, Gore and many more…


Footwear – Boot and shoe fitting done right with gait analysis, foot bed customization and proper sock selection by our trained staff. Footwear offerings include Salewa, Mizuno, Ascics, Merrell, Teva, Keen, Frye and more…


Paddlesports – Kayaks, Stand Up Paddleboards Kayaks, SUP’s, paddles and gear sold by people passionate about paddling! Companies include Wilderness Systems, Stellar, Hurricane, Bic and Elie


Camping, Backpacking & Travel – Hiking and backpacking gear sold by people who spend as many nights outdoors as they do under a roof! Companies include Osprey, Gregory, Black Diamond, Sea to Summit, Mountain Hardware, North Face as well as many others.

Public Land

The town of Lenox places high value on public spaces. Check out the list of more than 30 pockets of town land that is available to all.