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Hiking & Outdoors
Hiking Trails
Bash Bish Falls State Park
Has the State’s most dramatic waterfall, cascading 80 ft. into a sparkling pool. Steep climbs and decent to and from the falls. 30 miles of trails nearby in Mt. Washington State Forest.
Monument Mountain
Three miles of trail with steep portions leading to the 1700 ft. summit of rocky Squaw Peak. Parking off Route 7, north of Great Barrington.

Laura’s Tower and Ice Glen
Climb through a forest to the fire tower with a view of the southern Berkshires, or climb over and between the giant rock formations of Ice Glen. Begin at the foot bridge at the end of Park Street. When the trail splits, Ice Glen is to the right.

Tyringham Cobble
A two mile looped trial crosses a pasture, then climbs to the top of Cobble Hill with views of the valley and the hamlet of Tyringham. Parking area on Jerusalem Road just west of Main Road.

Benedict Pond, Beartown Forest
High up in Beartown tate Forest is this 1 ½ mile trail around this beautiful lake. Enter from Blue Hill Rd., Great Barrington

John D. Kennedy Park
Formerly the site of the 1902 Aspinwall Hotel and Resort, this large Lenox park has trails for hiking, cycling, skiing, snowshoeing and equestrians.
Lenox Park Dept. 

October Mountain State Forest
Park HQ on Woodland Rd., Lee, the forest is in the adjacent town of Washington. Hiking, biking, skiing and equestrian trails. 

Pittsfield State Forest
Swimming at Berry Pond and Lulu Brook, picnicking, 13 campsites, nature trail. 9700 acres of hiking, cycling skiing and equestrian trails. Entrance and HQ on Cascade St. 

Bartholomew’s Cobble
A flyway for 250 bird species, this 300 acre reservation has a network of forest, meadow and high viewpoint trails overlooking the Housatonic River valley. A unique area owned by the Trustees of Reservations. 

Pleasant Valley Wildlife Sancuary
1500acres with 7 miles of trails. Streams, ponds, nature programs, guided canoe trips, rentals and giftshop. Call for programs. 413-637-0320.
Dunbar Rd., Lenox.

Canoe Meadows Wildlife Sanctuary.
Home to ospreys, great blue herons and wild turkeys, this sanctuary has 246 acres with 3 miles of hiking trails through woods and meadows along the Housatonic River. Holmes Road, Pittsfield.

The Appalachian Trail
This well-known eastern US trail traverses N-S through the Berkshires. Enter the trail in Lee, Tyringham, Beartown State Forest, Great Barrington or Mount. Washington. Mass. Dept. of Environmental Management. 

Housatonic Heritage Walks
Over 20 guided walking tours exploring the natural,
historical, cultural and industrial heritage of the upper Housatonic valley. For the schedule of walks see

Berkshire Mountain Llama Treks
Trek with friendly llamas through Berkshire woods, farms and meadows. Hourly and all-day rates. Sunset hikes a specialty. 322 Landers Road, Lee,
MA 01238 

Additional Hiking Links
LLBean Parksearch
Hiking and Backpacking -Massachusetts
Travelguidewarehouse Maps & Guides
Hike-Advice Safeshopper
The Trustees.org

Fly Fishing 
Housatonic River Outfitters, Inc.
A complete fly fishing and outdoor recreation resource; river reports, guide services.
684 S. Main St., Gt. Barrington 

Whitewater Rafting
CrabApple Whitewater Inc., Charlemont
Rafting and kayak trips on the Deerfield River, Daily, April to October. 2003 Schedule available.

Berkshire Rowing & Sculling Association
Club sculling from our Ononta Lake, Pittsfield boathouse. Daily sculling lessons for all ages, hourly rental of shells May 1 to Oct. 31. 

Rock Wall Climbing 
 Berkshire Nautilus Fitness Facility, 42-56 Summer St., Pittsfield. 
413-499-1219 or 4600.
Weight Room, 50 Nautilus & Cardiovascular stations, professional trainers. Sauna, steams, hot tubs.
 Cranwell Resort, Spa and Golf Club
18-hole championship par 70 course. Golf Digest School. Driving range, Pro Shop. 35, 000 sq. ft. Full service spa. Lunch at
Sloane's Tavern.
(413) 637-1364/(800) 272-6935 Fax (413) 637-4364 55 Lee Road, Lenox, MA 01240

Egremont Country Club
Scenic 18-hole golf course nestled in the beautiful Berkshires. Driving range, stocked pro shop, private lessons, banquet facility for 250 guests. 
(413) 528-4222 Fax (413) 528-2791
Route 23, PO Box 547, Great Barrington, MA 01230

The Greennock Country Club
Within a short walk from the Ashley Inn The Greennock Country Club offers several tennis courts and one of the top 5 9 hole golf courses in the country.
220 West Park St. Lee, MA 01238 

Pontoosuc Lake Country Club
Scenic 18-hole par 70 golf course on 100+ acres. Great layout. Open to public. Reasonable rates and twilight rates. Snacks/beverages. 
(413) 445-4217 - Club House, (413) 445-4543 - Tee Times Fax (413) 445-4217
Kirkwood Drive, PO Box 257, Pittsfield, MA 01201

Skyline Country Club
Scenic, 18-hole club. Open to the public. Golf outings. Dining area with pub menu. Banquets and parties welcome. 
(413) 445-5584
Route 7, Lanesboro, MA 01237

Downilll Skiing/Snowboarding
Catamount Ski & Ride Area
28 trails, 7 lifts, a snowboard megaplex with 400 ft. halfpipe. New: Sidewinder, a mile of intermediate cruising. A family mountain. 
(413) 528-1262 Fax (518) 325-3155
Route 23, PO Box 128, South Egremont, MA 01258

Jiminy Peak - The Mountain Resort
The Berkshires premier 4-season resort. Lodging, fine dining and children's activities all at the Berkshires largest ski & snowboard resort.
(413) 738-5500/(800) 882-8859 Fax (413) 738-5729
37 Corey Road, Hancock, MA 01237

Otis Ridge Ski Area & Ski Camp
Open daily - weekdays 9:30-4, weekends/holidays 9-4, Tues/Sun nights 5-10. Family atmosphere, full range of terrain. Group rates packages.
(413) 269-4444/(800) 754-8577
Fax (413) 269-4650
Route 23, PO Box 70, Otis, MA 01253

Ski Butternut
The Affordable Family Fun Mtn. 22 Trails, 8 Lifts, 100% Snowmaking, Kids Program, Ski shop, $199 Season Pass, $15 Days, $45 Ski & Stay pkg.
(413) 528-2000/(800) 438-SNOW, Snow Conditions Recording Only Fax (413) 528-1295
Route 23, State Road, Great Barrington, MA 01230

 County-Wide Snowmobiling
Snowmobiles are allowed in many of the State Parks in Berkshire County. Rentals are available for guided tours only. For detailed information, rules and regulations contact Region 5 Headquarters, PO Box 1433,
Pittsfield, MA 01202, 
(413) 442-8928.

Wild 'N Wet Snow & Water and Bike Rentals, Inc.
2&3 seat jets/skis for the whole family; pontoon boats/canoes/paddleboats/bike rentals. Winter snowmobile tours throughout the Berkshire's. 
(413) 445-5211 Fax (413) 637-2370
Summer: Matt Reilly's Restaurant, Route 7, Pontoosuc Lake, Pittsfield, MA 01201,
Winter: Reservations required for snowmobiling from Matt
Reilly's Restaurant or Mt. Greylock,
Mail: PO Box 2284, Lenox, MA 01240

Hot Air Ballooning 
 Scenic hot air ballooning rides above the Berkshires from the Town of Worthington

Horseback Riding 
 Horsesense at Golden Hill Farm, Lenox

Berkshire Horseback Adventures
384 East Street, Lenox, MA 413- 637-9090

Undermountain Farm, Lenox
413- 637-3365

White Horse Hill, Richmond
413-698-2999 or 2466



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