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Great Outdoors

One of the greatest attractions in the area is nature. That is why many come here. Here are some ideas on how and where to best enjoy its beauty

Golf Links

Berkshire Hills Country Club Only A.W. Tillinghast golf course in MA. Beautifully groomed 18 hole course with spectacular views make BHCC the perfect choice for any individual or family.
350 Benedict Road Pittsfield MA 01201 413.447.9429
Golf Club at Wyndhurst Manor Historic 18-hole course, spectacular views with challenging golf, tree-lined fairways and naturally contoured greens have been carefully preserved since 1926.
55 Lee Road Lenox MA 01240 877.548.1537
Greenock Country Club Redesigned by Donald Ross, the course stands out as a masterpiece from the classic age. Greenock’s rather generous fairways suit all levels of players. 9 holes.
220 West Park Street Lee MA 01238 413.243.3323
Hotchkiss Golf Course The course circles the campus of the Hotchkiss School. Designed by Seth Raynor in 1924, it still retains some of the best examples of his work in New England. 9 holes.
Route 112 Lakeville CT 06039 860.435.4400
Wahconah Country Club Established in 193, a semi-private golf course ranked 25th in New England Journal of Golf's top 100 public access courses in all of New England. 18 holes.
20 Orchard Road Dalton MA 01226 413.684.1333
Waubeeka Golf Links Take in awesome views and see Berkshire wildlife. Golf Boston ranks Waubeeka 35th statewide and New England Golf Journal ranks it 93rd in public courses. 18 holes.
137 New Ashford Road Williamstown MA 01267 413.458.8355

Hiking Trails

Appalachian Trail A marked hiking trail extending between Springer Mountain in Georgia and Mount Katahdin in Maine, running through many towns in the Berkshires.
South Egremont MA 01258 413.528.8002
Bash Bish Falls State Forest Noted for its spectacular scenery and breathtaking views. this is one of Massachusetts' most dramatic and highest single-drop waterfall.
RD 3 East Street Mt Washington MA 01258 413.528.0330
Berkshire HIking
Berkshire Natural Resources Council BNRC maintains over 50 miles of trails on dozens of reserves from Alford to North Adams. Here are some of their recommended trail walks.
20 Bank Row Pittsfield MA 01201 413.499.0596
Harlem Valley Rail Trail Paved bicycle path on the former railroad track connecting New York City with upstate New York. Great for walking, running, bicycling and cross-country skiing.
51 South Center Street Millerton NY 12546 518.789.9591
Haystack Mountain State Park Travel the twisting mountain road, hike the rugged trail and be astounded at the beauty of mountain laurel in June and spectacular colors of foliage in the fall.
Route 272 Norfolk CT 06058 860.424.3200
Housatonic Meadows State Park In rock-strewn valley of the Housatonic River amid rugged hills of the Northwestern uplands, an ideal setting for a variety of outdoor recreational activities.
Route 7 Sharon CT 06069 860.927.3238
Jug End State Reservation Preserving over 1100 acre property and making it accessible to all, hikers can disappear for a while into a serene natural environment and discover scenic areas.
Jug End Road Mount Washington MA 01258 413.528.0330
Macedonia Brook State Park Two peaks within the Park are near 1,400 feet in elevation and offer outstanding views of the Catskills and Taconic mountains.
159 Macedonia Brook Road Kent CT 06757 860 927 3238
Monument Mountain Ascend this popular peak and from its summit gaze across the spectacular landscapes of the Housatonic River Valley and the southern Berkshires.
Route 7 Great Barrington MA 01230 413.298.3239
Mount Everett Reservation The 1,356 acre state reservation surrounds "The Dome" of Mount Everett - including Guilder Pond and a path leading to the top of summit for breathtaking views.
East Street Mount Washington MA 01258 413.528.0330
Mount Hunger Gem of Monterey Preservation Land Trust, on 385 acres and open to the public, miles of trails, stunning views, historic sites and a great variety of natural landscapes.
Mount Hunger Road Monterey MA 01245
Norfolk Land Trust Trails Comprehensive system of hiking and skiing trails offers opportunity for nature study, photography or just unwinding. Trails begin near the town green in Norfolk.
Norfolk CT 06058
October Mountain State Forest At 16,500 acres the largest state forest in Massachusetts. Trails for any level of hiking experience and you can also visit nearby Tanglewood.
317 Woodland Road Lee MA 01238 413.243.1778
Pleasant Valley Wildlife Sanctuary Seven miles of trails, access to Lenox Mountain summit, boardwalk on Pike’s Pond and active beaver colony. Summer camp. Housatonic canoe trips.
472 West Mountain Road Lenox MA 01240 413.637.0320
Questing Named after the Questing Beast, this 438-acre open space preserve includes hiking trails, meadows, hay fields, vernal pools and streams to hike, picnic, cross country ski or hunt.
New Marlborough MA 01230

Nature Preserves

Audubon Sharon Center Sharon's community nature center connecting people to nature for 50 years. A wonderful trail walk for adults and children alike.
325 Cornwall Bridge Road Sharon CT 06069 860.364.0520
Beartown State Forest 12,000 acres for outdoor enthusiast. In summer; hiking, swimming, paddling, mountain biking. In winter; snowshoe, cross country ski, snowmobile or hunt.
69 Blue Hill Road Monterey MA 01245 413.528.0904
Buttercup Farm Audubon Sanctuary Six hundred forty acres of diverse habitats with rolling and open grasslands. Six miles of trails, over 80 species of birds. Hours: Dawn to dusk.
Route 82 Stanfordville NY 12506 518.325.5203
Campbell Falls State Park Reserve Visit a Connecticut State Park or Forest and explore the wealth of diverse natural areas and unique features that will make your experience memorable
Old Spaulding Road Norfolk CT 06058 860.482.1817
Cornwall Conservation Trust Mission is to conserve open space lands and to manage those lands to promote wildlife habitat, forest improvement, water quality, farming and public recreation.
7 Railroad Square West Cornwall CT 06796 860.248.3255
Dennis Hill State Park Hike to the summit of this 240-acre estate for panoramic views reaching as far away as New Hampshire. Fall foliage season is an autumn wonderland.
Route 272 Norfolk CT 06058
Dry Hill Wander over 200 acres of forest and a maze of thickets on a trail that traces a small brook and passes vernal pools and other wetlands. Open year-round, daily, sunrise to sunset.
Old North Road (Harmon Road) New Marlborough MA 01230 413.298.3239
Goose Pond Reservation Paddle across Lower Goose Pond in a wilderness area protecting more than a quarter-mile of rocky shoreline. Open year-round, daily, sunrise to sunset.
Access via Boat Ramp on Ridge Street Lee MA 01238 413.298.3239
Great Mountain Forest 6000 acres of permanently protected land in Norfolk and Falls Village, this research and education forest with hiking trials, a maple sugarhouse and cross country skiing.
201 Windrow Road Norfolk CT 06058 860.824.8188
Kent Falls State Park Wander across the covered bridge, hike the falls, feel the mist on your face as water cascades 250' on its way to join the Housatonic River. A great place to picnic.
159 Macedonia Brook Road Kent CT 06757 860.927.3238
Miles Wildlife Sanctuary A self guided natural experience.
99 West Cornwall Road Sharon CT 06069 860.364.0520
Mohawk State Forest One of the state's largest parks it offers hikers a 30 mile trail system, traversing open fields, deep forests and steep mountainsides. The views are spectacular.
Route 4 Cornwall CT 06756 203.788.7765
October Mountain State Forest At 16,500 acres the largest state forest in Massachusetts. Trails for any level of hiking experience and you can also visit nearby Tanglewood.
317 Woodland Road Lee MA 01238 413.243.1778
Stissing Mountain and Park Stissing Mountain rises 1,400 feet, a lake for swimming, boating, basketball courts, playing fields, roller blading, skate boarding and bike riding.
Pine Plains NY 12567
Taconic State Park Copake Falls and Rudd Pond offer extensive trail system with terrain that varies from easy to challenging. Swim, picnic, hike and bike, fish and boat on scenic 64 acre pond.
59 Rudd Pond Road Millerton NY 12546 518.789.3059
Thompson Pond Nature Preserve At the foot of Stissing Mountain and open dawn to dusk for passive recreational and educational uses, such as cross-country skiing, hiking and bird study.
Pine Plains NY 914.244.3217
Topsmead State Forest Once a private estate, the summer home of Miss Edith Morton Chase and the grounds becomes a winter wonderland when covered in snow.
Buell Road Litchfield CT 06759 860.424.3200