Appalachian Trail

www.mass.gov/dcr/parks/western/appl.htm

90 miles of footpaths that run through western Massachusetts with back country campsites and shelters.

Tags: camping

Ashuwillticook Rail Trail

www.mass.gov/dcr/parks/western/asrt.htm

11 mile rail trail great for walking, biking, skating and cross-country skiing.

Tags: biking

Bartholomew's Cobble

Ashley Falls, MA

www.thetrustees.org/places-to-visit/berkshires/bartholomews-cobble.html

National Natural Landmark. Natural rock garden of wildflowers and ferns. Scenic vista. River views. Nature programs and guided canoe trips. BerkShares.

Tags: groups, kids programs, open year round, rentals

Becket Land Trust Historic Quarry and Forest

Becket, MA

www.becketlandtrust.org

Abandoned granite quarry, spectacular vistas, extensive hiking trails, self-guided historic walk, artifacts, exhibits, programs, open dawn to dusk.

Tags: family friendly, kids programs, open year round

Berkshire Bike Path Council

Pittsfield, MA

www.berkshirebikepath.com

Love to cycle, walk or skate bike paths? We’re working to create a North-to-South, Berkshire bike route. Learn more & find resources on our website.

Tags: biking

Berkshire Natural Resources Council, Inc.

Pittsfield, MA

www.bnrc.net

Family-friendly trails in Lee, Monterey, Richmond, both Stockbridges, Lanesboro. Ponds, waterfalls, summit views, picnic spots. Dogs ok.

Tags: groups, hiking, open year round

Berkshires to Boston Bicycle Tour

Sunderland, MA

www.berkshirestoboston.com

Join cyclists from across America to explore Massachusetts’ scenic byways on a 5-day, 240 mile bicycle tour from the Berkshires to Boston.

Tags: family friendly, groups

Guest House at Field Farm

Williamstown, MA

www.thetrustees.org/fieldfarm/

Where the modern meets nature; 1948 Bauhaus design amidst 316 acres of open fields with spectacular views, hiking trails and pool.

Tags: groups, hiking, meetings, pool

Hilltop Orchards, home of Furnace Brook Winery

Richmond, MA

www.hilltoporchards.com

200 acre bucolic orchard & winery, hike to the hilltop or on woodland trails. Stunning views, full moon hikes, baked goods, free wine tasting.

Tags: groups, handicap access, hiking, lessons, open year round, rentals

Housatonic Bike Routes

Salisbury, CT

www.houbikewalk.org

Explore the Berkshires and Litchfield Hills on your bicycle. Routes for families, novice and experienced riders. Maps, details, downloads.

Tags: biking, family friendly, groups

Notchview

Windsor, MA

www.notchview.org

25 miles of scenic trails through hardwood & evergreen forests high atop the Berkshires. Ski, snowshoe, hike; 2 picnic shelters. Stunning views.

Tags: groups, handicap access, kids programs, lessons, meetings, open year round

Pleasant Valley Wildlife Sanctuary

Lenox, MA

www.massaudubon.org

7 mi of trails – 1300 acres. Universal access trail. Ponds, streams, hummingbird garden. Nature programs, guided canoe trips, rentals & gift shop.

Scenic Byways of Western Massachusetts

www.bywayswestmass.com

Seven scenic byways offer breathtaking views of mountains, lush farmland and New England villages. Plus, outdoor recreation, art and history.