Stockbridge, Massachusetts Travel Information

A Southern Berkshire Loop Many residents of eastern Massachusetts head north each autumn without ever having visited the Berkshires. Located in western Massachusetts, the Berkshire Hills extend from Vermont south to the Connec... Tyringham, MA

Beartown State Forest Campground Beartown State Forest is a beautiful, intimate campground set along the shores of Benedict Pond, a good-sized pond ready to accept anglers, swimmers, and paddlers. There are only 12 sites, but if ther... Monterey, MA

Berkshire Hills Scenic Drive A 132-mile loop drive through the scenic Berkshire Hills in western Massachusetts. The 132-mile Berkshire Hills Scenic Drive makes a wide loop across the wooded hills and valleys of western Massachuse... Pittsfield, MA

Hudson River Valley I: The East Bank As a major waterway, the Hudson River, which was first explored by Henry Hudson in 1609, is rich with history. Scattered along its banks there are historic riverfront towns and stately old mansions (b... East Chatham, NY

Massachusetts Central Berkshires and the Pittsfield Area On your way to Stockbridge, you’ll see Monument Mountain Reservation on Route 7, about 2.5 miles south of town. This mountain was the scene of what has been called the world’s most famous literary pic... Pittsfield, MA

Other Activities

• Trips from New York City (in New York) Weekend Getaways and Day Trips
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• Western Massachusetts and the Berkshires Family Vacations and Getaways
• Western Massachusetts and the Berkshires Off the Beaten Path Travel
• Trips from New York City (outside New York) Weekend Getaways and Day Trips
• Hudson River Valley Region of New York Weekend Getaways and Day Trips
• Trips from Boston (in Massachusetts) Weekend Getaways and Day Trips
• Berkshires of Massachusetts Romantic Getaways and Places
• Williamstown, Pittsfield, & the Berkshires & Taconics Area Adventure Travel Guides

Lauras Tower and Ice Glen Trail (Distance: 0.7 mi) Ice Glen is magnificent in the spring when the meltwaters freeze and produce natural ice sculptures that cling to the cliffs and boulders. It is also very dangerous then because hikers are forced to s...

Housatonic, MA - Hiking - length:3.3 mi

Ice Glen (Distance: 0.9 mi) Just seconds from downtown Stockbridge, Ice Glen offers a climb through a glacial ravine. Climb over and around rocks and boulders to make your way through the glen. The crevasses of the glen sometime...

Stockbridge, MA - Hiking - length:1.4 mi

Laura’s Tower (Distance: 0.9 mi) Enjoy a three-state view from Laura’s Tower. Use the locator wheel atop the tower to orient yourself with area mountain ranges. Climb through stands of old hemlock and white pine that the Laurel Hill ...

Stockbridge, MA - Hiking - length:1.6 mi

Ice Glen (Distance: 1.0 mi) A short walk through a magnificent gorge of boulders, caves, ancient pines, and hemlocks. Though the Berkshires have been molded by geologic activity extending over hundreds of millions of years, some...

Stockbridge, MA - Hiking - length:1.4 mi

Monument Mountain Reservation (Distance: 2.8 mi) Four miles north of Great Barrington or three miles south of Stockbridge. A circuitous tour passes through mixed forest, topping Squaw Peak for stirring looks at the site's sheer quartzite cliffs and...

Stockbridge, MA - Hiking - length:2.6 mi

>> See all Trails near Stockbridge, Massachusetts

Stockbridge Stockbridge Golf Club Private Equity, 18 holes 6567 yards, par 71 0.6 miles from center of Stockbridge, Massachusetts

Greenock Greenock Country Club Public, 18 holes 3080 yards, par 35 3.6 miles from center of Stockbridge, Massachusetts

Cranwell Cranwell Resort, Spa & Golf Club Public, 18 holes 6204 yards, par 70 4.7 miles from center of Stockbridge, Massachusetts

Wyantenuck Wyantenuck Country Club Private Equity, 18 holes 6403 yards, par 72 8.4 miles from center of Stockbridge, Massachusetts

Pittsfield Country Club of Pittsfield Private Equity, 18 holes 6354 yards, par 71 9.3 miles from center of Stockbridge, Massachusetts

>> See all Golf Courses near Stockbridge, Massachusetts