Themed Itineraries

Itinerary: Outdoors

An insider’s guide to getting outside.

Explore other itineraries:
Classic Williamstown | Manhattan | Brooklyn | Busy Kids | Foodies

Sperry Campground (Mt. Greylock)
Privacy Campground (Williamstown) tent sites and cabins, too.

Art in Nature:
Thomas Schutte’s Crystal atop the Clark’s Stone Hill (Williamstown) Challenge level: easy.

Easy walk through manicured pastures:
Sheep Hill (Williamstown) Challenge level: easy.

Butterfly and bird watching:
Mountain Meadow (Williamstown) Challenge level: easy.

Short, steep, and sweet hike:
Pine Cobble (Williamstown) Challenge level: moderate.

Panoramic views of the Hopper and the Greylock Range:
Stony Ledge (Williamstown) Challenge level: moderate.

The ultimate day hike (with food incentive):
Climb to the summit of Mt. Greylock for three-state views and a meal at Bascom Lodge. (Adams) Challenge level: hard. Dinner reservations required.

Climb, swing, float, and zip through canopies:
Ramblewild (New Ashford).

Epic Swimming Holes:
Mt. Hope Park, (Williamstown), waterfalls at
The Cascades (North Adams), the Tubs (Bennington)

Mountain biking:
Lift-served at Jiminy Peak (Hancock), Pittsfield State Forest (Pittsfield)

Raft, kayak, or inner-tube the Deerfield River with Zoar Outdoor (Charlemont) – check for dam release times

One of the best college golf courses in the world:
Taconic Golf Club (Williamstown)

Inspiring horticulture:
Berkshire Botanical Garden (Stockbridge), Bridge of Flowers (Shelburne Falls)