Family Things To Do in Sheffield, Massachusetts

Built in 1735, the oldest house in Berkshire County, the Colonel John Ashley House was the site of the first drafting of the Sheffield Declaration, a petition against British tyrrany, and the home ... More on MuseumStuff.com

The flat valley bottom is the inauspicious starting point for this delightful hike over a relatively seldom used trail. We recommend this section as one deserving of more attention. It's a good pla... More on Trails

Wow, the view of Berkshire is the best ! More on Trails

Family campgrounds situated in the small hamlet of Copake. Tent, RV, cabin rentals. More on iloveny.com

A wild, rarely visited preserve that provides lots of solitude, an abundance of birdsong, and pastoral views from a distinctive rocky promontory. Dry Hill is probably the most prominent landmark in... More on Trails

I am pissed, trail mark and signs are not available on most section of trai More on Trails

Ski Butternut is located on the northern slopes of East Mountain State Forest near the village of Great Bar... More on SkiResortGuide.com

Overall, good but not great place for a family ski day More on SkiTown.com

Lime Rock is legendary. A demanding, relatively short, race course that has brought out the A-list of racing talent, Lime Rock is perfect for spectating and bringing kids - you never know who you m... More on TripAdvisor

A classic, seven-turn, 1.53 mile road racing course located on a park-like setting in the Litchfield Hills of northwest Connecticut. More on TripAdvisor

The Town of the Ancient Trees" When the first English settlers came to Sheffield in 1725-26 they found a number of Dutch settlers with substantial farms in what is today Egremont. Dutch claims to the area arose under the 1722 Patents ... More on GoingToTheBeach.com

This 372-acre great pond is among the most heavily used in the state. Maximum depth is 48 feet; average depth is approximately 27 feet. Transparency is generally good, running around 13 feet, but i... More on AnglerWeb.com

Fifteen years ago, Stockbridge equated the Red Lion Inn . Today, it's a stop ... More on igougo

'Catamount Ski Area' is a ski resort located on Mount Fray of the Taconic Mountains in Hillsdale, New York... More on Wikipedia

However, if you stay over, small towns in the area have an abundance of New England charm and excellent e... More on SkiTown.com