Last Call Activities Before the Fall Season Ends /

The freezing winter is looming on many shoulders. Shovels, big coats, mittens, scarves and hats are dusted in preparation for the dark winter season. What better way to kick off the season by doing those last minute activities before it’s too late. Especially since this unusual autumnal sweetness should continue for another week.

Sporting activities

Berkshire County offers a wide range of activities people can do to stay active in any season. In the fall, a hike on the many hiking trails is an absolute must. There are so many places in the area with hiking trails that lead to great views.


When winter comes, hiking becomes better in theory than in practice. Your feet get cold and the brisk wind takes your breath away even more than the physical exertion. In the fall, hiking is a breeze. Cool air balances your temperature, fallen leaves crunch under your feet, and the earthy scent of fall fills the air.

I don’t know where to hike” Here are some recommendations:

Olivia’s Lookout — located in West Stockbridge at the center of the 734-acre Yokun Ridge South Reserve. Although the views are stunning upon arrival, there are trails that also lead to exceptional mountain views.

Mount Greylock — Although the roads to Mount Greylock are closed, the trails to the monument are open all season. Hike 2.4 miles on the Thunderbolt Trail, which is the steepest and shortest route to Massachusetts’ highest point. Parking available on Thiel and Gould roads in Adams.


If you’re interested in something less strenuous, take a nice, soothing walk to soak up the last ray of sunshine Mother Nature will give us before the days get shorter.

Don’t know where to go? Here are some recommendations:

Ashuwillticook Rail Trail – This paved cycle route passes through Pittsfield, Lanesborough, Cheshire and Adams with magnificent views for over a dozen miles. The path is perfect for running, biking, walking, longboarding, and wildlife viewing. Parking lots and toilets are available at certain points along the route.

Glen Meadow Loop —This gravel trail is one of the most popular trails for people looking for a quiet, easy walk. The walk through Greylock Glen to Adams only takes just over half an hour on average and is ideal for wildlife viewing. There are also beautiful views of Mount Greylock along the way.

Outdoor dining

After a long day of walking, hiking, biking, or whatever else your heart desires, take some time to refuel at one of Berkshires many outdoor restaurants.

When winter arrives, the restaurants close their terraces and pack up the chairs and tables until the return of the good weather. Take time to soak up the sun while it’s still shining and take in the incredible views or just enjoy the experience of being outdoors.

I don’t know where to go to eat. Here are some recommendations:

Restaurant Golden Eagle — Enjoy a steak or classic American dishes while admiring a magnificent view. This restaurant is located on the historic hairpin bend on Route 2 and has a balcony with a view of Clarksburg and North Adams. More information here.

Trail house kitchen and bar — Cozy up around a gas fireplace and savor farm-to-table American cuisine. Also located along the Mohawk Trail on Route 2 near the Williamstown and North Adams line, this restaurant has a patio and two outdoor gas fireplaces and views of the mountains. More information here.

Outdoor shopping

Stroll down one of the Berkshires’ many main streets which are home to small local businesses, retail stores, theaters and more. Soon snow will fill the streets and walk the sidewalks while window shopping won’t be so entertaining.

I don’t know where to shop. Here are some recommendations:

Great Barrington Town Center — Stroll through the historic streets of Great Barrington, such as Railroad Street, home to restaurants, bars, shops, galleries in rustic brick buildings.

Downtown Adams North — Walking the streets of downtown North Adams offers a variety of shopping experiences and other activities. Browse a variety of stores, including antique stores and game, plant, and clothing stores. If you’re not in the mood for shopping, stop by one of the many galleries or museums.

Downtown Pittsfield – Downtown Pittsfield offers a variety of shopping opportunities including candle shops, tourist resorts, antique shops, metaphysical retailer, clothing, and more. After shopping, check out some of the area’s cultural venues, including the Berkshire Museum, Barrington Stage, Colonial Theater or the Berkshire Athenaeum, the county’s largest public library.

Lee Premium Outlets – For shoppers more interested in larger retail options, visit Lee Premium Outlets, located at 17 Premium Outlets Blvd., for shopping at many brand name stores including Aeropostale, American Eagle Outfitters, Banana Republic Factory Store, Calvin Klein, Coach and many more. After.

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