Why the Berkshires Stand Out as One of New England’s Premier Winter Destinations

Berkshires | Audri Van Gores

The winter atmosphere in the Berkshires makes it a preferred area for those seeking a seasonal home. Let’s explore what sets winter in the Berkshires apart and examine the real estate landscape in the region. 

What Makes Winter Exceptional in the Berkshires

In the winter, the Berkshires region is typically draped in a soft and white blanket of snow, creating an idyllic setting with temperatures perfect for winter recreation. 

Winter sports enthusiasts flock to the Berkshires, and skiing and snowboarding take center stage. With numerous resorts such as Jiminy Peak, Catamount, and Bousquet across the area, these places cater to skiers and snowboarders of all skill levels, offering a delightful and family-friendly atmosphere.

For those less inclined toward hitting the slopes, this is also a desirable area for cross-country skiing, ice fishing, snowshoeing, and snowmobiling. If you prefer to stay indoors, you can explore the thriving arts scene, indulge in high-quality local cuisine, and discover historic destinations.

A Glimpse Into the Berkshires Real Estate Market

The Berkshires region is a relatively budget-friendly option compared to many other major markets across the country. Rocket Homes reports that the median list price for a home in Berkshire County in January 2024 was $350,000. While this marked a substantial increase from January 2023, it is still below the state average for Massachusetts. 

This region consists of numerous enticing towns for purchasing real estate. Pittsfield, the largest city in the Berkshires, has many nearby outdoor destinations, delicious eateries, and historical attractions. Lee, a quaint community with picturesque architecture, is just minutes from October Mountain State Forest, making it the perfect location for a winter hike. 

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