Jiminy Peak Mountain Resort ski jump Photo Courtesy of Jiminy Peak Mountain Resort
Destinations

The Ultimate Guide to Winter in the Berkshires: Embrace Thrills and Chills for Full Winter Mode

A February Guide to Ski Days, Nordic Trails, and Cold-Weather Escapes in Western Massachusetts

Norah Lawlor

February settles into the Berkshires with a kind of confidence. Snow conditions are established, mountain operations are in full stride, and the landscape feels purpose-built for winter pursuits. For travelers seeking an alpine escape that balances adrenaline with stillness, this corner of western Massachusetts delivers a complete seasonal experience, one shaped by elevation, tradition, and thoughtful infrastructure.

The Official Berkshire winter guide confirms what regulars already know. February is the most reliable window for planning a winter getaway, whether the goal is downhill laps, quiet Nordic trails, or simply being surrounded by snow-covered woods that invite a slower pace.

Five Ski Mountains That Define the Season

Notchview

Downhill skiing and snowboarding anchor the Berkshire winter, with five alpine areas offering distinct personalities and consistent programming. Together, they form the backbone of the region’s cold-weather appeal.

Berkshire East Ski Area is widely known for its family-friendly atmosphere, pairing downhill terrain with snowboarding, tubing, and well-regarded lesson programs. Youth initiatives and accessible slopes make it an easy entry point for first-time skiers.

Bousquet Mountain carries deep historical roots. Night skiing has been part of its identity since 1936, when floodlights first illuminated the slopes, creating a tradition that continues to define its after-dark draw.

Catamount Mountain Resort straddles the state line and offers extensive night skiing options alongside varied terrain, making it a strong choice for longer days that extend well into the evening.

Jiminy Peak Mountain Resort is recognized as the largest ski area in Massachusetts, delivering a resort-scale experience with breadth and consistency. For visitors who want a full day on the mountain without compromise, it often becomes the natural anchor.

Ski Butternut enters the 2026 season with fresh momentum following the installation of its new Skytrac lift, Jane’s Quad. The upgrade enhances on-mountain flow and reinforces February as prime time for dependable conditions.

Downhill operations across the region typically extend through mid-March, weather permitting, making winter planning refreshingly straightforward.

Bouquet Mountain

Night Skiing After Dark

In the Berkshires, skiing does not stop when the sun dips. Night skiing is part of the local rhythm, turning day trips into full evening outings. Bousquet’s long-standing floodlit slopes remain a defining feature, while Catamount and Jiminy Peak also offer night skiing that allows visitors to stretch their time on snow well past daylight hours.

The experience carries a different energy. Cooler air, quieter lifts, and illuminated trails create a sense of intimacy that feels distinct from daytime runs.

Tubing, Lessons, and Accessible Winter Fun

Ski Butternut tubing

Winter in the Berkshires is intentionally inclusive. Tubing hills and comprehensive learn-to-ski programs are core components of the region’s offerings, not afterthoughts. Berkshire East, in particular, excels at blending instruction with recreation, making it a strong choice for families or groups with mixed skill levels.

These experiences lower the barrier to entry, ensuring that winter fun extends beyond experienced skiers and snowboarders.

Nordic Trails and Slower Adventures

For those drawn to winter’s quieter side, the Berkshires offer an expansive network of Nordic skiing and snowshoeing options. Groomed trails and scenic routes provide a different relationship with the season, one rooted in rhythm and observation.

Notchview Reservation and Maple Corner Farm stand out for cross-country skiing, while Hilltop Orchards adds another layer with its connection to JMash Cidery and Furnace Brook Winery. Outdoor exploration here can transition naturally into warming up with local pours.

A visit to Greylock Glen rounds out the Nordic experience. The area offers multiple winter activity options set against sweeping scenery, and the Greylock Glen Center provides a welcome place to warm up while learning more about the region.

Planning Your Berkshire Winter Escape

Berkshire East Ski Area

Trip planning is streamlined through berkshires.org, where visitors can filter by town and interest, including family-friendly activities, cultural experiences, downtown shopping, wellness offerings, and farm-fresh dining. For travelers focused specifically on snow-based pursuits, the winter sports section provides targeted guidance, while regional ski conditions should always be checked before heading out.

Located less than three hours from both New York City and Boston, The Berkshires remain one of the Northeast’s most accessible winter destinations. Mountains, culture, food, and lodging converge here in a way that feels balanced and intentional, especially in February, when winter is fully realized and ready to be enjoyed.

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