Top ski spots in & around Western Massachusetts to melt away your work stress

Slam your laptop shut. Dig up your ski gear. Unwind and recharge at the top ski spots in Western Massachusetts.
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After a tough year, there’s nothing better than strapping on some skis, taking in the fresh mountain air, and shredding (or sliding!) down snowy slopes. 

Western Massachusetts has some incredible ski spots to help you unwind.

Here are our top five resorts, complete with highlights for 2025, what makes them special, après ski activities, and how far they are from major towns in the region.

1. Jiminy Peak Mountain Resort

Hancock, MA

Jiminy Peak is the largest ski and snowboard resort in southern New England, boasting 45 trails across 167 acres. Its ski-in/ski-out village makes it super convenient for both relaxation and slope access.

  • 2025 Highlight: Jiminy Peak has partnered with Uphill New England to offer a multi-mountain season pass, giving skiers streamlined uphill access to 17 ski resorts across the region.
  • Special Sauce: Jiminy Peak is the only mountain resort in North America powered by its own wind turbine, combining eco-consciousness with adventure.
  • Après Ski: Relax at Christiansen’s Tavern, a cozy spot offering craft beers, hearty meals, and live entertainment on select nights. For a quieter vibe, the Country Inn offers a lounge for unwinding by the fire.

Distances

  • From Springfield: ~55 miles (~1 hour 10 minutes)
  • From Greenfield: ~50 miles (~1 hour 10 minutes)
  • From Pittsfield: ~12 miles (~20 minutes)

Visit Jiminy Peak Mountain Resort

2. Berkshire East Mountain Resort

Charlemont, MA

This family-owned resort features 45 trails and North America’s longest mountain coaster. Plus, it’s entirely powered by onsite renewable energy.

  • 2025 Highlight: Berkshire East will host the Vertical Challenge—a fun, free series of ski and snowboard races—on February 2, 2025.
  • Special Sauce: Run by the Schaefer family for nearly 50 years, this resort is a gem of sustainability and personal touches.
  • Après Ski: Stop by the Crazy Horse Bar & Grill for a local beer, great food, and scenic views of the slopes. In the mood for something sweet? Their hot cocoa is a hit.

Distances

  • From Springfield: ~60 miles (~1 hour 15 minutes)
  • From Greenfield: ~20 miles (~30 minutes)
  • From Pittsfield: ~40 miles (~1 hour)

Visit Berkshire East Mountain Resort

3. Bousquet Mountain

Pittsfield, MA

One of the oldest ski areas in the region, Bousquet recently got a facelift, offering modern amenities while maintaining its historic charm. It’s perfect for beginner and intermediate skiers.

  • 2025 Highlight: Bousquet Mountain is part of the Unlimited Summit Pass, giving you access to Berkshire East and Catamount Mountain Resort for a variety of terrains.
  • Special Sauce: The mix of rich history and updated facilities makes Bousquet an unforgettable experience for locals and visitors alike.
  • Après Ski: Enjoy fresh eats at Lift Bistropub, located right on the mountain. With seasonal menus and craft cocktails, it’s a perfect spot to wrap up your day.

Distances

  • From Springfield: ~50 miles (~1 hour)
  • From Greenfield: ~45 miles (~1 hour 10 minutes)
  • From Pittsfield: In-town (~10 minutes)

Visit Bousquet Mountain

4. Ski Butternut

Great Barrington, MA

With 22 trails, a family-friendly atmosphere, and a dedicated learning area, Ski Butternut is great for beginners or those looking for a relaxed day on the slopes.

  • 2025 Highlight: Its “Learn to Ski” programs continue to make Butternut the go-to place for newcomers.
  • Special Sauce: The resort’s top-notch snowmaking ensures excellent conditions all season long, regardless of Mother Nature.
  • Après Ski: Head to the Fireside Lounge for quick bites and drinks, or explore Great Barrington’s bustling Main Street for cozy cafes and pubs nearby.

Distances

  • From Springfield: ~50 miles (~1 hour 15 minutes)
  • From Greenfield: ~60 miles (~1 hour 30 minutes)
  • From Pittsfield: ~20 miles (~30 minutes)

Visit Ski Butternut

5. Otis Ridge

Otis, MA

A smaller, quieter resort, Otis Ridge is ideal for a low-key skiing experience. Affordable prices and rustic charm make it a favorite for families and locals.

  • 2025 Highlight: The resort keeps its focus on personalized instruction, making it a perfect choice for learning families.
  • Special Sauce: Its old-school vibe and focus on traditional skiing set it apart from the bigger, flashier mountains.
  • Après Ski: Swing by the Ski Lodge Pub for affordable comfort food, drinks, and views of the Ridge’s quaint slopes.

Distances

  • From Springfield: ~35 miles (~50 minutes)
  • From Greenfield: ~55 miles (~1 hour 20 minutes)
  • From Pittsfield: ~20 miles (~30 minutes)

Visit Otis Ridge

The Slopes Are Calling

These Western Massachusetts ski resorts offer more than great skiing—they’re your go-to winter escape. You’ll find:

  • Onsite dining: From taverns to bistros, these resorts provide hearty meals and cozy drinks to wind down.
  • Lessons for all levels: Whether you’re new to skiing or polishing your technique, resorts like Butternut and Otis Ridge have expert instructors.
  • Family-friendly fun: Safe learning areas, affordable pricing, and smaller crowds make spots like Ski Butternut and Otis Ridge perfect for families.
  • Off-slope activities: Try the mountain coaster at Berkshire East, snowshoeing at Jiminy Peak, or explore Great Barrington’s nearby shops and cafes.

So pack your gear, grab some friends, and let the slopes ease your stress away.

Inc413 News Team
CONTRIBUTOR
Inc413 News Team

The Inc413 news team compiles business stories from across Western Massachusetts and beyond. Our primary focus is on stories that have an impact on small businesses, entrepreneurs, and the people they employ.

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