Greylock Cabin

Summer Outdoor Adventures

☀️ Summer Outdoor Adventures in the Berkshires

Title: Summer Adventure Guide: From Wigwam Views to River Rapids

There’s no better way to experience summer in the Berkshires than by blending mountain views, forest hikes, and river thrills. Around our cabins, every road leads to a new adventure — from peaceful summits to adrenaline-filled afternoons.

🌄 Day One: Wigwam Western Summit & the Spruce Hill Trail

Begin your Berkshire adventure with a stop at the historic Wigwam Western Summit on the Mohawk Trail — a cherished landmark known for its breathtaking view of three mountain ranges: the Green Mountains of Vermont, the Taconic Range of New York, and Mount Greylock, the highest peak in Massachusetts.

Grab a coffee, step out onto the overlook, and take in the fresh mountain air. Then, head across the road to the Spruce Hill Trailhead, where a peaceful 5-mile hike leads through tall pines, open ridges, and wildflowers. The reward: sweeping views and a true sense of mountain calm.

After your hike, enjoy a hearty sandwich or local snack at Avery’s General Store in Charlemont before returning to your cabin to relax under the string lights or watch the sunset from your Adirondack chair.

🏔️ Day Two: Hike to the Summit of Mount Greylock

No summer in the Berkshires is complete without standing atop Mount Greylock, the state’s highest peak and one of the most iconic views in all of New England.

Start your morning at the Greylock Glen trailhead in Adams and follow the Bellows Pipe Trail up to the summit — about a 6-mile round-trip hike through lush forest and alpine air. Along the way, you’ll pass bubbling streams, shady birch stands, and occasional lookouts that tease the views to come.

At the summit, the War Memorial Tower stands tall, offering panoramic views that stretch into five states. On a clear day, you can see the Green Mountains of Vermont, the Adirondacks of New York, and even the distant hills of Connecticut.

Enjoy a picnic lunch at the top, breathe in the mountain breeze, and remember — this is the same mountain that inspired writers like Thoreau and Melville.

🌊 Day Three: Zip, Paddle & Play

After your summit day, trade hiking boots for adventure gear at Zoar Outdoor, where you can zipline through the forest canopy with mountain views in every direction.

Then cool off on a whitewater rafting trip with Crab Apple Whitewater — a splashy, laughter-filled ride down the Deerfield River that’s perfect for families and groups.

Before heading back, stop by Avery’s General Store for ice cream or a cold drink. It’s a local hub where hikers, rafters, and travelers cross paths with friendly smiles and stories.

If you still have energy to spare, cap your adventure with a thrilling ride on the Mountain Coaster at Berkshire East — a scenic, gravity-driven coaster through the forest that’s as exhilarating as it is unique.

🌅 End Your Day the Mountain Way

Back at your cabin, grill dinner on the deck, light a fire in the pit, and watch the stars emerge over the ridge. The best adventures end this way — tired, happy, and full of mountain peace.

Follow our adventures and daily mountain moments:
📸 Instagram | 📘 Facebook | 🎥 YouTube

Because when the mountain calls — your cabin is waiting. 🌞

Winter Outdoor Adventure

Skiing & Snowboarding at Berkshire East

Located just 25 minutes away in Charlemont, Berkshire East Mountain Resort is a beloved local destination for downhill skiing and snowboarding. With 45 trails ranging from beginner to expert, a professional ski school, and a welcoming lodge, it’s the perfect winter day trip from your cabin.

Whether you’re carving your first turns or chasing black-diamond thrills, you’ll find beautifully maintained slopes, great snowmaking, and stunning views of the Deerfield River Valley.

❄️ The Greylock Snowshoe Experience

A Private Guided Mountain Adventure — Exclusive to Greylock Cabin Guests

Step outside your cabin and straight into a private winter adventure on Florida Mountain.

Your two-hour guided snowshoe experience begins and ends at Greylock Cabin. Wayne, our mountain guide, leads the way, while Lea follows as your personal adventure photographer, capturing the scenery, the snow and all the fun along the way.

No equipment? No problem. Snowshoes and poles are provided.

And when you return to the cabin, your adventure isn’t quite over. We’ll have a bonfire waiting, where you can warm up with hot chocolate or freshly brewed pour-over coffee and enjoy the mountain winter around the fire.

Your Experience Includes

  • Approximately 2 hours of private guided snowshoeing
  • Snowshoes and poles
  • Two guides — Wayne, your mountain guide, and Lea, your photographer
  • At least 100 digital photos from your adventure
  • Post-adventure bonfire
  • Hot chocolate or pour-over coffee

$150 per person
2-person minimum

Advance reservation and payment are required.

To reserve: Email [email protected]

You don’t have to drive anywhere. Your winter adventure starts right outside your door.