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Things to Do On & Around the Mountain

Experience the best of the mountains from right outside your cabin door. Whether you’re here for adventure, art, or a little peace and quiet, there’s no shortage of things to see, taste, and explore. Here are some of our favorite ways to enjoy life on and around the mountain.

πŸŒ… Right from Your Cabin

β€’ Catch the Sunset – Every evening is a new painting β€” bring your coffee, cocoa, a glass of wine or camera.
β€’ Guided Snowshoe Adventures (Winter, weather permitting) – Led by Wayne and joined by Ralph the Mountain Dog β€” a 3-hour journey ending at a private firepit with homemade pastries and pour-over coffee.
β€’ Private Firepit Evenings – Enjoy quiet mountain nights making s'mores or grill steaks under a blanket of stars.
β€’ Hike to Spruce Hill (5 mi roundtrip) β€“ A local favorite and one of the most peaceful spots on the mountain. Trail head @ Hoosac Range just a mile away next to the Wigwam.

πŸšΆβ€β™€οΈ Outdoor Adventures Nearby

β€’ Hiking:
– Mount Greylock – The highest peak in Massachusetts.
– Greylock Glen (1.7mi Loop) – Scenic walking trails and mountain views.
– Hoosac Range Trail – (1.5 mi Loop to Sunset Rock, 5 mi RT to Spruce Hill). Dramatic ridgeline, rock ledge with stunning overlooks.
β€’ Savoy Mountain State Forest – Lakes, picnic spots, and miles of wooded trails β€” perfect in every season.
β€’ Natural Bridge State Park (North Adams) – The only natural white marble arch in North America.
β€’ Tannery Falls (Savoy) – A hidden waterfall worth the hike.
β€’ Ashuwillticook Rail Trail (Adams) – 12 miles of paved trail (to Pittsfield) for biking, running, or a peaceful stroll.
β€’ Adventure Capital of Charlemont – Just 15 minutes away, Charlemont offers endless adventure for every season:
 – Berkshire East Mountain Resort – Year-round fun with ziplining, skiing, tubing, and mountain adventure trails.
 – Thunderbolt Mountain Coaster – The ultimate summer thrill! This alpine-style coaster sends you twisting through the treetops, with a personal brake system that lets you control your own speed.
 – Thunder Mountain Bike Park – One of New England’s top-rated downhill mountain biking destinations.
 – Zoar Outdoor Adventure Resort – Whitewater rafting, kayaking, ziplining, and guided outdoor experiences for all skill levels.
 – Crabapple Whitewater Rafting – Family-friendly rafting trips on the Deerfield River, combining mountain scenery and fun for all ages.
β€’ Stump Sprout Cross Country Ski Center (Hawley) – A hidden gem with beautifully groomed trails, peaceful woods, and sweeping mountain views β€” perfect for cross-country skiing or snowshoeing.

🏑 Explore Local Towns

β€’ North Adams – An artsy, vibrant town β€” home of MASS MoCA, the Fall Foliage Parade, and winter celebrations like WinterFest, RambleFest, and ThunderFest. Must check out the Berkshire Emporium, Grazies, the Golden Bamboo and the Public Eatery
β€’ Adams – Small-town charm and history β€” home to the Berkshire Scenic Railway, Susan B. Anthony Birthplace Museum, the Ashuwillticook Trail Trail, the Greylock Glen Outdoor Center and 57 Park Street Boba & Souvenir Shop
β€’ Shelburne Falls – Visit the Bridge of Flowers, explore the famous Glacial Potholes, and stroll the quaint main street Must stop by Mo's Fudge Factory and Buckland Pizza (our favorite pizza house)
β€’ Williamstown – Home to Williams College,  art museums, boutique shopping, recycled bookstore and dining surrounded by mountain views.  Best Indian (Spice Root), Thai cuisine (Blue Mango) and Mexican (Coyote Flaco)

β˜•οΈ Coffee, Eats & Local Favorites

β€’ Wigwam Western Summit CafΓ© (North Adams) – Famous Pourover Coffee with one of the best views in New England
β€’ Steeple City Coffeehouse (North Adams) – Great coffee and pastries with a community feel
β€’ Renee's Diner (North Adams) β€“ Great pancakes and omelettes 

β€’ Freight Yard Pub (North Adams) – Cozy pub fare near MASS MoCA
β€’ Bright Ideas Brewing (North Adams) – Local craft beer inside MASS MoCA Square
β€’ Bigg Daddy's β€“ (North Adams)  β€“  Local BBQ ribs, beef brisket sandwich and the best Philly Steak subs - Inside Mass Moca Square

πŸš‚ For Train & History Lovers

β€’ Berkshire Scenic Railway Museum (Adams) – Step back in time and enjoy scenic rides through the Hoosac Valley.

🐾 Ralph’s Recommendations

β€œMy favorite things? Trails, snow, and meeting new friends on the mountain. πŸΎβ€

The Greylock Cabin

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