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.
• Catch the Sunset – Every evening is a new painting — bring your coffee, cocoa, a glass of wine or camera.
• Guided Snowshoe Adventures (Winter, weather permitting) – Led by Wayne and joined by Ralph the Mountain Dog — a 3-hour journey ending at a private firepit with homemade pastries and pour-over coffee.
• Private Firepit Evenings – Enjoy quiet mountain nights making s'mores or grill steaks under a blanket of stars.
• Hike to Spruce Hill (5 mi roundtrip) – 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.
• 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.
• Savoy Mountain State Forest – Lakes, picnic spots, and miles of wooded trails — perfect in every season.
• Natural Bridge State Park (North Adams) – The only natural white marble arch in North America.
• Tannery Falls (Savoy) – A hidden waterfall worth the hike.
• Ashuwillticook Rail Trail (Adams) – 12 miles of paved trail (to Pittsfield) for biking, running, or a peaceful stroll.
• 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.
• Stump Sprout Cross Country Ski Center (Hawley) – A hidden gem with beautifully groomed trails, peaceful woods, and sweeping mountain views — perfect for cross-country skiing or snowshoeing.
• North Adams – An artsy, vibrant town — 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
• Adams – Small-town charm and history — 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
• 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)
• 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)
• Wigwam Western Summit Café (North Adams) – Famous Pourover Coffee with one of the best views in New England
• Steeple City Coffeehouse (North Adams) – Great coffee and pastries with a community feel
• Renee's Diner (North Adams) – Great pancakes and omelettes
• Freight Yard Pub (North Adams) – Cozy pub fare near MASS MoCA
• Bright Ideas Brewing (North Adams) – Local craft beer inside MASS MoCA Square
• Bigg Daddy's – (North Adams) – Local BBQ ribs, beef brisket sandwich and the best Philly Steak subs - Inside Mass Moca Square
• Berkshire Scenic Railway Museum (Adams) – Step back in time and enjoy scenic rides through the Hoosac Valley.
“My favorite things? Trails, snow, and meeting new friends on the mountain. 🐾”