There are so many fun things to do in the Berkshires: Take a hike to see breathtaking waterfalls, explore the region's historic sites, have a picnic lunch in one of Massachusetts' state parks or hit the slopes for a day of skiing. No matter the season, the Berkshires offer plenty of opportunities for outdoor adventures.
Berkshires Hiking & Biking
Ask us for directions to Tyringham Cobble, which crosses over the Appalachian Trail. A challenging two-mile hike to the top with picnic areas along the trail.
Ashuwillticook Rail Trail
This 11-mile rail-trail offers the opportunity for walking, biking, skating, and cross-country skiing. The trail passes through the Hoosic River Valley.
Pleasant Valley Wildlife Sanctuary
Located in nearby Lenox, MA, this wildlife sanctuary is an easy, family-friendly hike. Explore more than seven miles of forests, meadows, and wetlands. Visitors can also take advantage of guided tours, bird walks, and canoe trips. Admission is $5 for adults and $3 for children and seniors.
Bash Bish Falls State Park
Next to the Mount Washington State Forest, Bash Bish Falls is about 60 feet and is one of Massachusetts' highest single-drop waterfalls. An easy hike with incredible views.
Located in Great Barrington, Monument Mountain, a 2.8-mile hike, is incredibly popular among Berkshire adventurers. Get rewarded with views of Beartown State Forest and Taconic Range once you reach the top.
The beauty of this mountain can be taken in while hiking or from the comfort of your vehicle. Hike or drive to the top for amazing views of the region.
Golfing in the Berkshires
Stockbridge Golf Club
Ask us to make you a reservation at the beautiful Stockbridge Golf Club and save!
Rates: Monday through Thursday - $90.00 with our referral (cart not included); Friday through Sunday and Holidays - $120.00 with our referral (cart not included)
Cranwell is an 18-hole historic par 69 course, 10-acre driving range, with scenic views of the Berkshires. One-on-one golf instruction is also available for beginners. Call (413) 637-2563 for more information.
Greenock Country Club
This scenic 9-hole golf course in Lee, Massachusetts is open to the public seven days a week. Call (413) 243-3323 for more information.
Berkshires Skiing, Snowboarding, & Tubing
About 15 minutes from the Inn at Stockbridge, Ski Butternut offers snow tubing, downhill skiing, and lessons for all ability levels.
Enjoy downhill skiing, snowboarding, and snow tubing at Bousquet in Pittsfield, MA.
Hot Air Ballooning in Massachusetts
Based out of Canaan, CT, Spirit Ballooning launches their hot air balloons from various locations in the Berkshires. Take off any time of the year for unparalleled views of the Berkshire Mountains region.
Misty River Ballooning
Take an unforgettable ride of your life and float high above the Pioneer Valley of Massachusetts with Misty River Ballooning and see far and wide the beauty of New England.
Berkshire Ziplining and Adventure Parks
Bousquet is a great place for skiing in the winter, but it turns into an awesome place for adventure when summer comes around. Between the adventure park, ropes courses, zip lines, waterslides, and much more, you'll be sure to find something to do here.
Just over an hour from our bed & breakfast, Zoar Outdoor is the ultimate outdoor recreation facility. Go whitewater rafting, zipping through the trees all day long, or enjoy the water on a stand-up paddleboard or kayak.