Outdoor Activities in the Berkshires

Explore the Beauty of the Berkshires

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.


Stockbridge Golf Club (pictured above)

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)


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. Golf Digest's "Best Places to Play." 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.

Hiking and Biking

Appalachian Trail
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.


Ski Butternut
About 15 minutes from the Inn at Stockbridge, Ski Butternut offers snow tubing, downhill skiing and lessons for all ability levels.