wildwater racing in charlemont ma

Welcome to the Berkshire Highlands!. From skiing to rafting, zip lines to bike trails, the Berkshire Highlands is the adventure capital of New England. This website is our way of getting the word out about the great events we host here in the Highlands. You'll find races, music, food and other great outdoor happenings that capture the essence of this unique area. 

wildwater racing in charlemont ma

Check back in periodically to see what new events are happening around the Berkshire Highlands and thanks for being an active part of the Berkshire Highlands community!

Become a Sponsor like Steve!

Get attention to your company and help out the community.

find out more by clicking here >>

Check out the Berkshire Highlands Pentathlon

The Bone Frog Challenge

May 17, 2014

The second annual Bone Frog Challenge: 9+ Miles. 36 Obstacles. Hills. Mud. Harder than Hell. Join US Navy SEALs for an event you will never forget. Based at Berkshire East Ski Resort in the town of Charlemont, this event promises to be tons of fun and super challenging to boot!

Learn more

The Whole Enchilada

September 20, 2014

Bring your bike for the fourth annual Charlemont Trail System (CTS) Whole Enchilada bike ride on September 20th! When the Whole Enchilada started the first year the CTS was made, the idea was to bike all the trails - then only 15 miles. Now the CTS has closer to 45 miles of trails, but the goal is still to ride them all in one day! Don't worry though - there's shorter rides if you don't want to do all of the trails. Click here for more information.

Learn more

Berkshire Highlands Pentathlon

March 28, 2015

The annual Berkshire Highlands Pentathlon features many of the best outdoor adventures in our area.  The five events - a 10k trail run, 18 miles of road biking, 5 miles of kayaking, a mile to the top of the mountain and a downhill ski to the finish - can only happen on the same day at the turn of the seasons.  It may be a bit cold for road biking and kayaking and a bit warm for skiing, but where else can you do it all on the same day?

Learn more