Upcoming Events

Join us for an exhilarating exploration of the portion of the famed Appalachian Trail that snakes through the Berkshires. Stretching from Georgia to Maine, the trail is the longest hiking-only footpath in the world and a must-do for any outdoorsman.

Over the course of seven days, our expert guides will lead daily hikes of six to 10 miles through this renowned natural area of Massachusetts. Seasoned outdoor experts from the Canyon Ranch Lenox team will share interesting facts about the trail and local history. Don't miss this one-of-a-kind opportunity.

Your all-inclusive stay at Canyon Ranch includes all meals, a daily schedule of wellness activities, access to select luxury amenities, and no hidden fees.

Monday, Sept. 15

8 a.m. Hike: Level 5 – Appalachian Trail to Vermont & The Pine Cobble
The northernmost part of the Appalachian Trail in Massachusetts begins by crossing the Hoosac River. Then up to East Mountain and the Vermont border. Double back to Pine Cobble and descend into Williamstown. 6 miles. 1,100 ft. vertical rise. Sign up: CR App or with a Wellness Guide, Ext. 55423. 

Tuesday, Sept. 16

8 a.m. Hike: Level 5 – Reynold’s Rock over Mount Greylock
Rolling terrain up to Saddle Ball Mountain followed by steep miles up Massachusetts’ highest peak. 8 miles. Lunch included. Limited Availability.

Wednesday, Sept. 17

8 a.m. Hike: Level 5 – Shay’s Rebellion to Guilder Pond
Begin at the Shay’s Rebellion marker. Rolling terrain to a steep, rocky ascent that climbs Jug End to expansive views of the southern Berkshires. Reverse. 6.5 miles. 2,602 ft. vertical rise. Sign up: CR App or with a Wellness Guide, Ext. 55423. Limited Availability.

Thursday, Sept. 18

8 a.m. Hike: Level 5 – Wilcox to Fernside
A beautiful and rocky section featuring Benedict Pond and the county’s most impressive beaver dam. The hike ends at a Shaker Village in the hamlet of Tyringham. 8.1 miles.  2,000 ft. vertical rise. Sign up: CR App or with a Wellness Guide, Ext. 55423. 

Friday, Sept. 19

8 a.m. Hike: Level 5 – Boulders to Cheshire Cobble
Enjoy a moderate climb through hardwoods to outstanding views from the cobble. Rolling forest miles to the village and the famous Cheshire Mammoth Cheese monument! 7 miles. 1,300 ft. vertical rise. Sign up: CR App or with a Wellness Guide, Ext. 55423. 

Saturday, Sept. 20

8 a.m. Hike: Level 6 – Connecticut Border to Guilder Pond
Strong climbs with magnificent views and rocky downhill sections. 8.6 miles. Lunch included. 

Sunday, Sept. 21

8 a.m. Hike: Level 4 – Washington to Grange Hall
Rolling, gradual ups and downs through Hemlock and Red Pine groves. From the top of Warner Hill, enjoy a wide, unique view looking northeast to Mount Greylock. 7 miles. 600 ft. vertical rise. Sign up: CR App or with a Wellness Guide, Ext. 55423.