Offers(866)494-9279
  • Destinations

  • Experiences

  • Offers
  • Blog

Hike The Appalachian Trail

Explore The Famed Appalachian Trail
Lenox, MAJun 2—8, 2025

Included with Your Stay

offers available

Hike The Appalachian Trail

Jun 2—8, 2025

Included with Your Stay

Book your event today

a woman hiking the  Appalachian Trail

Hike The Appalachian Trail

at Lenox, MA

Number of nights:

6 nights

Stay dates

Jun 2—8, 2025 (6 nights)

Guests

Program

Explore The Famed Appalachian Trail

Price

Included with Your Stay

Offers availableContinue booking

Overview

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 four 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.

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 four 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.

The Program

An unforgettable experience designed just for you. 

Mon

Jun 02

Tue

Jun 03

Wed

Jun 04

Thu

Jun 05

Fri

Jun 06

Hike Level 6: Connecticut Border To Guilder Pond 

Strong climbs with magnificent views and rocky downhill sections. 8.6 miles. Lunch included.

Hike Level 5: Shay’s Rebellion to Guilder Pong 

Gentle rolling terrain to start. Strenuous uphill climb rewarded by vast, impressive views. 6.5 miles. Lunch included.

Adventures Along the Appalachian Trail 

As part of our Appalachian Trail week, we are offering a lecture and Q&A for those curious to learn more about the longest hiking-only footpath in the world. Topics will include history, practical information, fun facts and anecdotal tales.

Hike Level 5: Wilcox to Fernside 

A beautiful and rocky section featuring Benedict Pond and the county’s most impressive beaver dam. Hike ends at a Shaker Village in the hamlet of Tyringham. 8.1 miles. Vertical rise 2,000ft. Sign up: CR App or with a Wellness Guide, Ext. 55423.

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. Vertical rise 600ft. Sign up: CR App or with a Wellness Guide, Ext. 55423.

Hike Level 4: 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. Vertical rise 1,300ft. Sign up: CR App or with a Wellness Guide, Ext. 55423.

Adventures Along the Appalachian Trail 

As part of our Appalachian Trail week, we are offering a lecture and Q&A for those curious to learn more about the longest hiking-only footpath in the world. Topics will include history, practical information, fun facts and anecdotal tales.

Hike Level 6: Connecticut Border To Guilder Pond 

Strong climbs with magnificent views and rocky downhill sections. 8.6 miles. Lunch included.

Always Included

Savor unlimited meals, snacks, and beverages at our on-site restaurants, each offering nourishing, seasonal dishes made with fresh ingredients.

Speakers

Offers

Other Events

Frequently Asked Questions

#wellnessmoments

BOOK YOUR STAY TODAY

Choose a Location
Choose a Package Stay
Choose Stay Dates
Guests
1
CONTINUE BOOKING Unsure where to start? Explore Our First Timers Guide or Call (844) 417-9315