Offers(866)494-9279
  • Destinations

  • Experiences

  • Offers
  • Blog

Signature Event

Appalachian Trail Hiking Discovery Week

Adventure outdoors in the Berkshires
Lenox, MAJun 2—8, 2025

Included with Your Stay

offers available

Appalachian Trail Hiking Discovery Week

Jun 2—8, 2025

Included with Your Stay

Book your event today

a woman hiking the  Appalachian Trail

Appalachian Trail Hiking Discovery Week

at Lenox, MA

Number of nights:

6 nights

Stay dates

Jun 2—8, 2025 (6 nights)

Guests

Program

Adventure outdoors in the Berkshires

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

When you want it all taken care of, it matters where you stay.

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

Always Included Meals LenoxAlways Included Meals Lenox

Speakers

Special Offers

Book with a limited-time offer to make your stay even more rewarding.

A woman doing paddleboard yogaA woman doing paddleboard yoga

The Ultimate Michelin Stay Experience in Lenox

From $1,400 per guest/night*

A woman doing paddleboard yogaA woman doing paddleboard yoga

The Ultimate Michelin Stay Experience in Lenox

From $1,400 per guest/night*

Learn more
Book your stay

+ Apply this offer

couple wearing robes and relaxing in spacouple wearing robes and relaxing in spa

Book 4 Nights, Stay a 5th on Us

From $1,000 per guest/night*

couple wearing robes and relaxing in spacouple wearing robes and relaxing in spa

Book 4 Nights, Stay a 5th on Us

From $1,000 per guest/night*

Learn more
Book your stay

+ Apply this offer

A woman getting a reiki healingA woman getting a reiki healing

All You Can Spa | Summer Edition

From $1,500 per guest/night*

A woman getting a reiki healingA woman getting a reiki healing

All You Can Spa | Summer Edition

From $1,500 per guest/night*

Learn more
Book your stay

+ Apply this offer

Frequently Asked Questions

How do I attend this event?

This special event is open to all resort guests. You can come for two days, or stay all week and enjoy the programming featured in this event as part of your all-inclusive stay.

To get the most enjoyment from this event, we recommend you come on our Personal Discovery Designed Experience, which includes daily credits for you to enjoy our award-winning services.

Can you create special diets or fitness programs for individual guests?

Yes, a Wellness Guide can connect you with experts to personalize a diet or customize a fitness program.

What is your cancellation policy?

Our standard policy requires a two-night deposit at the time of booking, fully refundable up to 21 days before arrival; deposit is forfeited with less than 21 days’ notice.

#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