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Signature Event

Appalachian Trail Hiking

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

Free

offers available

Appalachian Trail Hiking

Jun 2—8, 2025

Free

Book your event today

a woman hiking the  Appalachian Trail

Appalachian Trail Hiking

at Lenox, MA

Number of nights:

6 nights

Stay dates

Jun 2—8, 2025 (6 nights)

Guests

Program

Adventure outdoors in the Berkshires

Price

Free

Offers availableContinue booking
a woman hiking the  Appalachian Traila woman hiking the  Appalachian Trail
Overview
The Program
Always Included
Speakers
Offers
More to Explore
FAQs

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.

Always Included Meals LenoxAlways Included Meals Lenox

Chef-Crafted Dining

Lenox Spa InclusionsLenox Spa Inclusions

World-Class Spa Amenities

Lenox Activities InclusionsLenox Activities Inclusions

35+ Daily Optional Activities

Lenox Pool InclusionsLenox Pool Inclusions

Swimming Pools & Aquatic Activities

Lenox activities inclusionsLenox activities inclusions

A Tranquil Berkshires Setting

Lenox Accommodations InclusionsLenox Accommodations Inclusions

Well-Appointed Accommodations

Lenox Transportation InclusionLenox Transportation Inclusion

Round-Trip Transportation

Service IconChef-Crafted Dining

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

EXPLORE DINING
Service IconWorld-Class Spa Amenities
Service Icon35+ Daily Optional Activities
Service IconSwimming Pools & Aquatic Activities
Service IconA Tranquil Berkshires Setting
Service IconWell-Appointed Accommodations
Service IconRound-Trip Transportation
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*

+ Apply this offer

Book your stay
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*

+ Apply this offer

Book your stay
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*

+ Apply this offer

Book your stay
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

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An Outdoor Retreat in the Berkshires

May 5—11, 2025
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Lenox, MA

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Move Easier with Jill Miller

Jun 9—15, 2025

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.

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