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Discovery Week

Labor Day Weekend in Lenox

Final Summer Moments with Games, Local Flavors, & Festive Fun
Lenox, MAAug 29—Sep 1, 2025

Included with Your Stay

offers available

Labor Day Weekend in Lenox

LenoxAug 29—Sep 1, 2025

Included with Your Stay

Book your event today

two friends hiking

Labor Day Weekend in Lenox

at Lenox, MA

Stay dates:

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Guests

Program

Final Summer Moments with Games, Local Flavors, & Festive Fun

Price

Included with Your Stay

Offers availableContinue booking

Overview

Celebrate the final warm days of summer with a Labor Day Weekend in Lenox, where timeless traditions and the vibrant energy of the Berkshires come alive. This festive weekend blends outdoor adventure, local flavors, and classic games, perfect for reconnecting with friends and family. Indulge in old-fashioned ice cream at High Lawn Farm, sharpen your aim at Camp Archery, and engage in lively rounds of bocce and croquet, all paired with refreshing red and blue mocktails. Whether you seek movement, taste, exploration, or simply a moment to unwind, this weekend offers a joyful celebration for every guest.

Celebrate the final warm days of summer with a Labor Day Weekend in Lenox, where timeless traditions and the vibrant energy of the Berkshires come alive. This festive weekend blends outdoor adventure, local flavors, and classic games, perfect for reconnecting with friends and family. Indulge in old-fashioned ice cream at High Lawn Farm, sharpen your aim at Camp Archery, and engage in lively rounds of bocce and croquet, all paired with refreshing red and blue mocktails. Whether you seek movement, taste, exploration, or simply a moment to unwind, this weekend offers a joyful celebration for every guest.

The Program

An unforgettable experience designed just for you. 

Fri

Aug 29

Sat

Aug 30

Sun

Aug 31

Mon

Sep 01

7:00 AM - 9:00 AM
Kayak: Semiprivate 

Enjoy a kayak tour on one of our beautiful local lakes. Instruction included. Must be an able swimmer. Weather dependent. | Sign up: Outdoor Sports Board.

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10:00 AM - 12:00 PM
High Ropes Course 

Safely explore your limits and build self-confidence as you journey through a series of ropes, cables and wood constructs set high above the Great Lawn. Sign up: Outdoor Sports Board.

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2:00 PM - 4:00 PM
High Lawn Farm: Meet Our Calf & Ice Cream Trip 

Visit High Lawn Dairy Farm for scenic views, time with our adopted calf, and enjoy their homemade ice cream! Closed-toed shoes required. Sign up on the CR App or with a Wellness Guide at Ext. 55423.

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4:00 PM - 4:50 PM
Summer Social: Bocce, Wine & Charcuterie 

Unwind under the sun with spirited bocce matches on lush lawns, savor artisanal charcuterie boards, and sip hand-selected wines—your perfect blend of leisure and gourmet delight awaits.

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5:00 PM - 5:25 PM
Outdoor Meditation 

Learn techniques to help reduce stress, increase mindfulness, calm your mind and help your body relax. In the event of inclement weather, this class will take place in the Yoga Studio.

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7:00 AM - 9:00 AM
Stand-Up Paddleboard 

Learn the basics of stand-up paddle boarding while soaking up the unique beauty of the Berkshires. Must be an able swimmer. | Sign up: CR App or with a Wellness Guide, Ext. 55423

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8:30 AM - 8:50 AM
HIIT IT 

High intensity training with minimal breaks in between to increase cardiovascular output while using athletic and strength training exercises for an all around aerobic and anaerobic workout.

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10:00 AM - 10:45 AM
CR Strength 

Lively, pumping music will make you want to move in this total body barbell workout using light weights with high repetitions.

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12:00 PM - 12:50 PM
Lunch & Learn 

Enjoy a three-course meal and watch our demo chef prepare the entrée.

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2:00 PM - 4:00 PM
Kayak: Semiprivate 

Enjoy a kayak tour on one of our beautiful local lakes. Instruction included. Must be an able swimmer. Weather dependent. | Sign up: Outdoor Sports Board.

Learn More
5:00 PM - 5:25 PM
Outdoor Meditation 

Learn techniques to help reduce stress, increase mindfulness, calm your mind and help your body relax. In the event of inclement weather, this class will take place in the Yoga Studio.

Learn More
8:00 AM - 12:30 PM
Bike Ride: Level 2 - Harlem Valley Rail Trail 

Rail trail runs through Columbia & Dutchess counties in NY. Enjoy nature as you ride through forest and wetlands on mostly paved trail. You may shorten your final mileage. Up to 26 miles. Sign-up: CR App or with a Wellness Guide, Ext. 55423.

1:00 PM - 1:50 PM
Labor Day Croquet & Mocktails 

Join us for a festive game of Croquet -- learn the rules and origin of the game and cool off with refreshing red & blue mocktails! All levels are welcome.

3:00 PM - 3:45 PM
Aqua Strength Circuit Class 

A circuit-based class set in shallow water encouraging muscle fatigue while maintaining an aerobic level.

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5:00 PM - 5:50 PM
Labyrinth Glow: Yoga Practice & Fire Ritual 

Begin with grounding yoga, then walk the labyrinth in mindful reflection. Conclude with a fire ritual to release what no longer serves and ignite new intentions. Flow, walk, and burn away the old to welcome transformation.

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8:30 AM - 8:50 AM
Outdoor Wake-Up Warm-Up Stretch 

A 25-minute standing outdoor stretch class – a great morning starter! No shoes. In the event of inclement weather, this class will take place indoors.

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9:00 AM - 12:30 PM
Canoe/Hike Combo Level 2+ 

A perennial favorite! Our Outdoor Guides will lead you on a Level 2+ hike on the Appalachian Trail and a canoe trip on Goose Pond. Must be an able swimmer. Sign up: Outdoor Sports Board.

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11:00 AM - 11:45 AM
Outdoor Boot Camp 

Using our MoveStrong™ outdoor play area, mixed with strongman power equipment and cardio drills, test out your stamina and potential in a boot camp environment.

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1:30 PM - 3:00 PM
Camp Archery Workshop 

Improve your archery skills at this semi-private archery session. Join us at our range, use a sight to fine-tune your shot. | Sign up: CR App or with a Wellness Guide, Ext. 55423

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3:00 PM - 3:45 PM
Outdoor Suns & Moons Yoga 

Find balance between the sun and moon – a beautiful Berkshires backdrop energizes you through stimulating sun salutations followed by cooling moon salutations. Close your practice with a walking meditation across the Great Lawn to the labyrinth.

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7:00 PM - 7:50 PM
Outdoor Sound Bath* 

Unwind with a peaceful sound bath meditation using Tibetan singing bowls in our outdoor tents. Please wear loose clothing. Sign up in the App or with a Wellness Guide, Ext. 55423.

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7:00 AM - 9:00 AM
Kayak: Semiprivate 

Enjoy a kayak tour on one of our beautiful local lakes. Instruction included. Must be an able swimmer. Weather dependent. | Sign up: Outdoor Sports Board.

Learn More
10:00 AM - 12:00 PM
High Ropes Course 

Safely explore your limits and build self-confidence as you journey through a series of ropes, cables and wood constructs set high above the Great Lawn. Sign up: Outdoor Sports Board.

Learn More
2:00 PM - 4:00 PM
High Lawn Farm: Meet Our Calf & Ice Cream Trip 

Visit High Lawn Dairy Farm for scenic views, time with our adopted calf, and enjoy their homemade ice cream! Closed-toed shoes required. Sign up on the CR App or with a Wellness Guide at Ext. 55423.

Learn More
4:00 PM - 4:50 PM
Summer Social: Bocce, Wine & Charcuterie 

Unwind under the sun with spirited bocce matches on lush lawns, savor artisanal charcuterie boards, and sip hand-selected wines—your perfect blend of leisure and gourmet delight awaits.

Learn More
5:00 PM - 5:25 PM
Outdoor Meditation 

Learn techniques to help reduce stress, increase mindfulness, calm your mind and help your body relax. In the event of inclement weather, this class will take place in the Yoga Studio.

Learn More

Always Included

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

EXPLORE DINING
All-Inclusive Chef-Crafted DiningAll-Inclusive Chef-Crafted Dining

Offers

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
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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 your choice from up to 35 of our guest-favorite services daily.

Do you have early check-in or late check-out?

You may arrive at 8 am; your room may not be ready until 3 pm. Pack exercise wear in a carry-on for a quick start. Meet with a Wellness Guide. Lunch is included with early arrival. Check-out of your room is at noon, however you can stay on the property until 5pm with lunch being the last meal.

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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