Rooted in the Berkshires
A thoughtfully inclusive women’s weekend of flowers, wellness, local experiences & slow travel.
June 25-27, 2027 | 3 days, 2 nights | Limited to 16 Guests
Flexible Stay $1,395 • Standard Stay $1,795 • Reserve with a $300 deposit • Payment schedule available • See Stays & Reserve
A Weekend to Feel Rooted
Rooted in the Berkshires is a small-group botanical wellness escape shaped by the region itself—flowers, creative local experiences, seasonal food, restorative moments, and unhurried time in one of New England’s most beautiful corners. Your stay, welcome reception, shared meals, and signature experiences are included, with room to make the weekend your own.
Designed for early summer, Rooted balances thoughtfully planned experiences with room to wander, discover, and slow down. From wellness and local makers to charming towns, a working flower farm, and meaningful hands-on experiences, it’s a weekend that feels grounded, beautiful, and distinctly Berkshires.
Flowers · Wellness · Local Experiences · Slow Travel
The Escape at a Glance
3 Days + 2 Nights
A long summer weekend in the Berkshires.
Private Inn
Buyout
Rooted Experiences
A hidden-gem home base reserved entirely for our group.
Flowers, gentle movement, local makers, and hands-on creativity.
The Berkshires, Your Way
Shared moments, local discoveries, and space to wander.
Friday
Arrive + Root In
Arrive from 4 PM, settle into your room, and ease into the weekend at our private inn. We’ll welcome you with a generous spread of appetizers and refreshing mocktails—an informal evening of grazing, gathering, and getting to know the women sharing your escape, rather than a seated dinner.
Then make the evening your own. Stay at the inn, enjoy its quiet corners, and join Sharon Bridson for optional Yoga Nidra—a gentle invitation to unwind and rest deeply.
If you feel like heading out, we’ll share our favorite dinner spots and local entertainment options. Depending on the 2027 schedules, your evening might include a performance at Jacob’s Pillow, the Mahaiwe, or Tanglewood. Recommendations will be shared as schedules become available, so you can choose what speaks to you.
Additional dining, entertainment tickets, and transportation for independent outings are at your own expense.
Day Highlights:
Welcome reception • Generous appetizers & mocktails • Time to settle in • Optional Yoga Nidra • Your choice of a quiet evening or local discoveries
Saturday
Branch Out + Rest Deeply
Saturday begins with space to branch out—and an invitation to rest without guilt. Because rest isn’t separate from growth; it’s part of the process.
After breakfast, experience the Berkshires your way. Shop, walk, hike, visit a local farm, or simply enjoy a slow morning at the inn.
We’ll come together again for a fairy-tale-inspired seasonal lunch, followed by an afternoon designed around restoration, creativity, and choice. Join us for restorative yoga with the lovely Sharon Bridson, blend your own tea, and explore botanical watercolor—or simply read, journal, nap, and give yourself permission to rest.
That evening, we’ll walk into Great Barrington for our Hidden Gem Dinner, with time afterward to explore, sip and shop, or relax around the fire.
Day Highlights:
Slow morning • Choose-your-own Berkshires exploring • Seasonal lunch • Tea blending • Botanical watercolor • Restorative yoga • Hidden Gem dinner
Sunday
Bloom
After breakfast and one last unhurried morning in Great Barrington, our final day brings us into the heart of the Berkshires’ growing season with a visit to Pryjma Petals, a local flower farm.
We’ll slow down over a picnic lunch at the farm before getting a behind-the-scenes look at what it takes to grow beautiful flowers in New England. We’ll learn about seasonal growing practices, flower care, dahlia tubers, and some of the techniques used to help flowers thrive.
Then it’s time to get our hands in the soil with a summer container planting workshop, creating something beautiful to bring home with you.
It’s a fitting final chapter for Rooted — part farm visit, part learning experience, part creativity, and plenty of time among the flowers.
Day Highlights:
Breakfast at the inn • A slow morning in Great Barrington • Flower farm experience • Picnic lunch • Farm tour • Seasonal growing tips • Dahlia talk • Summer container planting workshop • Take-home creation
This is a preview of the Rooted weekend. Specific activities, timing, and order may shift as we finalize the experience—but the overall spirit and included highlights will remain.
Room to Wander
Not every memorable moment needs to be scheduled.
We’re intentionally leaving space in the weekend for you to follow what catches your attention — whether that means browsing local shops and galleries, finding a beautiful café, heading outdoors, booking a little extra wellness, or simply enjoying some quiet time.
You’ll have our personally curated Berkshires recommendations at your fingertips, so you can explore confidently while still making the experience completely your own.
Shop • Stroll • Explore • Wander
Your Hidden-Gem Home
For the weekend, The Berkshire Mountain Inn is entirely ours.
This intimate, historic Great Barrington inn gives Rooted a private home base—with character-filled rooms, inviting gathering spaces, a garden lawn, and plenty of quiet corners to settle in.
We’ll gather here for slow breakfasts, our fairy-tale garden lunch, creative experiences, restorative moments, and relaxed evenings by the fire.
Close to downtown Great Barrington but tucked away from the bustle, it offers the freedom to experience the Berkshires while still feeling at home.
What’s Included
Settle into a private inn, gather over beautiful meals, and enjoy botanical experiences created with the women who call the Berkshires home. Your stay, welcome reception, listed meals, and scheduled experiences are included—along with personal hosting and the thoughtful details that make the weekend feel effortless.
Your Escape Will Include:
Two nights at our privately reserved Berkshires inn
Breakfast each morning
Friday welcome reception with appetizers and mocktails.
A fairy-tale seasonal lunch and locally inspired garden picnic
A private, guided flower farm experience at Pryjma Petals
Summer container planting workshop and take-home creation
Tea blending with a take-home custom blend
Guided botanical watercolor painting experience
Guided Yoga Nidra for deep relaxation
Restorative yoga to unwind and reconnect
Hidden Gem group dinner
Curated recommendations and special local perks
Plus personal hosting, thoughtful details, and a few Hidden Gem surprises along the way.
Optional dining, entertainment tickets, personal purchases, and transportation are not included. Guests arrange their own travel to the inn and transportation for independent exploring and Sunday’s flower farm experience.
Meet Your Hosts
Katie Andrews
Co-Founder, Travel Designer & Experience Curator
Katie is the Co-Founder and Travel Designer behind Katie Andrews Travel. She created Rooted in the Berkshires to bring together the things she loves most about travel: beautiful places, meaningful local experiences, thoughtful details, and enough breathing room to truly enjoy them. Katie will lead the weekend and make sure every guest feels welcomed, cared for, and free to experience the Berkshires at their own pace.
Jenn Andrews
Rooted Co-host
Jenn brings an easy warmth, genuine enthusiasm, and a natural ability to make people feel comfortable and included. She’ll be alongside Katie throughout Rooted, welcoming guests, supporting the weekend’s experiences, and helping all the thoughtful details flow seamlessly behind the scenes. Together, Katie and Jenn create the kind of relaxed, personal atmosphere that makes a small-group escape feel special.
You’ll Love Rooted If…
You’re drawn to travel that feels thoughtful, beautiful, and unhurried—with meaningful experiences planned and enough freedom to make the weekend your own.
You love flowers, nature, and beautiful surroundings.
You enjoy wellness without wanting a traditional retreat.
You value local food, independent businesses, and meaningful experiences.
You want thoughtful plans with room to explore.
You prefer intimate group travel over large tours.
If that sounds like your kind of weekend, Rooted was created with you in mind.
The Details
An intimate botanical escape, thoughtfully designed with room to make it your own.
DATES
June 25–27, 2027
3 days · 2 nights
LOCATION
Great Barrington
The Berkshires, Massachusetts
GROUP SIZE
Women 18+
Limited to 16 guests
INVESTMENT
Starting at $1,395 per person
$300 deposit to reserve
"I loved the blend of history, relaxation, and detail. Katie, your attention to every detail was exceptional and above & beyond!"
Amy L. · New Hampshire
Newport Hidden Gem Escape
FROM A PAST HIDDEN GEM ESCAPE
One Escape. Two Ways to Stay.
Flexible Stay spaces are limited. Reserve either stay with a $300 deposit. Past KAT travelers receive a $100 loyalty credit.
The only difference is the sleeping arrangement.
What Happens After You Reserve Your Spot?
Your $300 deposit secures your place and is applied toward your total escape price. Your remaining balance is split into two scheduled payments.
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Need a different payment schedule? Reach out to us before reserving. We’re happy to discuss an alternate arrangement on a case-by-case basis, with the full balance due by the final payment deadline.
Once you reserve, we will send your booking confirmation, payment receipt, and a short guest form covering rooming preferences, dietary needs, and anything you’d like us to know.
As the weekend approaches, you’ll receive arrival details, what to bring, and our curated Berkshires recommendations—so you can arrive feeling prepared and ready to settle in.
Travel FAQs
Ready to Get Rooted?
Choose the stay that works best for you and reserve your spot with a $300 payment. Look forward to a thoughtfully planned weekend.
Rooted is open to women ages 18 and older.
Shared accommodations apply.
After booking, you’ll receive the traveler information form needed to complete your reservation. Flexible Stay spaces are limited.