Pilates Retreat in the Cotswolds
A women-only weekend at Anthology Farm, near Cheltenham
5-8 February 2027 · 15-22 November 2027
A long weekend to move, nourish and rest.
A small-group retreat for women. Come on your own or with a friend. All levels welcome.
Pilates, yoga, countryside walks and long, nourishing meals in a private farmhouse near Cheltenham, with a heated indoor pool and studio views across the valley.
A private Cotswold farmhouse, just for our group. Anthology Farm has calm Scandi-style bedrooms with deep baths and views across the valley.
A flexible itinerary of Pilates, Yoga, Meditation and Nutrition talks, along with countryside walks, the heated indoor pool and you time. You choose how much or how little you do.
Fully catered, with fresh, nourishing meals around one big table, made with locally sourced ingredients.
Choose your retreat
Two dates to choose from. Message Jessica to pick your room.
2 ROOMS LEFT
5-8 February 2027
Fri to Mon · Rooms 1 & 7
NOW BOOKING
November 2027
15-18 & 19-22 · 3 nights
Life on retreat
Daily Pilates, slow mornings, good food and proper rest. Here’s what our guests say.
★★★★★
“Pilates, yoga, stretching, breathwork, countryside hikes, amazing food… deeply restorative.”
Tess, Cotswolds retreat
★★★★★
“Such a great opportunity to take time for yourself, to restore and relax.”
Holly, Cotswolds retreat
★★★★★
“The yoga, Pilates and the countryside walks, all made us feel so revitalized.”
Tonya, Cotswolds retreat
★★★★★
“An absolutely magical experience. Everything was so thoughtfully planned.”
Shay Ann, Google review
Your Sanctuary
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![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM ONE
Bedroom one in the main house is on the first floor and has a super king- size zip-and-link bed, en suite shower room and lovely views across the valley.
5-8 Feb 2027: Single £2000 / Double £1200pp
15-18 Nov 2027 (Midweek): Single £1795 / Double £1075pp
19-22 Nov 2027 (Weekend): Single £2100 / Double £1250pp -
![Lounge at a Jessica May Pilates retreat]()
BEDROOM TWO
The second bedroom in the main house is on the first floor and has a king-size bed and en suite bathroom with twin shower.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1950 / Double £1150pp
19-22 Nov 2027 (Weekend): Single £2300 / Double £1350pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM THREE*
Bedroom three in the main house, on the second floor, is tucked away with its own staircase and gallery and has access to a bathroom on the first floor.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1625 / Double £975pp
19-22 Nov 2027 (Weekend): Single £1900 / Double £1150pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM FOUR
Bedroom four in the main house is on the second floor, with a king-size bed, a bath in the bedroom and an en suite WC, plus exposed beams and stone walls.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1625 / Double £975pp
19-22 Nov 2027 (Weekend): Single £1900 / Double £1150pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM FIVE
Bedroom five in the main house, also on the second floor, has a king-size bed, a bath in the bedroom and an en suite WC, plus exposed beams and stone walls.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1795 / Double £1075pp
19-22 Nov 2027 (Weekend): Single £2100 / Double £1250pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM SIX*
Bedroom six on the ground floor in the smaller barn, down its own corridor with a king-size bed and a shared bathroom with bedroom seven.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1275 / Double £800pp
19-22 Nov 2027 (Weekend): Single £1500 / Double £950pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM SEVEN*
Bedroom seven in the smaller barn is on the ground floor and down its own corridor, with room Six who it shares a bathroom with.
5-8 Feb 2027: Single £1400 / Double £900pp
15-18 Nov 2027 (Midweek): Single £1275 / Double £800pp
19-22 Nov 2027 (Weekend): Single £1500 / Double £950pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM EIGHT
Bedroom eight, on the second floor of the smaller barn, has a king-size bed and an en suite bath and shower.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1950 / Double £1150pp
19-22 Nov 2027 (Weekend): Single £2300 / Double £1350pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM NINE**
Bedroom nine, also on the second floor of the smaller barn, has a king-size bed and two single beds tucked into the eaves, with an en-suite bath and shower.
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1950 / Double £1150pp / Triple £800pp / Quadruple £725pp
19-22 Nov 2027 (Weekend): Single £2300 / Double £1350pp / Triple £950pp / Quadruple £850pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM TEN
In The Calf Shed, with an en suite and a zip-and-link bed (super king or twin).
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1625 / Double £975pp
19-22 Nov 2027 (Weekend): Single £1900 / Double £1150pp -
![Guest bedroom at a Jessica May women's Pilates retreat]()
BEDROOM ELEVEN
In The Calf Shed, with an en suite and a zip-and-link bed (super king or twin).
5-8 Feb 2027: Sold out
15-18 Nov 2027 (Midweek): Single £1625 / Double £975pp
19-22 Nov 2027 (Weekend): Single £1900 / Double £1150pp
Your weekend at Anthology Farm
A private Cotswold farmhouse, just for our group. Here’s what you get.
Eat well. Fresh, nourishing meals around one big table, all cooked for you.
Rest. Calm, Scandi-style rooms with deep baths and nowhere you need to be.
Unwind. A heated indoor pool, countryside walks and a studio with views across the valley.
Nourish your Body
Fresh, balanced food, all cooked for you. No restriction, just lots of plants and locally sourced meat, fish and eggs. Every dietary need is catered for, just let us know when you book.
What’s Included
3 nights at Anthology Farm
Breakfast, light lunch, dinner & snacks
Daily Pilates with Jessica
Yoga and Meditation with Zara
Nutrition workshop
Welcome goody bag
What’s Not Included
Travel to and from the retreat
Insurance
Additional treatments such as massages and facials
Travel insurance
Sample Retreat
Schedule
Please note this is a sample schedule, your confirmed schedule will be sent to you 2 weeks before arrival. All activities are of course entirely optional for you to do as much or as little as you wish
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Arrive 5pm onwards
Welcome & show to your room Pre-dinner Power Pilates
Welcome talk
Dinner
Restorative Yoga
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Smoothie/juice & Breakfast Bar
Dynamic Pilates Flow Brunch
Nutrition Workshop
Morning Hike Swim/relax/unwind
Yoga Flow
Dinner
Meditation
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Smoothie/juice & Breakfast Bar
Yoga Flow
Country Walk Brunch
Power Pilates Swim/relax/unwind
Breath work
Dinner
Meditation
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Dynamic Pilates and Yoga Flow
Morning Hike
Farewell brunch
Your Hosts
Jessica
Founder of Jessica May Retreats. A STOTT Pilates and Xtend Barre instructor and Registered Nutritional Therapist, Jessica has taught in leading studios in London, Hong Kong and Dubai.
Zara
Zara is a Yoga Teacher (RYT) and Nutritionist (ANutr). She leads the daily yoga, breathwork and meditation, helping you slow down and reconnect.
Getting there
Anthology Farm sits in the Cotswold hills, a short drive from Cheltenham.
ARRIVE
Friday from 5pm
LEAVE
Monday after brunch
BY CAR
1 hr 45 from London
BY TRAIN
Cheltenham Spa station
Cotswolds Retreat FAQs
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No, all Pilates sessions are suitable for beginners and experienced movers alike. We start the retreat with the fundamentals of pilates and level up or down depending on your body.
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Each retreat includes daily Pilates sessions, access to our reformer pilates machine, yoga classes, evening meditation, hikes, sea swims (in France), 3 nourishing meals a day, nutrition & wellness guidance (through workshops) and plenty of time to rest and reset.
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Jessica May Retreats are thoughtfully curated, small-group experiences that combine reformer Pilates, guided yoga and meditation to support both physical strength and nervous system reset. Each retreat is led by an experienced Pilates instructor and registered nutritional therapist, blending intelligent movement with nourishment and calm. Every detail is considered, from the schedule to the setting, so you can fully switch off, feel at home and relax without having to make decisions or lift a finger.
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Absolutely. Many guests attend solo and leave feeling deeply connected and supported.
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Cotswolds rooms start from £900pp sharing and South of France rooms from £1,250pp sharing. You’ll find individual room pricing listed under My Sanctuary on each retreat page. Each room is priced individually, with the option to choose double occupancy if you’d like to share with a friend, or single occupancy for your own private space.
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Yes. Reformer Pilates is available during the retreat, with reformer machines accessible for you to use in your own time. You’ll also have free access to our on-demand app, so you can follow expert guidance from Jessica May and complement the retreat with additional reformer sessions whenever it suits you.
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To book your place, please email hello@jessicamaywellness.com and let us know which room you’d like to reserve, along with your preference for single or double occupancy. A 25% deposit is required to secure your booking.
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Yes. Instalment options are available, simply let us know when you enquire and we’ll happily work with you to find a payment plan that feels supportive and manageable.
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Yes. All our Pilates and wellness retreats are women-only, all-female small groups, designed for women who want to rest, move and reset. Many guests come on their own, and leave having made new friends.
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In the UK, our Cotswolds Pilates retreat is held at Anthology Farm near Cheltenham, with a heated indoor pool and yoga studio. In France, our South of France Pilates retreat is at Villa Balladou, overlooking the bay of St Tropez in Sainte-Maxime.
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Anthology Farm is near Cheltenham in the Cotswolds, about 1 hr 45 from London by car. The nearest train station is Cheltenham Spa. Check-in is from 5pm on Friday and we finish after brunch on Monday.
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6 to 9 November 2026 (2 rooms left) and 5 to 8 February 2027. Each retreat is 3 nights, Friday to Monday, for a small group of women.
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Yes. All meals are made fresh with plenty of plants and locally sourced meat, fish and eggs, and every dietary requirement is catered for. Just let us know when you book.
Your Retreat Awaits
Ready to press pause, reconnect and enjoy a little time just for you?
We’d love to welcome you to the Cotswolds for a truly special retreat. Whether you’re ready to book or simply have a few questions, we’re here to help you find the perfect stay.
We can’t wait to welcome you.
South of France Retreat