Welcome to

THE WOMEN’S RIDING RETREAT

A few days of hard work, fresh air, and Maine dirt.

The Women’s Riding Retreat at Eastmark is for women
who are ready to unplug, get uncomfortable,
and walk away with something real.

– Kennebunk, Maine –

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SADDLE UP FOR SOMETHING REAL

Three days. Five women maximum.

This isn’t a drop-in class or a trail ride with strangers. It’s a small, intentional retreat — capped at five women so every rider gets real instruction, real attention, and real progress. The price includes: three days of professional horsemanship instruction, groundwork, arena lessons, a trail ride, farm-fresh meals, and a Maine lobster bake.

Compare that to a spa weekend where you leave exactly the same as when you arrived. You won’t leave Eastmark the same.

IS THIS RETREAT FOR ME?

If you’re the one who holds everything together and you’re tired of operating at full throttle with nowhere to put it — this retreat was built for you.

You don’t need riding experience. You need a willingness to show up, take direction, and push through the uncomfortable moments. Because there will be some.

You’ll muck stalls at sunrise if you want to. You’ll eat lobster around a fire with women you didn’t know on Friday and won’t forget by Sunday. You’ll get on a horse that reads you immediately — your tension, your hesitation, your confidence when you finally let go — and gives you back exactly what you bring.

This is not a spa weekend. What you get instead is fresh Maine air, honest work, real instruction, and the satisfaction of doing something that scared you — and nailing it.

Show Up | Get Dirty | Leave Different

reining horse performing a sliding stop creating a dirt splash in the sand

WHAT’S INCLUDED

  • 3 days on the farm
  • All riding instruction — groundwork, arena lessons, trail ride
  • Farm-fresh breakfast and lunch daily
  • Three farm-to-table dinners, family style
  • Maine lobster bake
  • Optional morning farm fitness and stall mucking
  • Brag-worthy documentation of your rides
  • A group of women who showed up for the same reason you did

This retreat is for you if:

  • You’re between 40 and 65 and ready to invest three days entirely in yourself
  • You’ve always wanted to ride and never made it happen
  • You’re burned out, transitioning, or just overdue for something real
  • You want a physical challenge that leaves you sore in the best possible way
  • You’re ready to be coached, pushed, and celebrated by women going through the same thing

This retreat is not for you if:

  • You want to be coddled or take it slow
  • You’re looking for a passive, watch-from-the-sidelines experience
  • You’re not willing to get a little dirty
  • You expect comfort over challenge

Arrive & Get Your Boots Dirty

This isn’t a place you check into and collapse in your room. From the moment you arrive, the farm is yours.

2:00pm — Check-in & Meet the Horses

Drop your bags, take a breath of Maine air, and head to the barn. You’ll meet the horses, walk the property, and start getting a feel for the place before anything formal begins. Free time on the farm — no agenda, no itinerary. Just land and horses.

3:00pm — Barn Tour

A working tour of Eastmark — how the barn operates, how the horses are cared for, and what the next three days will look like. You’ll start to understand quickly that these animals are athletes, not props.

4:00pm — Intro Rides

Your first time in the saddle. No pressure, no performance — just you, a horse, and your first real conversation with 1,200 pounds of opinion. Most women are surprised by how much happens in this first hour.

5:30pm — Welcome Dinner

Family style around the table. Locally sourced, farm fresh, and worth slowing down for. This is where six strangers start becoming something else.

Work Hard, Eat Well

The day starts early if you want it to. This is Maine. The mornings are real.

6:30am — Farm Fitness & Stall Mucking (Optional) There’s no better way to understand a horse than to start your day caring for one. Mucking stalls isn’t glamorous — it’s grounding. Pair it with some movement and you’ll earn your breakfast.

7:30am — Horse Turnout Observation Watch the horses go out for the morning. It’s one of those quiet farm moments that tends to stay with you.

7:30am — Farm Fresh Breakfast Fuel up. The day ahead earns it.

9:00am — Introduction to the Horses & Groundwork Skills Before you ride, you learn to communicate from the ground. Groundwork is where horsemanship actually starts — and where most people realize this sport has nothing to do with force and everything to do with feel. Expect to be challenged and leave with more understanding than you arrived with.

11:00am — Lunch Nourishing, local, and unhurried.

1:00pm — Group Riding Lesson Into the arena. Your instructor will build on what the horses already started teaching you. Expect to work. Expect to sweat. Expect to surprise yourself.

3:00pm — Maine Lobster Bake Classic Maine, family style, outdoors. You earned it.

Push Further, Leave Proud

Your last full day. The horses know you now. Use it.

6:30am — Farm Fitness & Stall Mucking (Optional) Same offer as yesterday. Most women take it twice.

7:30am — Horse Turnout & Farm Fresh Breakfast One more Maine morning. Don’t rush it.

9:00am — Group Riding Lesson By now something has shifted. You’re not just sitting on a horse — you’re riding one. This session builds on everything from the day before and pushes further.

11:00am — Lunch

1:00pm — Group Riding Lesson Your final arena session. This is where it clicks for most riders — the moment the horse responds the way you asked and your body knows exactly what it did right.

2:00pm — Trail Ride Out of the arena and into Maine. You’ve earned the open trail. Ride it.

4:00pm — Group Photo Proof that you did this. We’ll document it properly — the kind of photo you’ll actually want to frame.

4:00pm — Farewell Dinner Farm-to-table, family style, locally sourced. The last meal around the table with women who showed up the same way you did — a little nervous, a little uncertain — and leave with something they didn’t come in with.

Retreat Pricing

$1299
per attendee

Includes:
Meals & Riding

Dates

2026 Dates Coming Soon

FAQ

Yes, this event promotes connection between like minded individuals.

No, accommodations are not included but we provide some great recommendations for local, family run business that are thrilled to welcome our attendees.

Yes, for the safety of the horses we do have to limit the weight of riders.  Our weight limit is 225lbs to account for added weight of the saddle.  Want to attend and opt-out of riding? Reach out directly for options.

Since this is a specialized event that is offered infrequently, we do not offer refunds unless we’re able to re-book your spot. Due to this we recommend securing trip insurance through https://www.gowanderwell.com/.