Executive Off-Sites
Windham Farmhouses offers a grounded, inspiring space for leadership retreats — whether you’re strengthening team bonds, carving out strategy time, or simply pressing pause to reset.
Rent 1, 2 or all 3 Farmhouses (8 guests per Farmhouse) and have access to our on-property luxury Barn for your group meetings.
Team Building Activities
Connection in Every Step
Our natural surroundings invite collaboration and curiosity. Reconnect with your team beyond the
boardroom through guided outdoor activities and intentional downtime.
Guided group hikes with scenic overlooks and local insight.
Forest meditation or walking mindfulness sessions.
Group campfire evenings with s’mores and storytelling.
On-site chef-led cooking classes for team collaboration.
Lawn games, pond fishing, snowshoeing (seasonal).
Golf outings, skeet & target shooting, archery instruction (requires advanced notice).
“Sometimes the best team breakthroughs happen under open skies.”
Plan. Reflect. Realign.
Designed for small leadership groups, our homes and shared spaces offer a blend of privacy and presence—perfect for strategy, alignment, and quiet luxury.
- Private yoga and guided breathwork.
- Indoor/outdoor spaces for brainstorming and workshops.
- Daily catered meals or access to private chef.
- High-speed WiFi and designated work zones.
- Concierge coordination for meals, activities, and timing.
Optional: Add a wellness guide, retreat facilitator, or guest speaker.
Founder Retreats
Return to Your Vision
For solo founders or small founder groups, Windham is a sanctuary for big thinking. Step back from the noise, realign with your mission, and nourish your next chapter.
- Solitude with style: private farmhouse with dedicated work areas.
- Chef-prepped meals and coffee delivery.
- Optional daily yoga or massage.
- On-premise nature trails just outside your door.
- Fire-lit evenings and journal-ready mornings.
“Clarity comes when you create space for it.”