Executive Retreats
& Peer Advisory Gatherings
For leaders who seek clarity away from noise. Where strategic thinking unfolds in a private sanctuary of possibility.
At Willowood Washington, we understand the unique challenges facing today’s executive leaders. Our private estate offers an exclusive retreat space where leadership organizations, peer advisory groups, government contractors, and executive teams can gather, strategize, and lead with intention.
Surrounded by 200+ years of history and 66 acres of natural beauty, Willowood provides the perfect environment for confidential discussions, strategic planning, and meaningful leadership development – all within just ninety minutes of Washington, D.C.
Designed by Leaders, for Leaders
As entrepreneurs themselves and active members of both YPO (Young President’s Organization) and EOS (Entrepreneurial Operating System), Willowood’s owners understand the importance of retreat experiences, designing the estate to support the unique needs of executive leadership.
Whether you need to confidentially work on some of the world’s most complex problems, or you’re gathering your team for a quarterly off-site, Willowood is only ninety minutes from Washington D.C., and yet will feel like a world away, giving you the space to create.
Leadership Gatherings with Impact
Create transformative leadership experiences with curated retreats designed to foster deep connections, strategic thinking, and meaningful growth. Our comprehensive approach supports every aspect of executive development, from morning visioning sessions to evening reflection and relationship building.
Below is one example of how you might structure a leadership retreat at Willowood Washington. Our team will work with you to create a fully customized experience that aligns with your organization’s goals.
MORNING
Refresh & Strategize: Wake to coffee and a chef-prepared breakfast on the patio before hosting a guided meditation session or morning workshop.
MIDDAY
Engage & Collaborate: Break for a gourmet lunch in the Schlosser barn, then participate in a team-building activity such as horseback riding, outdoor challenges, or a cooking class.
AFTERNOON
Inspire & Unwind: Host a brainstorming session under the Oaktree Glen before heading out on a winery tour or enjoying a massage to recharge for the evening.
EVENING
Connect & Celebrate: Gather for an elevated private dining experience, then finish the night with stargazing and fireside conversations to strengthen bonds.
Available for Overnight Retreats
With confidentiality paramount, Willowood offers a variety of experiences and amenities to customize for you and your team.
COMPLETE ESTATE PRIVACY
Your leadership team will have exclusive access to the entire estate for sensitive strategic discussions, peer advisory sessions, and events that foster meaningful connections. The historic farmhouse, event spaces, and expansive grounds are exclusively yours.
- 66-acres of privacy
EXECUTIVE ACCOMMODATIONS
Five luxury king suites with ensuite baths provide comfortable lodging for overnight leadership retreats, with additional on-site capacity available for day time attendees.
- Rest and recharge
STRATEGIC PLANNING SPACES
Multiple indoor and outdoor venues perfect for breakout sessions, group discussions, one-on-one coaching conversations, and confidential peer advisory forums.
- Endless possiblities
DAILY HOUSEKEEPING
Ensuring a comfortable and seamless experience.
- Discreet Support
ON-SITE DINING
All meals are crafted on-site by our private chef, with menus designed to support your retreat schedule and accommodate working meals, celebration dinners, and informal networking opportunities.
- Menu Planning With Private Chef
WINE & SPIRITS SELECTION
Unwind after a productive day with a thoughtfully selected assortment of house wines and spirits available for your enjoyment.
- House Wine & Spirts
TEAM BUILDING & RECREATIONAL ACTIVITIES
Choose from various nature-driven and experiential offerings.
- Connection & Collaborating
BEVERAGE STATION & OPEN PANTRY
Keep the energy flowing with all-day access to fresh coffee, tea, soft drinks, and an open pantry stocked with snacks and refreshments.
- Stocked Pantry
Premium Enhancements
Looking for a little more? Customize your overnight corporate retreat at Willowood Washington to match your goals. Below are some of our most popular premium experiences to choose from. Looking for something else? Get in touch with our team, and we’ll help you tailor something totally your own.
Reserve Your Date
Willowood Washington is available exclusively for private buyout. Make a reservation, and we’ll get to work crafting a customized experience tailored to your every desire.
@WILLOWOODWASHINGTON
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