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Intimate Gatherings

Small Weddings, Dinners, Receptions

Celebrate love and life’s most meaningful moments in a setting designed exclusively for small, intimate gatherings. With sweeping water views, stunning sunsets, and elegant indoor-outdoor spaces, Chesapeake Paradise offers the perfect backdrop for your micro-wedding, rehearsal dinner, or low-key celebration. Our screened porch, shady waterfront lawns, and airy great room create a seamless flow between nature and comfort—ideal for heartfelt toasts, quiet connection, and relaxed joy. Whether you envision a barefoot ceremony on the pier or a candlelit dinner under the trees, we specialize in helping you create a beautiful, personal experience that honors your unique love—without the crowd.

Please note: Events are primarily intended for guests staying on the property. Hosting gatherings with any number of outside guests who are not staying overnight may require a special permit and advance approval.

Family Gatherings, Reunions, Birthdays

Reunite, reconnect, and make memories that span generations. Chesapeake Paradise offers plenty of room to spread out and come together—with shared meals, game nights, water fun, and late-night laughs around the firepit. Multiple kitchens and flexible sleeping arrangements across the main house and guest spaces mean everyone has a place to gather and a place to retreat. Whether you’re celebrating a big birthday, hosting your annual family reunion, or simply gathering “just because,” this is a space where joy feels easy, and nature invites you to slow down and savor it all.

Retreats, Corporate Training, Team Building

Step out of the boardroom and into a sanctuary of fresh air, focus, and inspired collaboration. Chesapeake Paradise offers an ideal blend of peaceful seclusion and modern comfort for retreats, leadership trainings, and team-building getaways. Host group sessions in the open-plan great room, breakouts on the breezy screened porch, and waterfront mindfulness walks right out the back door. With private suites, scenic workspaces, and options for facilitated growth experiences, this is where connection deepens, creativity flows, and teams return stronger than ever.

Ready to Get Started?

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