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Great Oak Manor

4.8(386)
Hotel
About

Great Oak Manor is a Georgian-style boutique hotel perched on Maryland's Eastern Shore, offering refined rooms and suites with views of the Chesapeake Bay. The manor’s elegant common areas include a library, music room, and sunroom, providing quiet spaces for meetings or breaks.

The property features a private beach, fire pit, and expansive lawns ideal for outdoor gatherings. With attentive service and an award-winning kitchen, Great Oak Manor delivers a seamless hospitality experience tailored for business retreats and small corporate events.

Best for
  • Executive retreats with waterfront views
  • Small-group corporate dinners & tastings
  • Multi-night stays for team bonding
Standout features
Waterfront Georgian-style manor on Chesapeake Bay
Setting
Waterfront Georgian-style manor on Chesapeake Bay
Situated right on the bay, the manor offers sweeping water views, a private beach, and expansive outdoor spaces including a fire pit and lawn with seating. The Georgian architecture and elegant antiques create a refined, historic ambiance.
Multiple inviting common rooms with distinct character
Atmosphere
Multiple inviting common rooms with distinct character
Guests can enjoy a library filled with books and games, a music room, a sun room, a bar, and a solarium — all designed for relaxation and connection in a sophisticated setting.
Award-winning chef-driven dining with wine expertise
Culinary Experience
Award-winning chef-driven dining with wine expertise
The manor features a dining room serving breakfast, lunch, and dinner crafted by an award-winning chef, complemented by a sommelier-curated wine selection and tastings that elevate the food and beverage experience.
At a glance
Location & hours

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10568 Cliff Road
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Hours
Sunday9am – 9pm
Monday9am – 9pm
Tuesday9am – 9pm
Wednesday9am – 9pm
Thursday9am – 9pm
Friday9am – 9pm
Saturday9am – 9pm

Rated 4.8 on Google · 386 reviews