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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

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Meeting

Custom request

Professional meeting space for your team — whether it's a meeting, training, workshop, or multi-day offsite. Half-day, full-day, or multi-day — with the option to request AV, catering, and your preferred room layout.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology

Room Block

Custom request

Reserve a block of rooms for your group — ideal for multi-day conferences, offsites, or any event where attendees are traveling from out of town.

What's typically included

  • Reserved guest rooms for your group
  • Flexible check-in & check-out dates
  • Negotiated group rates

Meeting + Room Block

Custom request

Bundle your meeting space and guest rooms in one request — perfect for multi-day offsites and conferences where the team meets by day and stays overnight.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology
  • Reserved guest rooms for your group

Venue Details

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

Rated 4.8 on Google · 386 reviews