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Wades Point Inn On The Bay

4.8(240)
Bed & Breakfast

About

Wades Point Inn on the Bay offers a historic 19th-century Georgian-style B&B set on a sprawling waterfront estate with sweeping views of Chesapeake Bay. The elegant brick main house features charming rooms with original details and modern comforts, ideal for small executive retreats or quiet client stays.

Guests can enjoy a peaceful setting with direct bay access via a swim dock, plus kayaks and paddleboards for water activities. Morning breakfasts are served overlooking the water, and multiple porches and Adirondack chairs provide relaxed spaces for informal meetings or downtime just five miles from downtown St. Michaels.

Best for

  • Executive retreats with waterfront views
  • Small group offsites & team relaxation
  • Multi-day stays with outdoor activities

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What's typically included

  • Space & layout
  • Food & beverage
  • AV & technology

Venue Details

Standout features

Elegant 19th-century Georgian-style brick main house
Historic Architecture
Elegant 19th-century Georgian-style brick main house
The inn is housed in a Georgian-style brick building dating back to 1819, preserving historic charm with much of the original structure intact. It reflects generations of heritage and hospitality on Maryland’s Eastern Shore.
Bayfront property with swim dock and kayak access
Waterfront Setting
Bayfront property with swim dock and kayak access
Situated on Chesapeake Bay, the property offers direct access to the water with a swim dock and complimentary kayaks for guests, providing a serene and active waterfront experience.
Multiple porches and Adirondack chairs with bay views
Outdoor Relaxation Spaces
Multiple porches and Adirondack chairs with bay views
Guests can enjoy spectacular Chesapeake Bay sunsets from screened-in porches and Adirondack chairs scattered across expansive lawns shaded by mature trees, creating peaceful spots for reflection and informal gatherings.

At a glance

Rated 4.8 on Google · 240 reviews