• Late Check-In
  • Breakfast Buffet
  • Wi-Fi
  • Guest Computer
  • Cable Television
  • Outdoor Pool
  • Pool Towels
  • Spacious Grounds
  • Picnic Areas
  • Charcoal Grills
  • Bikes
  • Kayaks
  • Paddleboards
  • Seasonal Poolside
    Bar and Grill
  • Restaurant & Bar

Be Our Guest

Accommodations at Osprey Point are available in three separate venues, each with its own distinct style and characteristics. Guests at the three locations can enjoy all the amenities at Osprey Point during their stay — large pool, picnic areas and the extensive waterfront grounds. Our Restaurant is located on the first floor of the Main Inn and offers contemporary American cuisine.

A complimentary continental plus breakfast is included with all room rentals and is served in the Old Kitchen at the Main Inn. Come by boat, dock at our Marina and receive 50% off of your transient fees when renting a room.

The Main Inn

Built in the style of the colonial Eastern Shore, the Inn’s elegant and traditional décor is evident throughout. Located on tranquil Swan Creek, the Inn presents you with expansive and beautiful views of the water, woods and wildlife. Located within the Inn are seven charming rooms, each with its own personality. All seven rooms have a king or queen size bed with a private bath. A complimentary continental plus breakfast is included. more >>

Cotton Blossom



The Farmhouse

This turn of the 19th century Farmhouse has been restored and furnished with taste, comfort and elegance. Enjoy a game of pool, make yourself at home in the full kitchen, gather your family in the living room by the gas stove, “work from home” on our free wireless network, or simply relax in the sunroom. The Farmhouse offers two full baths with showers on the second floor and a half bath on the first floor. more>>




The Annex on the Bay

  Located less than a ½ mile from the Main Inn, the Annex at Gratitude Marina has seven spacious modern rooms, five are located on the second floor and one on the first floor, with king size beds and private baths. All guests can enjoy beautiful water views and sunsets over the Chesapeake Bay and the ever changing Eastern Shore wildlife on the open porch of the Annex.

 The rooms Port, Starboard and Foreward provide a quiet and romantic gateway on the water’s edge from their private balcony.  . more>>

Captain's Quarters