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Elegant Waterfront Lodging on Chesapeake Bay!

Located along Maryland's beautiful Eastern Shore, Osprey Point is everything you're looking for in a luxurious northern Chesapeake Bay getaway. Osprey Point rests on 30 lush acres in charming Rock Hall, Maryland, and welcomes travelers of all kinds to discover the quiet charm and beauty of this elegant coastal retreat. The inn provides sophisticated lodging in three separate buildings, each of which offers modern amenities to ensure your comfort and convenience. Indulge in a delicious continental breakfast to start your day, then explore the inn's grounds or the surrounding area at your leisure. The Osprey Point Marina makes it easy to head out on a day of boating, kayaking, and paddle-boarding adventures, while nearby sights and sounds include the Eastern Neck National Wildlife Refuge, the Rock Hall Museum, and live entertainment at The Mainstay. You can also relax onsite at the large pool and picnic areas, and treat yourself to a delicious meal at the onsite restaurant located at the Main Inn. No matter how you choose to spend your time, a vacation at Osprey Point offers you everything you're looking for in a memorable Maryland vacation!

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Shoreline at Osprey Point. Balcony view at Osprey Point. Dock at Osprey Point. Ducks at Osprey Point. Marina at Osprey Point. Wedding couple at Osprey Point. Beach at Osprey Point. Winter at Osprey Point. When you stay at Osprey Point, you're steps away from the beautiful shores of Chesapeake Bay. Discover these gentle waters on your next beach adventure! Lounge along the local shores to enjoy the views, or plan a day of kayaking, paddle-boarding, or boating. There's plenty of ways to enjoy this relaxing waterfront vacation!
Outdoor pool at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Chairs by fireplace at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Balcony view at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Poolside bar at Osprey Point. Bike rentals at Osprey Point. Dock at Osprey Point. Ducks at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. Exterior view of Osprey Point. Welcome sign at Osprey Point. Wedding reception at Osprey Point. Weddings reception at Osprey Point. Wedding reception at Osprey Point. Weddings at Osprey Point. Wedding receptions at Osprey Point. Beach at Osprey Point. Winter at Osprey Point. It's important to take some time to reconnect with your family. At Osprey Point, you can escape the hustle-bustle and enjoy their peaceful 30 acres along the Eastern Shore without any distractions. Play together with kayaking or paddle-boarding trips out on Chesapeake Bay, or spend an afternoon visiting the local museums. Onsite you can unwind with games of volleyball and horseshoes across their spacious lawns. Plus, you'll love the comfortable accommodations and the daily breakfast. This is the perfect place for your next family vacation!
Weddings reception at Osprey Point. Wedding reception at Osprey Point. Wedding couple at Osprey Point. Wedding reception at Osprey Point. Wedding couple at Osprey Point. Weddings at Osprey Point. Wedding receptions at Osprey Point. The peaceful charm of Maryland's Eastern Shores makes it an ideal setting for your wedding celebration. At Osprey Point, you will discover 30 lush acres of landscapes and views of the Chesapeake Bay. Exchange your vows at their lovely white gazebo and gather all your guests together for an elegant tented reception beside their waterfront lawn. If you're planning a more intimate event, you can also host your even at their indoor restaurant. Osprey's Event Coordinator will happily assist you in planning every detail!
Marina at Osprey Point. Dock at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. If you're a fan of fishing, then a vacation at Osprey Point is a great choice! Their premier location beside Chesapeake Bay makes it easy to head out on a day of adventure. The Osprey Point Marina features 160-slip floating docks, wide access channels, full-length finger piers, and much more. Take out your own boat for a day on the bay, or join a local charter such as Gatling Guide Service for excellent guided fishing trips. The choice is yours!
Wedding couple at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Chairs by fireplace at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Balcony view at Osprey Point. Dining at Osprey Point. Poolside bar at Osprey Point. Dock at Osprey Point. Marina at Osprey Point. Marina at Osprey Point. Exterior view of Osprey Point. Welcome sign at Osprey Point. Wedding reception at Osprey Point. Weddings reception at Osprey Point. Wedding couple at Osprey Point. Wedding reception at Osprey Point. Weddings at Osprey Point. Wedding receptions at Osprey Point. Beach at Osprey Point. Winter at Osprey Point. Indulge in a relaxing and romantic vacation on Maryland's beautiful Eastern Shore. Osprey Point welcomes couples of all ages to enjoy a peaceful getaway beside Cheasapeake Bay. Start your days off with a delicious continental breakfast, then enjoy an afternoon of kayaking or paddle-boarding across the bay. Unwind with a round of croquet or volleyball, lounge at the onsite pool, or explore the town of Rock Hall, which features quaint shops, live entertainment, and incredible dining!
Guest room at Osprey Point. Guest room at Osprey Point. Chairs by fireplace at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Balcony view at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Outdoor pool at Osprey Point. Bike rentals at Osprey Point. Dock at Osprey Point. Marina at Osprey Point. Exterior view of Osprey Point. Welcome sign at Osprey Point. Wedding reception at Osprey Point. Beach at Osprey Point. Winter at Osprey Point. Everything you're looking for in a memorable Maryland vacation is waiting for you at Osprey Point. This luxurious retreat rests on 30 lush acres in Rock Hall, a peaceful coastal getaway overlooking the waters of Chesapeake Bay. Osprey features elegant accommodations located in three separate buildings, each with its own distinct flair and style. Indulge in a hearty breakfast every morning before enjoying plenty of onsite activities and amenities. You'll find a large pool and games such as volleyball, croquet, and horseshoes. Plus the onsite marina offers kayaking and paddle-boarding to enjoy throughout your stay as well!
Balcony view at Osprey Point. Chairs by fireplace at Osprey Point. Beach at Osprey Point. Take things easy after your wedding celebrations and indulge in a peaceful waterfront getaway at the Osprey Point. This elegant Maryland retreat lets you bask in and explore all the wonders of the Eastern Shore! Settle into a cozy room at the inn and enjoy easy access to the beaches and the quaint shops and restaurants in the charming town of Rock Hall. The laid-back atmosphere of this destination makes it the ideal place to start the newest chapter of your life together with your spouse!
Exterior view of Osprey Point. If you're looking for a more private getaway or are traveling in a larger group, stay at The Farmhouse at Osprey Point. This turn of the 19th-century Farmhouse brings together the past and the present for a truly unique lodging experience. The Farmhouse is located a five-minute walk from the main inn and is only available for rent in its entirety; rooms cannot be booked separately. The house features four bedrooms, a sunroom, two full baths and one half-bath. There's also a full kitchen, charcoal grill in the backyard, a pool table, and cozy living room with gas stove. It's the ideal choice for families and groups!
Dining at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Chairs by fireplace at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Guest room at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Dining at Osprey Point. Outdoor pool at Osprey Point. Poolside bar at Osprey Point. Bike rentals at Osprey Point. Dock at Osprey Point. Exterior view of Osprey Point. Welcome sign at Osprey Point. Wedding reception at Osprey Point. Weddings reception at Osprey Point. Wedding couple at Osprey Point. Wedding reception at Osprey Point. Wedding couple at Osprey Point. Weddings at Osprey Point. Wedding receptions at Osprey Point. Beach at Osprey Point. Winter at Osprey Point. Winter at Osprey Point. Winter at Osprey Point. Osprey Point is a charming Maryland coast inn that features elegant accommodations across three separate buildings. Each location offers its own unique style but are all impeccably furnished and equipped with modern amenities. Indulge in a cozy room complete with flat-screen television, private bathroom, wireless internet, plush bathrobes, and more. Enjoy a delicious breakfast in the morning as part of your stay as well!
Amenities
Open Dates
  • All Year
Property Size
  • 16 units
Nearby City
  • Rock Hall
Nearby Water
  • Chesapeake Bay
General
  • Swimming Pool
  • Flatscreen TV
  • Wireless Internet
Food & Drink
  • Continental Breakfast
Room
  • Air Conditioning
  • Alarm Clock
  • Coffee Maker
  • Fireplace
  • Full Kitchen
  • Microwave
  • Refrigerator
Activities
  • Horseback Riding
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
  • Beach
  • Biking/Bicycling
  • Bird Watching
  • Boating & Watercraft
  • Boat Docks
  • Canoeing
  • Hiking
  • Kayaking
  • Marina
  • Wildlife & Nature
  • Sailing
  • Saltwater Fishing
Suitability
  • Children Welcome
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Traveler Reviews

This property is ranked number 3 on Top Eastern Shore Maryland Places to Stay. Read about it here.

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