The well-appointed waterfront inn rooms and cottages at The Oaks offer romantic luxury and exceptional comfort. Thoughtful amenities and attentive service assure every need is fulfilled. Do as little or as much as you would like. Relax on our Adirondack chairs, take it all in from a private veranda, or wander the lush grounds.
Our circa 1748 Inn offers different sized rooms – some with Queen beds and some with King. Furnished with antiques, all rooms feature modern bathrooms, some with jetted bathtubs. Many of our rooms feature gas fireplaces seasonally. All rooms are equipped with irons and ironing boards, hairdryers and toiletries. Our ADA compliant luxury waterfront cottage boasts a large bathroom, living room, kitchenette and king sized bed. Forget something? Inquire at the front desk. Daily housekeeping is provided.
Every morning is not only met with stunning views of Oak Creek, but also a hot breakfast with seasonal fresh fruit, homemade croissants, and a choice of a savory or sweet hot entrée, such as French toast, savory pancakes or omelets sure to leave you with no room for lunch. Enjoy your breakfast in the dining room, or take a cup of coffee out to the terrace for a better view of the creek. Complimentary beverages are offered in the living room area.
Come relax in the tranquil beauty of Maryland’s Eastern Shore and the gracious hospitality of The Oaks Waterfront Inn!
Swim in our pool, bicycle on our beach cruisers, putt on our greens, and enjoy crabbing and fishing off of our private dock. Experience the beautiful sunset while canoeing in peaceful Oak Creek, an inlet of the Miles River. Enjoy a game of shuffleboard, badminton, horseshoes, or volleyball.
Or, simply enjoy a glass of wine waterside in one of our Adirondack chairs. Great Blue Herons, Ospreys, and transient Canada Geese are frequently spotted from our shoreline. Occasionally, we are treated to a Bald Eagle sighting!
Enjoy two or three nights in one of our Queen Rooms and gourmet breakfast each morning made by our Award Winning Chef. Two nights for just $300 or three nights for $425 (plus tax)
The Oaks Romance Package
Spend the night in one of our Deluxe Waterfront Rooms with a king bed, whirlpool tub and fireplace (in season). Upon arrival at The Oaks you will receive a bottle of champagne, wine or sparkling cider, a $100 gift certificate to Award Winning 208 Talbot Restaurant, chocolate covered strawberries and a delicious multi-course breakfast the next morning made by our renowned chef. $350 (plus tax) per couple. (Two night minimum stay may be required on holiday weekends; subject to availability at time of booking.)
A Bottle of… $25 – $35
Choose a bottle of our house red or white wine or sparkling to compliment your stay. Sparkling cider also available.
Cheese Platter $25
A variety of different cheeses paired with assorted crackers are the perfect complement to a relaxing evening.
Chocolate Covered Strawberries $20
They will be waiting for you when you arrive.
Skipjack Cruise $35 per person
(Seasonal Availability) Experience the Chesapeake Bay onboard the national historic landmark the Rebecca T. Ruark. Hoist the sails, steer to an oyster bar and dredge for oysters as you learn about the bay from a 3rd generation skipjack waterman – the infamous Captain Wade!
This enchanting Inn is the perfect getaway place to stay for a few days of rest and relaxation.
Friendly atmosphere, quaintness, excellent service. The breakfast was wonderful, the grounds were beautiful, the room was amazing, the fireplace was a nice surprise. Stayed an extra day.
I have been traveling across the country for the past 30 years, and I can honestly say that this was the most memorable lodging experience that I've ever had. The inn keeper was very friendly and welcoming. I felt like I was visiting family. I will be returning soon.